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O(6)-benzyl guanine
1H-purin-2-amine, 6-(phenylmethoxy)-

Supplier Sponsors

Name:6-phenylmethoxy-7H-purin-2-amine
CAS Number: 19916-73-5Picture of molecule3D/inchi
FDA UNII: 01KC87F8FE
Nikkaji Web:J367.143G
MDL:MFCD00269931
XlogP3:1.20 (est)
Molecular Weight:241.25387000
Formula:C12 H11 N5 O
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:pharmaceuticals / chemical synthisis
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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PubMed:Search
NCBI:Search
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Soluble in:
 water, 1805 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
O6-Benzylguanine ≥98%
Odor: characteristic
Use: O6-Benzylguanine is a guanine derivative that acts as an irreversible inhibitor of O6-Alkylguanine-DNA alkyltransferase (AGT; M An irreversible inhibitor of the mammalian DNA repair protein, O6-alkylguanine-DNA alkyltransferase. Assists in
Carbosynth
For experimental / research use only.
O6-Benzylguanine
Glentham Life Sciences
O6-Benzylguanine
Kingchem Laboratories
Benzyloxyguanine
Matrix Scientific
For experimental / research use only.
O6-Benzylguanine, 95+%
Santa Cruz Biotechnology
For experimental / research use only.
O(6)-Benzylguanine ≥98%
Sigma-Aldrich: Sigma
For experimental / research use only.
O(6)-Benzylguanine ≥98% (TLC), solid
 
Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
pharmaceuticals / chemical synthisis
Recommendation for O(6)-benzyl guanine usage levels up to:
 not for fragrance use.
 
Recommendation for O(6)-benzyl guanine flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
ClinicalTrials.gov:search
Chemical Carcinogenesis Research Information System:Search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :4578
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
6-phenylmethoxy-7H-purin-2-amine
Chemidplus:0019916735
 
References:
 6-phenylmethoxy-7H-purin-2-amine
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):4578
Pubchem (sid):134993983
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEMBL:View
HMDB (The Human Metabolome Database):Search
ChemSpider:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 not found in nature
 
Synonyms:
2-amino-6-(benzyloxy)purine
2-amino-6-(phenylmethoxy)-9H-purine
6-O-benzylguanine
O(6)-benzylguanine
6-(benzyloxy)guanine
6-phenylmethoxy-7H-purin-2-amine
6-(phenylmethoxy)-1H-purin-2-amine
1H-purin-2-amine, 6-(phenylmethoxy)-
 purine, 2-amino-6-(benzyloxy)-
 

Articles:

PubMed:Specific incorporation of an artificial nucleotide opposite a mutagenic DNA adduct by a DNA polymerase.
PubMed:Inhibition of human aldehyde oxidase activity by diet-derived constituents: structural influence, enzyme-ligand interactions, and clinical relevance.
PubMed:O6-alkylguanine postlesion DNA synthesis is correct with the right complement of hydrogen bonding.
PubMed:Redox-responsive magnetic nanoparticle for targeted convection-enhanced delivery of O6-benzylguanine to brain tumors.
PubMed:Gene therapy enhances chemotherapy tolerance and efficacy in glioblastoma patients.
PubMed:Novel MSH6 mutations in treatment-naïve glioblastoma and anaplastic oligodendroglioma contribute to temozolomide resistance independently of MGMT promoter methylation.
PubMed:Exo1 independent DNA mismatch repair involves multiple compensatory nucleases.
PubMed:NEO212, temozolomide conjugated to perillyl alcohol, is a novel drug for effective treatment of a broad range of temozolomide-resistant gliomas.
PubMed:In vivo enrichment of genetically manipulated platelets corrects the murine hemophilic phenotype and induces immune tolerance even using a low multiplicity of infection.
PubMed:Investigations on the effect of O(6)-benzylguanine on the formation of dG-dC interstrand cross-links induced by chloroethylnitrosoureas in human glioma cells using stable isotope dilution high-performance liquid chromatography electrospray ionization tandem mass spectrometry.
PubMed:Lentiviral MGMT(P140K)-mediated in vivo selection employing a ubiquitous chromatin opening element (A2UCOE) linked to a cellular promoter.
PubMed:Visualization of phagosomal hydrogen peroxide production by a novel fluorescent probe that is localized via SNAP-tag labeling.
PubMed:Aldehyde oxidase activity in donor-matched fresh and cryopreserved human hepatocytes and assessment of variability in 75 donors.
PubMed:Cell-permeant and photocleavable chemical inducer of dimerization.
PubMed:Site-specific protein labeling with SNAP-tags.
PubMed:Disulfiram is a direct and potent inhibitor of human O6-methylguanine-DNA methyltransferase (MGMT) in brain tumor cells and mouse brain and markedly increases the alkylating DNA damage.
PubMed:In vivo roles of conjugation with glutathione and O6-alkylguanine DNA-alkyltransferase in the mutagenicity of the bis-electrophiles 1,2-dibromoethane and 1,2,3,4-diepoxybutane in mice.
PubMed:Cationic core-shell nanoparticles with carmustine contained within O⁶-benzylguanine shell for glioma therapy.
PubMed:Expression of O (6)-Methylguanine-DNA Methyltransferase Examined by Alkyl-Transfer Assays, Methylation-Specific PCR and Western Blots in Tumors and Matched Normal Tissue.
PubMed:Hydrogen bonding or stacking interactions in differentiating duplex stability in oligonucleotides containing synthetic nucleoside probes for alkylated DNA.
PubMed:Targeted delivery of dendritic polyglycerol-doxorubicin conjugates by scFv-SNAP fusion protein suppresses EGFR+ cancer cell growth.
PubMed:Kinetics of O(6)-pyridyloxobutyl-2'-deoxyguanosine repair by human O(6)-alkylguanine DNA alkyltransferase.
PubMed:MGMT repletion after treatment of glioblastoma cells with temozolomide and O6-benzylguanine implicates NFκB and mutant p53.
PubMed:Tolerance of base pair size and shape in postlesion DNA synthesis.
PubMed:Temozolomide-mediated DNA methylation in human myeloid precursor cells: differential involvement of intrinsic and extrinsic apoptotic pathways.
PubMed:Efficacy of protracted temozolomide dosing is limited in MGMT unmethylated GBM xenograft models.
PubMed:The role of SNAP-tag in technical approaches.
PubMed:Hypoxia-selective O6-alkylguanine-DNA alkyltransferase inhibitors: design, synthesis, and evaluation of 6-(benzyloxy)-2-(aryldiazenyl)-9H-purines as prodrugs of O6-benzylguanine.
PubMed:Tumor-associated mutations in O⁶ -methylguanine DNA-methyltransferase (MGMT) reduce DNA repair functionality.
PubMed:F2A sequence linking MGMT(P140K) and MDR1 in a bicistronic lentiviral vector enables efficient chemoprotection of haematopoietic stem cells.
PubMed:Mismatch repair deficiency: a temozolomide resistance factor in medulloblastoma cell lines that is uncommon in primary medulloblastoma tumours.
PubMed:Design of a hypoxia-activated prodrug inhibitor of O6-alkylguanine-DNA alkyltransferase.
PubMed:Formation and repair of pyridyloxobutyl DNA adducts and their relationship to tumor yield in A/J mice.
PubMed:In vivo selection of autologous MGMT gene-modified cells following reduced-intensity conditioning with BCNU and temozolomide in the dog model.
PubMed:Progress in high-throughput assays of MGMT and APE1 activities in cell extracts.
PubMed:A strategy for selective O(6)-alkylguanine-DNA alkyltransferase depletion under hypoxic conditions.
PubMed:MGMT inhibition restores ERα functional sensitivity to antiestrogen therapy.
PubMed:SNAP-tag based proteomics approach for the study of the retrograde route.
PubMed:Phase I clinical trial of O6-benzylguanine and topical carmustine in the treatment of cutaneous T-cell lymphoma, mycosis fungoides type.
PubMed:Releasable SNAP-tag probes for studying endocytosis and recycling.
PubMed:Characterization of aldehyde oxidase enzyme activity in cryopreserved human hepatocytes.
PubMed:SNAP-tag technology mediates site specific conjugation of antibody fragments with a photosensitizer and improves target specific phototoxicity in tumor cells.
PubMed:A phase II study of O6-benzylguanine and temozolomide in pediatric patients with recurrent or progressive high-grade gliomas and brainstem gliomas: a Pediatric Brain Tumor Consortium study.
PubMed:4-nitrobenzyloxycarbonyl derivatives of O(6)-benzylguanine as hypoxia-activated prodrug inhibitors of O(6)-alkylguanine-DNA alkyltransferase (AGT), which produces resistance to agents targeting the O-6 position of DNA guanine.
PubMed:Humanized bone marrow mouse model as a preclinical tool to assess therapy-mediated hematotoxicity.
PubMed:Multifaceted roles of alkyltransferase and related proteins in DNA repair, DNA damage, resistance to chemotherapy, and research tools.
PubMed:Labelling cell structures and tracking cell lineage in zebrafish using SNAP-tag.
PubMed:Radioiodinated O(6)-Benzylguanine derivatives containing an azido function.
PubMed:Influence of cell cycle checkpoints and p53 function on the toxicity of temozolomide in human pancreatic cancer cells.
PubMed:Activity of irinotecan and temozolomide in the presence of O6-methylguanine-DNA methyltransferase inhibition in neuroblastoma pre-clinical models.
PubMed:Activation of AMP-activated protein kinase by temozolomide contributes to apoptosis in glioblastoma cells via p53 activation and mTORC1 inhibition.
PubMed:Quenched substrates for live-cell labeling of SNAP-tagged fusion proteins with improved fluorescent background.
PubMed:Targeting O⁶-methylguanine-DNA methyltransferase with specific inhibitors as a strategy in cancer therapy.
PubMed:O6-methylguanine induces altered proteins at the level of transcription in human cells.
PubMed:Localizable and highly sensitive calcium indicator based on a BODIPY fluorophore.
PubMed:Thin layer chromatography-based assay of O6-methylguanine-DNA methyltransferase activity in tissue.
PubMed:Efficient and stable MGMT-mediated selection of long-term repopulating stem cells in nonhuman primates.
PubMed:Gateways to clinical trials.
PubMed:Development of SNAP-tag-mediated live cell labeling as an alternative to GFP in Porphyromonas gingivalis.
PubMed:In vitro-in vivo correlation for intrinsic clearance for drugs metabolized by human aldehyde oxidase.
PubMed:MGMT modulates glioblastoma angiogenesis and response to the tyrosine kinase inhibitor sunitinib.
PubMed:The cyclin-dependent kinase inhibitor PHA-848125 suppresses the in vitro growth of human melanomas sensitive or resistant to temozolomide, and shows synergistic effects in combination with this triazene compound.
PubMed:Chemoprotection of human hematopoietic stem cells by simultaneous lentiviral overexpression of multidrug resistance 1 and O(6)-methylguanine-DNA methyltransferase(P140K).
PubMed:Effect of O6-chloroethylguanine DNA lesions on the kinetics and mechanism of micronucleus induction in vivo.
PubMed:Blockade of MGMT expression by O6 benzyl guanine leads to inhibition of pancreatic cancer growth and induction of apoptosis.
PubMed:Recognition of O6MeG lesions by MGMT and mismatch repair proficiency may be a prerequisite for low-dose radiation hypersensitivity.
PubMed:Protein conjugates of SH3-domain ligands and ATP-competitive inhibitors as bivalent inhibitors of protein kinases.
PubMed:In vivo selection of hematopoietic progenitor cells and temozolomide dose intensification in rhesus macaques through lentiviral transduction with a drug resistance gene.
PubMed:Pharmacokinetics of temozolomide administered in combination with O6-benzylguanine in children and adolescents with refractory solid tumors.
PubMed:Methylguanine DNA methyltransferase-mediated drug resistance-based selective enrichment and engraftment of transplanted stem cells in skeletal muscle.
PubMed:Phase 1 trial of temozolomide plus irinotecan plus O6-benzylguanine in adults with recurrent malignant glioma.
PubMed:Site-specific, covalent labeling of recombinant antibody fragments via fusion to an engineered version of 6-O-alkylguanine DNA alkyltransferase.
PubMed:Phase I trial of temozolomide plus O6-benzylguanine 5-day regimen with recurrent malignant glioma.
PubMed:The alkyltransferase-like ybaZ gene product enhances nucleotide excision repair of O(6)-alkylguanine adducts in E. coli.
PubMed:Phase II trial of temozolomide plus o6-benzylguanine in adults with recurrent, temozolomide-resistant malignant glioma.
PubMed:Indo-1 derivatives for local calcium sensing.
PubMed:Phase II trial of Gliadel plus O6-benzylguanine in adults with recurrent glioblastoma multiforme.
PubMed:Temozolomide- and fotemustine-induced apoptosis in human malignant melanoma cells: response related to MGMT, MMR, DSBs, and p53.
PubMed:Degradation of BRCA2 in alkyltransferase-mediated DNA repair and its clinical implications.
PubMed:Role of copper transporters in resistance to platinating agents.
PubMed:Substitution of aminomethyl at the meta-position enhances the inactivation of O6-alkylguanine-DNA alkyltransferase by O6-benzylguanine.
PubMed:The L84F polymorphic variant of human O6-methylguanine-DNA methyltransferase alters stability in U87MG glioma cells but not temozolomide sensitivity.
PubMed:Development of an O(6)-alkylguanine-DNA alkyltransferase assay based on covalent transfer of the benzyl moiety from [benzene-3H]O(6)-benzylguanine to the protein.
PubMed:Correlation of O6-methylguanine methyltransferase (MGMT) promoter methylation with clinical outcomes in glioblastoma and clinical strategies to modulate MGMT activity.
PubMed:Reciprocal relationship between O6-methylguanine-DNA methyltransferase P140K expression level and chemoprotection of hematopoietic stem cells.
PubMed:Enhancement of cisplatin [cis-diammine dichloroplatinum (II)] cytotoxicity by O6-benzylguanine involves endoplasmic reticulum stress.
PubMed:Heterogeneity of human glioblastoma: glutathione-S-transferase and methylguanine-methyltransferase.
PubMed:Carmustine-resistant cancer cells are sensitized to temozolomide as a result of enhanced mismatch repair during the development of carmustine resistance.
PubMed:Bone marrow-derived cells exhibiting lung epithelial cell characteristics are enriched in vivo using methylguanine DNA methyltransferase-mediated drug resistance.
PubMed:Co-expression of MGMT(P140K) and alpha-L-iduronidase in primary hepatocytes from mucopolysaccharidosis type I mice enables efficient selection with metabolic correction.
PubMed:Caged substrates for protein labeling and immobilization.
PubMed:Phase I trial of single-dose temozolomide and continuous administration of o6-benzylguanine in children with brain tumors: a pediatric brain tumor consortium report.
PubMed:Differential inactivation of polymorphic variants of human O6-alkylguanine-DNA alkyltransferase.
PubMed:Phase 1 trial of O6-benzylguanine and BCNU in children with CNS tumors: a Children's Oncology Group study.
PubMed:O6-methylguanine-DNA-methyltransferase promoter demethylation is involved in basic fibroblast growth factor induced resistance against temozolomide in human melanoma cells.
PubMed:The therapeutic potential of O6-alkylguanine DNA alkyltransferase inhibitors.
PubMed:Triazene compounds: mechanism of action and related DNA repair systems.
PubMed:Targeting methylguanine-DNA methyltransferase in the treatment of neuroblastoma.
PubMed:Novel mechanism whereby nuclear factor kappaB mediates DNA damage repair through regulation of O(6)-methylguanine-DNA-methyltransferase.
PubMed:A concise synthesis of the Pennsylvania Green fluorophore and labeling of intracellular targets with O6-benzylguanine derivatives.
PubMed:In vivo selection and chemoprotection after drug resistance gene therapy in a nonmyeloablative allogeneic transplantation setting in dogs.
PubMed:Methylation damage response in hematopoietic progenitor cells.
PubMed:Stable differentiation and clonality of murine long-term hematopoiesis after extended reduced-intensity selection for MGMT P140K transgene expression.
PubMed:Depletion of O6-methylguanine-DNA methyltransferase by O6-benzylguanine enhances 5-FU cytotoxicity in colon and oral cancer cell lines.
PubMed:Vector design for expression of O6-methylguanine-DNA methyltransferase in hematopoietic cells.
PubMed:O6-benzylguanine and BCNU in multiple myeloma: a phase II trial.
PubMed:Molecular basis of selectivity of nucleoside triphosphate incorporation opposite O6-benzylguanine by sulfolobus solfataricus DNA polymerase Dpo4: steady-state and pre-steady-state kinetics and x-ray crystallography of correct and incorrect pairing.
PubMed:O (4)-benzylfolic acid inactivates O (6)-alkylguanine-DNA alkyltransferase in brain tumor cell lines.
PubMed:S-alkylthiolation of O6-methylguanine-DNA-methyltransferase (MGMT) to sensitize cancer cells to anticancer therapy.
PubMed:Phase I trial of polifeprosan 20 with carmustine implant plus continuous infusion of intravenous O6-benzylguanine in adults with recurrent malignant glioma: new approaches to brain tumor therapy CNS consortium trial.
PubMed:The Fanconi anemia (FA) pathway confers glioma resistance to DNA alkylating agents.
PubMed:Human monocytes, but not dendritic cells derived from them, are defective in base excision repair and hypersensitive to methylating agents.
PubMed:Role of O6-methylguanine-DNA methyltransferase in protecting from alkylating agent-induced toxicity and mutations in mice.
PubMed:Local intracerebral administration of O(6)-benzylguanine combined with systemic chemotherapy with temozolomide of a patient suffering from a recurrent glioblastoma.
PubMed:A single cycle of treatment with temozolomide, alone or combined with O(6)-benzylguanine, induces strong chemoresistance in melanoma cell clones in vitro: role of O(6)-methylguanine-DNA methyltransferase and the mismatch repair system.
PubMed:Fluorophores for live cell imaging of AGT fusion proteins across the visible spectrum.
PubMed:Temozolomide-mediated radiation enhancement in glioblastoma: a report on underlying mechanisms.
PubMed:In vivo selection of transduced hematopoietic stem cells and little evidence of their conversion into hepatocytes in vivo.
PubMed:Apoptosis in malignant glioma cells triggered by the temozolomide-induced DNA lesion O6-methylguanine.
PubMed:Exploiting the role of O6-methylguanine-DNA-methyltransferase (MGMT) in cancer therapy.
PubMed:Inactivation of O6-alkylguanine DNA alkyltransferase as a means to enhance chemotherapy.
PubMed:Emerging cancer therapeutic opportunities target DNA-repair systems.
PubMed:Directed evolution of O6-alkylguanine-DNA alkyltransferase for applications in protein labeling.
PubMed:Molecular imaging of alkylguanine-DNA alkyltransferase: further evaluation of radioiodinated derivatives of O6-benzylguanine.
PubMed:A phase II trial of O6-benzylguanine and carmustine in patients with advanced soft tissue sarcoma.
PubMed:Differential competitive resistance to methylating versus chloroethylating agents among five O6-alkylguanine DNA alkyltransferases in human hematopoietic cells.
PubMed:The antineoplastic efficacy of the prodrug Cloretazine is produced by the synergistic interaction of carbamoylating and alkylating products of its activation.
PubMed:[O6-benzylguanine stimulates regulatory functions of the Ada protein in Escherichia coli].
PubMed:Role of GADD34 in modulation of cisplatin cytotoxicity.
PubMed:Phase II trial of the O6-alkylguanine DNA alkyltransferase inhibitor O6-benzylguanine and 1,3-bis(2-chloroethyl)-1-nitrosourea in advanced melanoma.
PubMed:Phase I study of O6-benzylguanine and temozolomide administered daily for 5 days to pediatric patients with solid tumors.
PubMed:518A2 melanoma cells are protected by G3139 and other antineoplastic agents against the cytotoxic effects of DTIC.
PubMed:Phase I trial of temozolomide plus O6-benzylguanine for patients with recurrent or progressive malignant glioma.
PubMed:The P140K mutant of human O(6)-methylguanine-DNA-methyltransferase (MGMT) confers resistance in vitro and in vivo to temozolomide in combination with the novel MGMT inactivator O(6)-(4-bromothenyl)guanine.
PubMed:Role of O6-methylguanine-DNA methyltransferase and effect of O6-benzylguanine on the anti-tumor activity of cis-diaminedichloroplatinum(II) in oral cancer cell lines.
PubMed:O6-3-[125I]iodobenzyl-2'-deoxyguanosine ([125I]IBdG): synthesis and evaluation of its usefulness as an agent for quantification of alkylguanine-DNA alkyltransferase (AGT).
PubMed:Protein-functionalized polymer brushes.
PubMed:Mitochondrial targeting of human O6-methylguanine DNA methyltransferase protects against cell killing by chemotherapeutic alkylating agents.
PubMed:O6-methylguanine-DNA methyltransferase, O6-benzylguanine, and resistance to clinical alkylators in pediatric primary brain tumor cell lines.
PubMed:Inactivated MGMT by O6-benzylguanine is associated with prolonged G2/M arrest in cancer cells treated with BCNU.
PubMed:Role of glutathione and nucleotide excision repair in modulation of cisplatin activity with O6-benzylguanine.
PubMed:Lipophilicity coefficients of potential tumor imaging agents, positron-labeled O(6)-benzylguanine derivatives.
PubMed:Beta-glucuronidase-cleavable prodrugs of O6-benzylguanine and O6-benzyl-2'-deoxyguanosine.
PubMed:Synthesis and antitumor activity of methyltriazene prodrugs simultaneously releasing DNA-methylating agents and the antiresistance drug O(6)-benzylguanine.
PubMed:Polyclonal chemoprotection against temozolomide in a large-animal model of drug resistance gene therapy.
PubMed:Brain tumor cell lines resistant to O6-benzylguanine/1,3-bis(2-chloroethyl)-1-nitrosourea chemotherapy have O6-alkylguanine-DNA alkyltransferase mutations.
PubMed:Nuclear-localizing O6-benzylguanine-resistant GFP-MGMT fusion protein as a novel in vivo selection marker.
PubMed:Effect of cell cycle inhibition on Cisplatin-induced cytotoxicity.
PubMed:Pharmacokinetics of O(6)-benzylguanine in pediatric patients with central nervous system tumors: a pediatric oncology group study.
PubMed:Hematopoietic stem cell gene therapy of murine protoporphyria by methylguanine-DNA-methyltransferase-mediated in vivo drug selection.
PubMed:Inhibition of O6-methylguanine-DNA methyltransferase by glucose-conjugated inhibitors: comparison with nonconjugated inhibitors and effect on fotemustine and temozolomide-induced cell death.
PubMed:Limited lentiviral transgene expression with increasing copy number in an MGMT selection model: lack of copy number selection by drug treatment.
PubMed:Interstitial infusion of carmustine in the rat brain stem with systemic administration of O6-benzylguanine.
PubMed:Cloning and expression of canine O6-methylguanine-DNA methyltransferase in target cells, using gammaretroviral and lentiviral vectors.
PubMed:Clinical trial substantiates the predictive value of O-6-methylguanine-DNA methyltransferase promoter methylation in glioblastoma patients treated with temozolomide.
PubMed:O6-3-[131I]iodobenzylguanine: improved synthesis and further evaluation of a potential agent for imaging of alkylguanine-DNA alkyltransferase.
PubMed:Labeling of fusion proteins of O6-alkylguanine-DNA alkyltransferase with small molecules in vivo and in vitro.
PubMed:O6-benzylguanine suppression of O6-alkylguanine-DNA alkyltransferase in anaplastic gliomas.
PubMed:In vivo selection for human and murine hematopoietic cells transduced with a therapeutic MGMT lentiviral vector that inhibits HIV replication.
PubMed:Hammerhead ribozyme-mediated sensitization of human tumor cells after treatment with 1,3-bis(2-chloroethyl)-1-nitrosourea.
PubMed:Apoptosis triggered by DNA damage O6-methylguanine in human lymphocytes requires DNA replication and is mediated by p53 and Fas/CD95/Apo-1.
PubMed:Recent advances in brain tumor therapy: local intracerebral drug delivery by polymers.
PubMed:Hematopoietic expression of O(6)-methylguanine DNA methyltransferase-P140K allows intensive treatment of human glioma xenografts with combination O(6)-benzylguanine and 1,3-bis-(2-chloroethyl)-1-nitrosourea.
PubMed:Inhibition of DNA repair for sensitizing resistant glioma cells to temozolomide.
PubMed:In vivo selection of human hematopoietic cells in a xenograft model using combined pharmacologic and genetic manipulations.
PubMed:Induced protein dimerization in vivo through covalent labeling.
PubMed:In vivo selection of MGMT(P140K) lentivirus-transduced human NOD/SCID repopulating cells without pretransplant irradiation conditioning.
PubMed:Blockage of abasic site repair enhances antitumor efficacy of 1,3-bis-(2-chloroethyl)-1-nitrosourea in colon tumor xenografts.
PubMed:Sensitization of pancreatic tumor xenografts to carmustine and temozolomide by inactivation of their O6-Methylguanine-DNA methyltransferase with O6-benzylguanine or O6-benzyl-2'-deoxyguanosine.
PubMed:Cytotoxicity, DNA damage, and apoptosis induced by new fotemustine analogs on human melanoma cells in relation to O6-methylguanine DNA-methyltransferase expression.
PubMed:Drug selection of mutant methylguanine methyltransferase from different oncoretroviral backbones results in multilineage hematopoietic transgene expression in primary and secondary recipients.
PubMed:A bicistronic SIN-lentiviral vector containing G156A MGMT allows selection and metabolic correction of hematopoietic protoporphyric cell lines.
PubMed:Inhibition of telomerase activity in malignant glioma cells correlates with their sensitivity to temozolomide.
PubMed:Alkylation damage repair protein O6-alkylguanine-DNA alkyltransferase from the hyperthermophiles Aquifex aeolicus and Archaeoglobus fulgidus.
PubMed:Enhancement of platinum-induced cytotoxicity by O6-benzylguanine.
PubMed:SarCNU mediates selection of P140K methylguanine-DNA-methyltransferase transduced human CD34(+) cells in vitro.
PubMed:Selective enhancement of ifosfamide-induced toxicity in Chinese hamster ovary cells.
PubMed:Myeloablation is not required to select and maintain expression of the drug-resistance gene, mutant MGMT, in primary and secondary recipients.
PubMed:Covalent and selective immobilization of fusion proteins.
PubMed:Synthesis and preliminary biological evaluation of radiolabeled O6-benzylguanine derivatives, new potential PET imaging agents for the DNA repair protein O6-alkylguanine-DNA alkyltransferase in breast cancer.
PubMed:Directed evolution of O6-alkylguanine-DNA alkyltransferase for efficient labeling of fusion proteins with small molecules in vivo.
PubMed:Successful treatment of murine beta-thalassemia using in vivo selection of genetically modified, drug-resistant hematopoietic stem cells.
PubMed:Delayed repletion of O6-methylguanine-DNA methyltransferase resulting in failure to protect the human glioblastoma cell line SF767 from temozolomide-induced cytotoxicity.
PubMed:Synthesis and preliminary biological evaluation of 6-O-[11C]-[(methoxymethyl)benzyl]guanines, new potential PET breast cancer imaging agents for the DNA repair protein AGT.
PubMed:Effects of zinc occupancy on human O6-alkylguanine-DNA alkyltransferase.
PubMed:The effect of O6-alkylguanine-DNA alkyltransferase and mismatch repair activities on the sensitivity of human melanoma cells to temozolomide, 1,3-bis(2-chloroethyl)1-nitrosourea, and cisplatin.
PubMed:Hypersensitivity of DNA polymerase beta null mouse fibroblasts reflects accumulation of cytotoxic repair intermediates from site-specific alkyl DNA lesions.
PubMed:The combi-targeting concept: a novel 3,3-disubstituted nitrosourea with EGFR tyrosine kinase inhibitory properties.
PubMed:O6-benzylguanine-mediated enhancement of chemotherapy.
PubMed:Effect of O6-benzylguanine on nitrogen mustard-induced toxicity, apoptosis, and mutagenicity in Chinese hamster ovary cells.
PubMed:Toxicity of intracranial and intraperitoneal O6-benzyl guanine in combination with BCNU delivered locally in a mouse model.
PubMed:Base excision repair as a therapeutic target in colon cancer.
PubMed:Hematoprotection and enrichment of transduced cells in vivo after gene transfer of MGMT(P140K) into hematopoietic stem cells.
PubMed:[The increasing mutagenic effect of nitrosoguanidine under the influence of modified bases during inhibition of repair AGT enzyme in mammalian somatic cells in vitro].
PubMed:Determination of the optimal modulatory dose of O6-benzylguanine in patients with surgically resectable tumors.
PubMed:Repair of oligodeoxyribonucleotides by O(6)-alkylguanine-DNA alkyltransferase.
PubMed:Chemotherapy-induced O(6)-benzylguanine-resistant alkyltransferase mutations in mismatch-deficient colon cancer.
PubMed:Degradation of the alkylated form of the DNA repair protein, O(6)-alkylguanine-DNA alkyltransferase.
PubMed:Comparative cytotoxicity of carmustine (BCNU), nimustine (ACNU) and elmustine (HeCNU) after depletion of O6-alkylguanine-DNA alkyltransferase (O6-AGT).
PubMed:Interaction of mammalian O(6)-alkylguanine-DNA alkyltransferases with O(6)-benzylguanine.
PubMed:Clinical relevance of MGMT in the treatment of cancer.
PubMed:Phase II trial of carmustine plus O(6)-benzylguanine for patients with nitrosourea-resistant recurrent or progressive malignant glioma.
PubMed:Biochemical changes associated with a multidrug-resistant phenotype of a human glioma cell line with temozolomide-acquired resistance.
PubMed:Lentiviral transduction of P140K MGMT into human CD34(+) hematopoietic progenitors at low multiplicity of infection confers significant resistance to BG/BCNU and allows selection in vitro.
PubMed:Mutagenesis by O(6)-[4-oxo-4-(3-pyridyl)butyl]guanine in Escherichia coli and human cells.
PubMed:O(6)-methylguanine-DNA methyltransferase (MGMT) as a determinant of resistance to camptothecin derivatives.
PubMed:Misincorporation and stalling at O(6)-methylguanine and O(6)-benzylguanine: evidence for inactive polymerase complexes.
PubMed:Effect of the O6 substituent on misincorporation kinetics catalyzed by DNA polymerases at O(6)-methylguanine and O(6)-benzylguanine.
PubMed:[Mutation of human O6-alkylguanine-DNA alkyltransferase confers resistance to O6-benzylguanine].
PubMed:Role of cytochrome P450 isoenzymes in metabolism of O(6)-benzylguanine: implications for dacarbazine activation.
PubMed:Monosaccharide-linked inhibitors of O(6)-methylguanine-DNA methyltransferase (MGMT): synthesis, molecular modeling, and structure-activity relationships.
PubMed:G156A MGMT-transduced human mesenchymal stem cells can be selectively enriched by O6-benzylguanine and BCNU.
PubMed:Sequential tumor biopsies in early phase clinical trials of anticancer agents for pharmacodynamic evaluation.
PubMed:Repair of O(6)-methylguanine is not affected by thymine base pairing and the presence of MMR proteins.
PubMed:Covalent capture of a human O(6)-alkylguanine alkyltransferase-DNA complex using N(1),O(6)-ethanoxanthosine, a mechanism-based crosslinker.
PubMed:The effectiveness of the O(6)-alkylguanine-DNA alkyltransferase encoded by the ogt(ST) gene from S. typhimurium in protection against alkylating drugs, resistance to O(6)-benzylguanine and sensitisation to dibromoalkane genotoxicity.
PubMed:Differential degradation rates of inactivated alkyltransferase in blood mononuclear cells and tumors of patients after treatment with O(6)-benzylguanine.
PubMed:Interactions between methylating and pyridyloxobutylating agents in A/J mouse lungs: implications for 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone-induced lung tumorigenesis.
PubMed:Mutagenesis by O(6)-methyl-, O(6)-ethyl-, and O(6)-benzylguanine and O(4)-methylthymine in human cells: effects of O(6)-alkylguanine-DNA alkyltransferase and mismatch repair.
PubMed:Inactivation of O(6)-methylguanine-DNA methyltransferase by glucose-conjugated inhibitors.
PubMed:O6-Benzylguanine potentiates BCNU but not busulfan toxicity in hematopoietic stem cells.
PubMed:Enforced expression of wild-type p53 curtails the transcription of the O(6)-methylguanine-DNA methyltransferase gene in human tumor cells and enhances their sensitivity to alkylating agents.
PubMed:Comparison of single- versus double-bolus treatments of O(6)-benzylguanine for depletion of O(6)-methylguanine DNA methyltransferase (MGMT) activity in vivo: development of a novel fluorometric oligonucleotide assay for measurement of MGMT activity.
PubMed:Applied molecular evolution of O6-benzylguanine-resistant DNA alkyltransferases in human hematopoietic cells.
PubMed:Acquired resistance of melanoma cells to the antineoplastic agent fotemustine is caused by reactivation of the DNA repair gene MGMT.
PubMed:Debenzylation of O(6)-benzyl-8-oxoguanine in human liver: implications for O(6)-benzylguanine metabolism.
PubMed:Purification and characterization of West Nile virus nucleoside triphosphatase (NTPase)/helicase: evidence for dissociation of the NTPase and helicase activities of the enzyme.
PubMed:Thresholds of O6-alkylguanine-DNA alkyltransferase which confer significant resistance of human glial tumor xenografts to treatment with 1,3-bis(2-chloroethyl)-1-nitrosourea or temozolomide.
PubMed:Inactivation of human O(6)-alkylguanine-DNA alkyltransferase by modified oligodeoxyribonucleotides containing O(6)-benzylguanine.
PubMed:Protection and in vivo selection of hematopoietic stem cells using temozolomide, O6-benzylguanine, and an alkyltransferase-expressing retroviral vector.
PubMed:O6-benzylguanine potentiates the antitumor effect of locally delivered carmustine against an intracranial rat glioma.
PubMed:Radiolabeled guanine derivatives for the in vivo mapping of O(6)-alkylguanine-DNA alkyltransferase: 6-(4-[(18)F]Fluoro-benzyloxy)-9H-purin-2-ylamine and 6-(3-[(131)I]Iodo-benzyloxy)-9H-purin-2-ylamine.
PubMed:Resistance-modifying agents. 8. Inhibition of O(6)-alkylguanine-DNA alkyltransferase by O(6)-alkenyl-, O(6)-cycloalkenyl-, and O(6)-(2-oxoalkyl)guanines and potentiation of temozolomide cytotoxicity in vitro by O(6)-(1-cyclopentenylmethyl)guanine.
PubMed:Effect of O6-benzylguanine on alkylating agent-induced toxicity and mutagenicity. In Chinese hamster ovary cells expressing wild-type and mutant O6-alkylguanine-DNA alkyltransferases.
PubMed:Phase I trial of carmustine plus O6-benzylguanine for patients with recurrent or progressive malignant glioma.
PubMed:Direct reversal of DNA damage by mutant methyltransferase protein protects mice against dose-intensified chemotherapy and leads to in vivo selection of hematopoietic stem cells.
PubMed:Plasma and cerebrospinal fluid pharmacokinetics of O6-benzylguanine and analogues in nonhuman primates.
PubMed:Pharmacokinetics of oral O6-benzylguanine and evidence of interaction with oral ketoconazole in the rat.
PubMed:Phase I clinical and pharmacological study of O6-benzylguanine followed by carmustine in patients with advanced cancer.
PubMed:Can O6-alkylguanine-DNA alkyltransferase depletion enhance alkylator activity in the clinic?
PubMed:Nuclear translocation of mismatch repair proteins MSH2 and MSH6 as a response of cells to alkylating agents.
PubMed:Conserved structural motifs governing the stoichiometric repair of alkylated DNA by O(6)-alkylguanine-DNA alkyltransferase.
PubMed:Malignant transformation of human fibroblast cell strain MSU-1.1 by N-methyl-N-nitrosourea: evidence of elimination of p53 by homologous recombination.
PubMed:Protection of hematopoietic cells against combined O6-benzylguanine and chloroethylnitrosourea treatment by mutant forms of O6-methylguanine DNA methyltransferase.
PubMed:Genetic modification of haematopoietic cells for combined resistance to podophyllotoxins, other agents covered by MDR1-mediated efflux activity and nitrosoureas.
PubMed:Potentiation of BCNU anticancer activity by O6-benzylguanine: a study in vitro and in vivo.
PubMed:The role of human O(6)-alkylguanine-DNA alkyltransferase in promoting 1,2-dibromoethane-induced genotoxicity in Escherichia coli.
PubMed:Enhanced in vivo repair of O(4)-methylthymine by a mutant human DNA alkyltransferase.
PubMed:Role of O6-alkylguanine-DNA alkyltransferase in the resistance of mouse spermatogenic cells to O6-alkylating agents.
PubMed:O6-benzylguanine-mediated enhancement of nitrosourea activity in Mer- central nervous system tumor xenografts--implications for clinical trials.
PubMed:Limiting numbers of G156A O(6)-methylguanine-DNA methyltransferase-transduced marrow progenitors repopulate nonmyeloablated mice after drug selection.
PubMed:Differential modulation of chemosensitivity to alkylating agents and platinum compounds by DNA repair modulators in human lung cancer cell lines.
PubMed:Repair of O(6)-alkylguanine by alkyltransferases.
PubMed:In vivo administration of O(6)-benzylguanine does not influence apoptosis or mutation frequency following DNA damage in the murine intestine, but does inhibit P450-dependent activation of dacarbazine.
PubMed:Conserved residue lysine165 is essential for the ability of O6-alkylguanine-DNA alkyltransferase to react with O6-benzylguanine.
PubMed:Point mutations at multiple sites including highly conserved amino acids maintain activity, but render O6-alkylguanine-DNA alkyltransferase insensitive to O6-benzylguanine.
PubMed:Potentiation of BCNU antitumor efficacy by 9-substituted O6-benzylguanines. Effect of metabolism.
PubMed:O(6)-(4-bromothenyl)guanine improves the therapeutic index of temozolomide against A375M melanoma xenografts.
PubMed:O(6)-methylguanine-DNA methyltransferase activity, p53 gene status and BCNU resistance in mouse astrocytes.
PubMed:Inhibition of O(6)-methylguanine-DNA methyltransferase increases azoxymethane-induced colonic tumors in rats.
PubMed:Characterization of the P140K, PVP(138-140)MLK, and G156A O6-methylguanine-DNA methyltransferase mutants: implications for drug resistance gene therapy.
PubMed:O(6)-benzylguanine enhances the in vitro immunotoxic activity of temozolomide on natural or antigen-dependent immunity.
PubMed:Prolonged inhibition of O(6)-methylguanine DNA methyltransferase in human tumor cells by O(6)-benzylguanine in vitro and in vivo.
PubMed:Protection of committed murine haemopoietic progenitors against BCNU toxicity does not predict protection of primitive, multipotent spleen colony-forming cells - implications for chemoprotective gene therapy.
PubMed:Human O(6)-alkylguanine-DNA alkyltransferase: protection against alkylating agents and sensitization to dibromoalkanes.
PubMed:Redesigning the substrate specificity of human O(6)-alkylguanine-DNA alkyltransferase. Mutants with enhanced repair of O(4)-methylthymine.
PubMed:Role of codon 160 in the sensitivity of human O6-alkylguanine-DNA alkyltransferase to O6-benzylguanine.
PubMed:Retroviral-mediated expression of the P140A, but not P140A/G156A, mutant form of O6-methylguanine DNA methyltransferase protects hematopoietic cells against O6-benzylguanine sensitization to chloroethylnitrosourea treatment.
PubMed:Acquired resistance to O6-benzylguanine plus chloroethylnitrosoureas in human breast cancer.
PubMed:Protection of CHO cells by mutant forms of O6-alkylguanine-DNA alkyltransferase from killing by 1,3-bis-(2-chloroethyl)-1-nitrosourea (BCNU) plus O6-benzylguanine or O6-benzyl-8-oxoguanine.
PubMed:Human long-term culture initiating cells are sensitive to benzylguanine and 1,3-bis(2-chloroethyl)-1-nitrosourea and protected after mutant (G156A) methylguanine methyltransferase gene transfer.
PubMed:O6-benzylguanine-resistant mutant MGMT genes improve hematopoietic cell tolerance to alkylating agents.
PubMed:O6-benzylguanine: a clinical trial establishing the biochemical modulatory dose in tumor tissue for alkyltransferase-directed DNA repair.
PubMed:DeltaMGMT-transduced bone marrow infusion increases tolerance to O6-benzylguanine and 1,3-bis(2-chloroethyl)-1-nitrosourea and allows intensive therapy of 1,3-bis(2-chloroethyl)-1-nitrosourea-resistant human colon cancer xenografts.
PubMed:Alteration of the conserved residue tyrosine-158 to histidine renders human O6-alkylguanine-DNA alkyltransferase insensitive to the inhibitor O6-benzylguanine.
PubMed:Influence of O6-benzylguanine on the anti-tumour activity and normal tissue toxicity of 1,3-bis(2-chloroethyl)-1-nitrosourea and molecular combinations of 5-fluorouracil and 2-chloroethyl-1-nitrosourea in mice.
PubMed:Identification and characterisation of the Drosophila melanogaster O6-alkylguanine-DNA alkyltransferase cDNA.
PubMed:Leukocyte O6-alkylguanine-DNA alkyltransferase from human donors is uniformly sensitive to O6-benzylguanine.
PubMed:Msh2 status modulates both apoptosis and mutation frequency in the murine small intestine.
PubMed:Mismatch repair and differential sensitivity of mouse and human cells to methylating agents.
PubMed:Lack of evidence for a polymorphism at codon 160 of human O6-alkylguanine-DNA alkyltransferase gene in normal tissue and cancer.
PubMed:Simultaneous protection of G156A methylguanine DNA methyltransferase gene-transduced hematopoietic progenitors and sensitization of tumor cells using O6-benzylguanine and temozolomide.
PubMed:Increasing DNA repair capacity in bone marrow by gene transfer as a prospective tool in cancer therapy.
PubMed:Inactivation of O6-alkylguanine-DNA alkyltransferase. 1. Novel O6-(hetarylmethyl)guanines having basic rings in the side chain.
PubMed:Pharmacokinetics of O6-benzylguanine and its active metabolite 8-oxo-O6-benzylguanine in plasma and cerebrospinal fluid after intrathecal administration of O6-benzylguanine in the nonhuman primate.
PubMed:Phase I trial of O6-benzylguanine for patients undergoing surgery for malignant glioma.
PubMed:Chemoprotective gene transfer I: transduction of human haemopoietic progenitors with O6-benzylguanine-resistant O6-alkylguanine-DNA alkyltransferase attenuates the toxic effects of O6-alkylating agents in vitro.
PubMed:Investigation of the role of tyrosine-114 in the activity of human O6-alkylguanine-DNA alkyltranferase.
PubMed:Effects of O6-benzylguanine on growth and differentiation of P19 embryonic carcinoma cells treated with alkylating agents.
PubMed:Modulation of O6-alkylating agent induced clastogenicity by enhanced DNA repair capacity of bone marrow cells.
PubMed:O6-alkylguanine-DNA alkyltransferase inactivation by ester prodrugs of O6-benzylguanine derivatives and their rate of hydrolysis by cellular esterases.
PubMed:Reaction of O6-benzylguanine-resistant mutants of human O6-alkylguanine-DNA alkyltransferase with O6-benzylguanine in oligodeoxyribonucleotides.
PubMed:O6-benzylguanine in humans: metabolic, pharmacokinetic, and pharmacodynamic findings.
PubMed:Isolation of human O6-alkylguanine-DNA alkyltransferase mutants highly resistant to inactivation by O6-benzylguanine.
PubMed:Role of wild-type p53 on the antineoplastic activity of temozolomide alone or combined with inhibitors of poly(ADP-ribose) polymerase.
PubMed:Heterogeneity of O6-alkylguanine-DNA-alkyltransferase measured by flow cytometric analysis in blood and bone marrow mononuclear cells.
PubMed:Simultaneous determination of O6-benzylguanine and 8-oxo-O6-benzylguanine in human plasma by reversed-phase high-performance liquid chromatography.
PubMed:Genetic predisposition to the metabolism of irinotecan (CPT-11). Role of uridine diphosphate glucuronosyltransferase isoform 1A1 in the glucuronidation of its active metabolite (SN-38) in human liver microsomes.
PubMed:N-(2-chloroethyl)-N'-cyclohexyl-N-nitrosourea sensitivity in mismatch repair-defective human cells.
PubMed:Substrate specificity of human O6-methylguanine-DNA methyltransferase for O6-benzylguanine derivatives in oligodeoxynucleotides.
PubMed:Selection for G156A O6-methylguanine DNA methyltransferase gene-transduced hematopoietic progenitors and protection from lethality in mice treated with O6-benzylguanine and 1,3-bis(2-chloroethyl)-1-nitrosourea.
PubMed:The potential role of glycine-160 of human O6-alkylguanine-DNA alkyltransferase in reaction with O6-benzylguanine as determined by site-directed mutagenesis and molecular modelling comparisons.
PubMed:O6-methylguanine-DNA methyltransferase (MGMT) transfectants of a 1,3-bis(2-chloroethyl)-1-nitrosourea (BCNU)-sensitive colon cancer cell line selectively repopulate heterogenous MGMT+/MGMT- xenografts after BCNU and O6-benzylguanine plus BCNU.
PubMed:Inhibition of DNA repair as a means of increasing the antitumor activity of DNA reactive agents.
PubMed:O6-benzylguanine and its role in chemotherapy.
PubMed:[Study on potentiation of nitrosourea-cytotoxicity by DNA repair enzyme inhibitors in human brain tumor cells].
PubMed:Effect of DNA on the inactivation of O6-alkylguanine-DNA alkyltransferase by 9-substituted O6-benzylguanine derivatives.
PubMed:Creation of human alkyltransferases resistant to O6-benzylguanine.
PubMed:Repair of O6-benzylguanine by the Escherichia coli Ada and Ogt and the human O6-alkylguanine-DNA alkyltransferases.
PubMed:Role of O6-methylguanine-DNA methyltransferase, glutathione transferase M3-3 and glutathione in resistance to carmustine in a human non-small cell lung cancer cell line.
PubMed:O6-benzylguanine potentiates the in vivo toxicity and clastogenicity of temozolomide and BCNU in mouse bone marrow.
PubMed:Mismatch repair provokes chromosome aberrations in hamster cells treated with methylating agents or 6-thioguanine, but not with ethylating agents.
PubMed:Retroviral transfer of a bacterial alkyltransferase gene (ada) into human bone marrow cells protects against O6-benzylguanine plus 1, 3-bis(2-chloroethyl)-1-nitrosourea cytotoxicity.
PubMed:Effect of single and multiple administration of an O6-benzylguanine/temozolomide combination: an evaluation in a human melanoma xenograft model.
PubMed:Intraarterial O6-benzylguanine enables the specific therapy of nitrosourea-resistant intracranial human glioma xenografts in athymic rats with 1,3-bis(2-chloroethyl)-1-nitrosourea.
PubMed:Resistance of the human O6-alkylguanine-DNA alkyltransferase containing arginine at codon 160 to inactivation by O6-benzylguanine.
PubMed:Mismatch repair mutations override alkyltransferase in conferring resistance to temozolomide but not to 1,3-bis(2-chloroethyl)nitrosourea.
PubMed:Retroviral transduction of a mutant methylguanine DNA methyltransferase gene into human CD34 cells confers resistance to O6-benzylguanine plus 1,3-bis(2-chloroethyl)-1-nitrosourea.
PubMed:Protection of mammalian cells against chloroethylating agent toxicity by an O6-benzylguanine-resistant mutant of human O6-alkylguanine-DNA alkyltransferase.
PubMed:O6-methylguanine induces intrachromosomal homologous recombination in human cells.
PubMed:In vitro inactivation of human O6-alkylguanine DNA alkyltransferase by antitumor triazene compounds.
PubMed:3-aminobenzamide and/or O6-benzylguanine evaluated as an adjuvant to temozolomide or BCNU treatment in cell lines of variable mismatch repair status and O6-alkylguanine-DNA alkyltransferase activity.
PubMed:Conformational change in human DNA repair enzyme O6-methylguanine-DNA methyltransferase upon alkylation of its active site by SN1 (indirect-acting) and SN2 (direct-acting) alkylating agents: breaking a "salt-link".
PubMed:Human CD34+ hematopoietic progenitors have low, cytokine-unresponsive O6-alkylguanine-DNA alkyltransferase and are sensitive to O6-benzylguanine plus BCNU.
PubMed:Cytotoxicity of fluoroethylating agents is potentiated by O6-benzylguanine.
PubMed:Determination of O6-benzylguanine in human plasma by reversed-phase high-performance liquid chromatography.
PubMed:O6-benzylguanine enhances the sensitivity of a glioma xenograft with low O6-alkylguanine-DNA alkyltransferase activity to temozolomide and BCNU.
PubMed:Differential sensitivity of human and mouse alkyltransferase to O6-benzylguanine using a transgenic model.
PubMed:Role of O6-methylguanine-DNA methyltransferase in resistance of human brain tumor cell lines to the clinically relevant methylating agents temozolomide and streptozotocin.
PubMed:O6-ethylguanine and O6-benzylguanine incorporated site-specifically in codon 12 of the rat H-ras gene induce semi-targeted as well as targeted mutations in Rat4 cells.
PubMed:Point mutations in human O6-alkylguanine-DNA alkyltransferase prevent the sensitization by O6-benzylguanine to killing by N,N'-bis (2-chloroethyl)-N-nitrosourea.
PubMed:Potentiation of temozolomide and BCNU cytotoxicity by O(6)-benzylguanine: a comparative study in vitro.
PubMed:Ubiquitination-dependent proteolysis of O6-methylguanine-DNA methyltransferase in human and murine tumor cells following inactivation with O6-benzylguanine or 1,3-bis(2-chloroethyl)-1-nitrosourea.
PubMed:Thymidine kinase deficient cells with decreased TTP pools are hypersensitive to DNA alkylating agents.
PubMed:Potentiation of testicular cytotoxicity by the alkyltransferase inhibitor O6 benzylguanine and the 5-fluorouracil/N-(2-chloroethyl)-N-nitrosourea molecular combination, B.4152.
PubMed:Role of DNA repair in resistance to drugs that alkylate O6 of guanine.
PubMed:Enhancement of melphalan activity by inhibition of DNA polymerase-alpha and DNA polymerase-beta.
PubMed:Intracellular Localization and intercellular heterogeneity of the human DNA repair protein O(6)-methylguanine-DNA methyltransferase.
PubMed:Pharmacokinetics of O6-benzylguanine in rats and its metabolism by rat liver microsomes.
PubMed:Retroviral transfer of a bacterial alkyltransferase gene into murine bone marrow protects against chloroethylnitrosourea cytotoxicity.
PubMed:Human liver oxidative metabolism of O6-benzylguanine.
PubMed:Plasma and cerebrospinal fluid pharmacokinetics of O6-benzylguanine and time course of peripheral blood mononuclear cell O6-methylguanine-DNA methyltransferase inhibition in the nonhuman primate.
PubMed:Increased killing of prostate, breast, colon, and lung tumor cells by the combination of inactivators of O6-alkylguanine-DNA alkyltransferase and N,N'-bis(2-chloroethyl)-N-nitrosourea.
PubMed:Mutations in the Ada O6-alkylguanine-DNA alkyltransferase conferring sensitivity to inactivation by O6-benzylguanine and 2,4-diamino-6-benzyloxy-5-nitrosopyrimidine.
PubMed:Activity of temozolomide in the treatment of central nervous system tumor xenografts.
PubMed:Modulation of nitrosourea toxicity in rodent embryonic cells by O6-benzylguanine, a depletor of O6-methylguanine-DNA methyltransferase.
PubMed:Alteration of arginine-128 to alanine abolishes the ability of human O6-alkylguanine-DNA alkyltransferase to repair methylated DNA but has no effect on its reaction with O6-benzylguanine.
PubMed:O6-alkylguanine-DNA alkyltransferase. A target for the modulation of drug resistance.
PubMed:O6-benzylguanine increases the sensitivity of human primary bone marrow cells to the cytotoxic effects of temozolomide.
PubMed:Inhibition of O6-alkylguanine-DNA alkyltransferase in animal and human ovarian tumor cell lines by O6-benzylguanine and sensitization to BCNU.
PubMed:Sensitization of human colon tumour cell lines to carmustine by depletion of O6-alkylguanine-DNA alkyltransferase.
PubMed:Mutations in human O6-alkylguanine-DNA alkyltransferase imparting resistance to O6-benzylguanine.
PubMed:Anti-neoplastic activity of sequenced administration of O6-benzylguanine, streptozotocin, and 1,3-bis(2-chloroethyl)-1-nitrosourea in vitro and in vivo.
PubMed:Metabolism of O6-benzylguanine, an inactivator of O6-alkylguanine-DNA alkyltransferase.
PubMed:Enhancing effect of O6-alkylguanine derivatives on chloroethylnitrosourea cytotoxicity toward tumor cells.
PubMed:Extended depletion of O6-methylguanine-DNA methyltransferase activity following O6-benzyl-2'-deoxyguanosine or O6-benzylguanine combined with streptozotocin treatment enhances 1,3-bis(2-chloroethyl)-1-nitrosourea cytotoxicity.
PubMed:Response of repair-competent and repair-deficient Escherichia coli to three O6-substituted guanines and involvement of methyl-directed mismatch repair in the processing of O6-methylguanine residues.
PubMed:Combined depletion of O6-alkylguanine-DNA alkyltransferase and glutathione to modulate nitrosourea resistance in breast cancer.
PubMed:Activation of human O6-alkylguanine-DNA alkyltransferase by DNA.
PubMed:Degradation of O6-benzylguanine in aqueous polyethylene glycol 400 (PEG 400) solutions: concerns with formaldehyde in PEG 400.
PubMed:Effects of inhibition of O6-alkylguanine-DNA alkyltransferase in rats on carcinogenesis by methylnitrosourea and ethylnitrosourea.
PubMed:Differential inactivation of mammalian and Escherichia coli O6-alkylguanine-DNA alkyltransferases by O6-benzylguanine.
PubMed:Substituted O6-benzylguanine derivatives and their inactivation of human O6-alkylguanine-DNA alkyltransferase.
PubMed:Biodistribution of O6-benzylguanine and its effectiveness against human brain tumor xenografts when given in polyethylene glycol or cremophor-EL.
PubMed:Potential of O6-methylguanine or O6-benzylguanine in the enhancement of chloroethylnitrosourea cytotoxicity on brain tumours.
PubMed:Mechanism of inactivation of human O6-alkylguanine-DNA alkyltransferase by O6-benzylguanine.
PubMed:Chemosensitisation of alkylating agents by pentoxifylline, O6-benzylguanine and ethacrynic acid in haematological malignancies.
PubMed:A single amino acid change in human O6-alkylguanine-DNA alkyltransferase decreasing sensitivity to inactivation by O6-benzylguanine.
PubMed:Prolonged depletion of O6-methylguanine DNA methyltransferase activity following exposure to O6-benzylguanine with or without streptozotocin enhances 1,3-bis(2-chloroethyl)-1-nitrosourea sensitivity in vitro.
PubMed:Repair of O6-methylguanine and O4-methylthymidine in F344 rat liver following treatment with 1,2-dimethylhydrazine and O6-benzylguanine.
PubMed:Effect of O6-benzylguanine on the sensitivity of human colon tumor xenografts to 1,3-bis(2-chloroethyl)-1-nitrosourea (BCNU).
PubMed:Depletion of O6-alkylguanine-DNA alkyltransferase correlates with potentiation of temozolomide and CCNU toxicity in human tumour cells.
PubMed:Depletion of O6-methylguanine-DNA methyltransferase and potentiation of 1,3-bis(2-chloroethyl)-1-nitrosourea antitumor activity by O6-benzylguanine in vitro.
PubMed:Modulation of O6-methylguanine-DNA methyltransferase-mediated 1-(4-amino-2-methyl-5-pyrimidinyl) methyl-3-(2-chloroethyl)-3-nitrosourea resistance by O6-benzylguanine in vitro and in vivo.
PubMed:The role of O6-alkylguanine-DNA alkyltransferase in protecting Rat4 cells against the mutagenic effects of O6-substituted guanine residues incorporated in codon 12 of the H-ras gene.
PubMed:Synergistic efficacy of O6-benzylguanine and 1,3-bis(2-chloroethyl)-1-nitrosourea (BCNU) in a human colon cancer xenograft completely resistant to BCNU alone.
PubMed:Effect of O6-benzylguanine on the response to 1,3-bis(2-chloroethyl)-1-nitrosourea in the Dunning R3327G model of prostatic cancer.
PubMed:The effects of O6-benzylguanine and hypoxia on the cytotoxicity of 1,3-bis(2-chloroethyl)-1-nitrosourea in nitrosourea-resistant SF-763 cells.
PubMed:Treatment of subcutaneous and intracranial brain tumor xenografts with O6-benzylguanine and 1,3-bis(2-chloroethyl)-1-nitrosourea.
PubMed:Chemical characteristics of complexes of O6,9-dimethylguanine with cis-platin and debenzylation rates of O6-benzylguanines.
PubMed:Enhancement of nitrosourea activity in medulloblastoma and glioblastoma multiforme.
PubMed:Depletion of O6-alkylguanine-DNA alkyltransferase by O6-benzylguanine in three-dimensional collagen cultures of normal human breast epithelial cells.
PubMed:Modulation of ethylnitrosourea-induced toxicity and mutagenicity in human cells by O6-benzylguanine.
PubMed:Effect of O6-benzylguanine on the sensitivity of human tumor xenografts to 1,3-bis(2-chloroethyl)-1-nitrosourea and on DNA interstrand cross-link formation.
PubMed:O6-alkylguanine DNA-alkyltransferase is not a major determinant of sensitivity to 1,3-bis(2-chloroethyl)-1-nitrosourea in four medulloblastoma cell lines.
PubMed:Comparison of the inactivation of mammalian and bacterial O6-alkylguanine-DNA alkyltransferases by O6-benzylguanine and O6-methylguanine.
PubMed:Effect of O6-alkylguanine-DNA alkyltransferase on the frequency and spectrum of mutations induced by N-methyl-N'-nitro-N-nitrosoguanidine in the HPRT gene of diploid human fibroblasts.
PubMed:Use of antibodies to human O6-alkylguanine-DNA alkyltransferase to study the content of this protein in cells treated with O6-benzylguanine or N-methyl-N'-nitro-N-nitrosoguanidine.
PubMed:Effect of O6-benzylguanine analogues on sensitivity of human tumor cells to the cytotoxic effects of alkylating agents.
PubMed:Depletion of mammalian O6-alkylguanine-DNA alkyltransferase activity by O6-benzylguanine provides a means to evaluate the role of this protein in protection against carcinogenic and therapeutic alkylating agents.
PubMed:Modulation of mammalian O6-alkylguanine-DNA alkyltransferase in vivo by O6-benzylguanine and its effect on the sensitivity of a human glioma tumor to 1-(2-chloroethyl)-3-(4-methylcyclohexyl)-1-nitrosourea.
 
Notes:
a suicide inhibitor of o(6)-methylguanine-dna methyltransferase activity.
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