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dextro-methionine
D-methionine

Supplier Sponsors

CAS Number: 348-67-4Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:206-483-6
FDA UNII: 868496F25R
Nikkaji Web:J9.192H
Beilstein Number:1722293
MDL:MFCD00002622
XlogP3:-1.90 (est)
Molecular Weight:149.21307000
Formula:C5 H11 N O2 S
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:information only not used for fragrances or flavors
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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PubMed:Search
NCBI:Search
 
Physical Properties:
Appearance:white crystalline powder (est)
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Melting Point: 273.00 °C. @ 760.00 mm Hg
Boiling Point: 306.90 °C. @ 760.00 mm Hg (est)
Vapor Pressure:8.140000 mmHg @ 25.00 °C. (est)
Flash Point: 283.00 °F. TCC ( 139.40 °C. ) (est)
logP (o/w): 0.370 (est)
Soluble in:
 water, 2.574e+004 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.
MRX-1024
Odor: characteristic
Use: MRX-1024 is a proprietary oral formulation of D-methionine with antioxidant and antimucositis activities. D-methionine formulation MRX-1024 may selectively protect the oral mucosa from the toxic effects of chemotherapy and radiation therapy
Changzhou Longo Chemical
D-Methionine
Glentham Life Sciences
D-Methionine
sds
Penta International
D-METHIONINE
Sigma-Aldrich: Sigma
For experimental / research use only.
D-Methionine ≥98% (HPLC)
sds
TCI AMERICA
For experimental / research use only.
D-Methionine >99.0%(T)
sds
 
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:
intraperitoneal-rat LD50 5223 mg/kg
BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Archives of Biochemistry and Biophysics. Vol. 64, Pg. 319, 1956.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
information only not used for fragrances or flavors
Recommendation for dextro-methionine usage levels up to:
 not for fragrance use.
 
Recommendation for dextro-methionine flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):348-67-4
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :84815
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:1
(2R)-2-amino-4-methylsulfanylbutanoic acid
Chemidplus:0000348674
RTECS:PD0455000 for cas# 348-67-4
 
References:
 (2R)-2-amino-4-methylsulfanylbutanoic acid
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):84815
Pubchem (sid):134975131
 
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
CHEBI:View
CHEMBL:View
Metabolomics Database:Search
KEGG (GenomeNet):C00855
HMDB (The Human Metabolome Database):Search
YMDB (Yeast Metabolome Database):YMDB00816
Export Tariff Code:2930.40.0000
ChemSpider:View
Wikipedia:View
Formulations/Preparations:
•nf, feed 98% •usp and fcc grades; 99% feed grade •racemate mixture of d- and l- methionine
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 not found in nature
 
Synonyms:
(2R)-2-amino-4-methylsulfanylbutanoic acid
(R)-(-)-methionine
D-methionine
D-metionien
 

Articles:

PubMed:Is D-methionine bioavailable to the dairy cow?
PubMed:Olfactory perception of 6 amino acids by human subjects.
PubMed:N-acetylcysteine is a highly available precursor for cysteine in the neonatal piglet receiving parenteral nutrition.
PubMed:A new strategy for the selective determination of D-amino acids: enzymatic and chemical modifications for pre-column derivatization.
PubMed:Effect of supplemental methionine on plasma homocysteine concentrations in healthy men: a preliminary study.
PubMed:Chemistry, nutrition, and microbiology of D-amino acids.
PubMed:Determination of the ratio of D- and L-amino acids in brewing by an immobilised amino acid oxidase enzyme reactor coupled to amperometric detection.
PubMed:Nutritional effects of a D-methionine-containing solution on AH109A hepatoma-bearing rats.
PubMed:Responses of dairy cows to supplemental rumen-protected forms of methionine and lysine.
PubMed:Formation, nutritional value, and safety of D-amino acids.
PubMed:Some N-acyl-D-amino acid derivatives having antibotulinal properties.
PubMed:Comparative metabolism of L-methionine, DL-methionine and DL-2-hydroxy 4-methylthiobutanoic acid by broiler chicks.
PubMed:The utilization and safety of isomeric sulfur-containing amino acids in mice.
PubMed:Portal and vena caval plasma methionine concentrations in young pigs administered L-methionine, N-acetyl-L-methionine and N-acetyl-D-methionine.
PubMed:D-methionine utilization in young miniature pigs, adult rabbits, and adult dogs.
PubMed:Efficacy of the D- and L-isomers of N-acetylmethionine for chicks fed diets containing either crystalline amino acids or intact protein.
PubMed:Nitrogen retention in men fed isolated soybean protein supplemented with L-methionine, D-methionine, N-acetyl-L-methionine, or inorganic sulfate.
PubMed:Comparative value of L-, and D-methionine supplementation of an oat-based diet for humans.
PubMed:Acetylmethionine as a source of methionine for the rat.
PubMed:D-amino acids inhibit biofilm formation in Staphylococcus epidermidis strains from ocular infections.
PubMed:Genetic Characterization of Mycobacterial L,D-transpeptidases.
PubMed:[Effects of D-methionine on the hematopoietic system injury in irradiated mice].
PubMed:Effects of supplemental chromium propionate and rumen-protected amino acids on nutrient metabolism, neutrophil activation, and adipocyte size in dairy cows during peak lactation.
PubMed:Total synthesis of burkholdacs A and B and 5,6,20-tri-epi-burkholdac A: HDAC inhibition and antiproliferative activity.
PubMed:Antioxidants L-carnitine and D-methionine modulate neuronal activity through GABAergic inhibition.
PubMed:A mathematical model of oxidative deamination of amino acid catalyzed by two D-amino acid oxidases and influence of aeration on enzyme stability.
PubMed:Chemoprotection by D-methionine against cisplatin-induced side-effects: insight from in vitro studies using human plasma.
PubMed:Characterization of two-dimensional chiral self-assemblies L- and D-methionine on Au(111).
PubMed:D-methionine pre-loading reduces both noise-induced permanent threshold shift and outer hair cell loss in the chinchilla.
PubMed:D-amino acids indirectly inhibit biofilm formation in Bacillus subtilis by interfering with protein synthesis.
PubMed:Dose-dependent effects of d-methionine for rescuing noise-induced permanent threshold shift in guinea-pigs.
PubMed:Use of a fundamental approach to spray-drying formulation design to facilitate the development of multi-component dry powder aerosols for respiratory drug delivery.
PubMed:Phenotypic analysis of Eschericia coli mutants lacking L,D-transpeptidases.
PubMed:[d-Methionine as a protector for irradiation-induced oral mucositis and xerostomia].
PubMed:Profiling drug-induced cell death pathways in the zebrafish lateral line.
PubMed:Pulmonary delivery of d-methionine is associated with an increase in ALCAR and glutathione in cochlear fluids.
PubMed:Evaluating D-methionine dose to attenuate oxidative stress-mediated hearing loss following overexposure to noise.
PubMed:D-amino acids for the enhancement of a binary biocide cocktail consisting of THPS and EDDS against an SRB biofilm.
PubMed:Transport mechanism of (11)C-labeled L- and D-methionine in human-derived tumor cells.
PubMed:d-Methionine protects against cisplatin-induced neurotoxicity in cortical networks.
PubMed:Biological implications of oxidation and unidirectional chiral inversion of D-amino acids.
PubMed:Pharmacological protection from radiation ± cisplatin-induced oral mucositis.
PubMed:Is D-methionine bioavailable to the dairy cow?
PubMed:The crystal structure of isopenicillin N synthase with δ-((L)-α-aminoadipoyl)-(L)-cysteinyl-(D)-methionine reveals thioether coordination to iron.
PubMed:D-methionine (D-met) significantly rescues noise-induced hearing loss: timing studies.
PubMed:A sensitive and simple ultra-high-performance-liquid chromatography-tandem mass spectrometry based method for the quantification of D-amino acids in body fluids.
PubMed:Dose-dependent protection on cisplatin-induced ototoxicity - an electrophysiological study on the effect of three antioxidants in the Sprague-Dawley rat animal model.
PubMed:Low-dose D-methionine and N-acetyl-L-cysteine for protection from permanent noise-induced hearing loss in chinchillas.
PubMed:Protection against acoustic trauma by direct application of D-methionine to the inner ear.
PubMed:An accessory protein required for anchoring and assembly of amyloid fibres in B. subtilis biofilms.
PubMed:Altered D: -methionine kinetics in rats with renal impairment.
PubMed:Methionine deprivation regulates the S6K1 pathway and protein synthesis in avian QM7 myoblasts without activating the GCN2/eIF2 alpha cascade.
PubMed:D-amino acids trigger biofilm disassembly.
PubMed:Stepwise engineering of a Pichia pastoris D-amino acid oxidase whole cell catalyst.
PubMed:Olfactory perception of 6 amino acids by human subjects.
PubMed:Blocking pro-cell-death signal pathways to conserve hearing.
PubMed:Crystal structure of lipoprotein GNA1946 from Neisseria meningitidis.
PubMed:Effect of noise conditioning on cisplatin-induced ototoxicity: a pilot study.
PubMed:Molecular aggregation in selected crystalline 1:1 complexes of hydrophobic D- and L-amino acids. IV. The L-phenylalanine series.
PubMed:Characterization of prolidase I and II purified from normal human erythrocytes: comparison with prolidase in erythrocytes from a patient with prolidase deficiency.
PubMed:Effect of pH on L- and D-methionine uptake across the apical membrane of Caco-2 cells.
PubMed:L-methionine toxicity in freshly isolated mouse hepatocytes is gender-dependent and mediated in part by transamination.
PubMed:Behavior of adsorbed and fluid phases versus retention properties of amino acids on the teicoplanin chiral selector.
PubMed:Evaluation of D-methionine as a novel oral radiation protector for prevention of mucositis.
PubMed:Protection against cisplatin ototoxicity in a Sprague-Dawley rat animal model.
PubMed:Noise-induced time-dependent changes in oxidative stress in the mouse cochlea and attenuation by D-methionine.
PubMed:Methionine and its derivatives increase bladder excitability by inhibiting stretch-dependent K(+) channels.
PubMed:Production of the apoptotic cellular mediator 4-Methylthio-2-oxobutyric acid by using an enzymatic stirred tank reactor with in situ product removal.
PubMed:Protection from noise-induced temporary threshold shift by D-methionine is associated with preservation of ATPase activities.
PubMed:Influence of preferential adsorption of mobile phase on retention behavior of amino acids on the teicoplanin chiral selector.
PubMed:Functional activity of a large neutral amino acid transporter (LAT) in rabbit retina: a study involving the in vivo retinal uptake and vitreal pharmacokinetics of L-phenyl alanine.
PubMed:Encapsulation of Trigonopsis variabilis D-amino acid oxidase and fast comparison of the operational stabilities of free and immobilized preparations of the enzyme.
PubMed:Biotransformation of D-methionine into L-methionine in the cascade of four enzymes.
PubMed:Amino acid sequence determination of protein biomarkers of Campylobacter upsaliensis and C. helveticus by "composite" sequence proteomic analysis.
PubMed:Application of an eremomycin-chiral stationary phase for the separation of DL-methionine using simulated moving bed technology.
PubMed:Overproduction and characterization of a recombinant D-amino acid oxidase from Arthrobacter protophormiae.
PubMed:Gateways to clinical trials.
PubMed:Prevention of noise- and drug-induced hearing loss with D-methionine.
PubMed:Recombinant polycistronic structure of hydantoinase process genes in Escherichia coli for the production of optically pure D-amino acids.
PubMed:Construction of modified ribosomes for incorporation of D-amino acids into proteins.
PubMed:Fusion to a pull-down domain: a novel approach of producing Trigonopsis variabilisD-amino acid oxidase as insoluble enzyme aggregates.
PubMed:Immunocytochemical visualization of D-glutamate in the rat brain.
PubMed:Kinetics of Cisplatin and its monohydrated complex with sulfur-containing compounds designed for local otoprotective administration.
PubMed:Trigonopsis variabilis D-amino acid oxidase: control of protein quality and opportunities for biocatalysis through production in Escherichia coli.
PubMed:Selective modification of surface-exposed thiol groups in Trigonopsis variabilis D-amino acid oxidase using poly(ethylene glycol) maleimide and its effect on activity and stability of the enzyme.
PubMed:Different effects of sulfur amino acids on prolidase and prolinase activity in normal and prolidase-deficient human erythrocytes.
PubMed:A zebrafish assay for identifying neuroprotectants in vivo.
PubMed:D-Methionine attenuated cisplatin-induced vestibulotoxicity through altering ATPase activities and oxidative stress in guinea pigs.
PubMed:N-acetylcysteine is a highly available precursor for cysteine in the neonatal piglet receiving parenteral nutrition.
PubMed:Suitability of teicoplanin-aglycone bonded stationary phase for simulated moving bed enantioseparation of racemic amino acids employing composition-constrained eluents.
PubMed:Effects of D-methionine or L-methionine on root hair of Brassica rapa.
PubMed:Direct detection and evaluation of conversion of D-methionine into L-methionine in rats by stable isotope methodology.
PubMed:D-amino acid residue in a defensin-like peptide from platypus venom: effect on structure and chromatographic properties.
PubMed:A new strategy for the selective determination of D-amino acids: enzymatic and chemical modifications for pre-column derivatization.
PubMed:L-type amino acid transporter 1-mediated L-leucine transport at the inner blood-retinal barrier.
PubMed:Correlation of increased activities of Na+, K+-ATPase and Ca2+-ATPase with the reversal of cisplatin ototoxicity induced by D-methionine in guinea pigs.
PubMed:The distribution of bmpB, a gene encoding a 29.7 kDa lipoprotein with homology to MetQ, in Brachyspira hyodysenteriae and related species.
PubMed:Structural basis for catalytic racemization and substrate specificity of an N-acylamino acid racemase homologue from Deinococcus radiodurans.
PubMed:Age estimation from aspartic acid racemization of root dentin by internal standard method.
PubMed:Mediated exodus of L-dopa from human epidermal Langerhans cells.
PubMed:The metNPQ operon of Bacillus subtilis encodes an ABC permease transporting methionine sulfoxide, D- and L-methionine.
PubMed:Round window application of D-methionine, sodium thiosulfate, brain-derived neurotrophic factor, and fibroblast growth factor-2 in cisplatin-induced ototoxicity.
PubMed:The effect of D-methionine on cochlear oxidative state with and without cisplatin administration: mechanisms of otoprotection.
PubMed:Glutathione ester but not glutathione protects against cisplatin-induced ototoxicity in a rat model.
PubMed:A transporter of Escherichia coli specific for L- and D-methionine is the prototype for a new family within the ABC superfamily.
PubMed:Enhanced D-amino acid incorporation into protein by modified ribosomes.
PubMed:Neuroprotection of vestibular sensory cells from gentamicin ototoxicity obtained using nitric oxide synthase inhibitors, reactive oxygen species scavengers, brain-derived neurotrophic factors and calpain inhibitors.
PubMed:Effect of D-amino acids on some mitochondrial functions in rat liver.
PubMed:Definitive identification of cysteine and glutathione complexes of bismuth by mass spectrometry: assessing the biochemical fate of bismuth pharmaceutical agents.
PubMed:Complete conversion of D,L-5-monosubstituted hydantoins with a low velocity of chemical racemization into D-amino acids using whole cells of recombinant Escherichia coli.
PubMed:Strategies for prevention of toxicity caused by platinum-based chemotherapy: review and summary of the annual meeting of the Blood-Brain Barrier Disruption Program, Gleneden Beach, Oregon, March 10, 2001.
PubMed:The chemoattractant Trp-Lys-Tyr-Met-Val-D-Met activates eosinophils through the formyl peptide receptor and one of its homologues, formyl peptide receptor-like 1.
PubMed:Local administration of antioxidants to the inner ear. Kinetics and distribution(1).
PubMed:Identification and characterization of a new gene from Variovorax paradoxus Iso1 encoding N-acyl-D-amino acid amidohydrolase responsible for D-amino acid production.
PubMed:Candidate's thesis: enhancing intrinsic cochlear stress defenses to reduce noise-induced hearing loss.
PubMed:The metD D-methionine transporter locus of Escherichia coli is an ABC transporter gene cluster.
PubMed:Round window application of D-methionine provides complete cisplatin otoprotection.
PubMed:D-Methionine and cisplatin ototoxicity in the guinea pig: D-methionine influences cisplatin pharmacokinetics.
PubMed:Simultaneous detection of both nitric oxide and reactive oxygen species in guinea pig vestibular sensory cells.
PubMed:Transport of D-serine via the amino acid transporter ATB(0,+) expressed in the colon.
PubMed:Chiral analysis of amino acids using electrochemical composite bienzyme biosensors.
PubMed:Dichloro(d-methionine-n,s)platinum(ii) at 130 k.
PubMed:Nostocyclamide M: a cyanobacterial cyclic peptide with allelopathic activity from Nostoc 31.
PubMed:Screening, overexpression and characterization of an N-acylamino acid racemase from Amycolatopsis orientalis subsp. lurida.
PubMed:Effect of supplemental methionine on plasma homocysteine concentrations in healthy men: a preliminary study.
PubMed:Evaluation of D-methionine as a cytoprotectant in cisplatin treatment of an animal model for ovarian cancer.
PubMed:Rescue from enhanced alkylator-induced cell death with low molecular weight sulfur-containing chemoprotectants.
PubMed:Antimony biomethylation by Scopulariopsis brevicaulis: characterization of intermediates and the methyl donor.
PubMed:Detection and substrate selectivity of new microbial D-amino acid oxidases.
PubMed:Molecular aggregation in crystalline 1:1 complexes of hydrophobic D- and L-amino acids. I. The L-isoleucine series.
PubMed:D-Methionine attenuates inner hair cell loss in carboplatin-treated chinchillas.
PubMed:Increased translation efficiency and antizyme-dependent stabilization of ornithine decarboxylase in amino acid-supplemented human colon adenocarcinoma cells, Caco-2.
PubMed:Effects of supplemental methionine on antiserum-induced dysmorphology in rat embryos cultured in vitro.
PubMed:Antioxidants attenuate gentamicin-induced free radical formation in vitro and ototoxicity in vivo: D-methionine is a potential protectant.
PubMed:Chemistry, nutrition, and microbiology of D-amino acids.
PubMed:L- and D- methionine provide equivalent long term protection against CDDP-induced ototoxicity in vivo, with partial in vitro and in vivo retention of antineoplastic activity.
PubMed:D-Methionine protects against cisplatin damage to the stria vascularis.
PubMed:Effects of D-methionine-containing solution on tumor cell growth in vitro.
PubMed:Nutritional effects of a D-methionine-containing solution on AH109A hepatoma-bearing rats.
PubMed:Centrifugal partition chromatographic reaction for the production of chiral amino acids.
PubMed:Tumor growth inhibition and nutritional effect of D-amino acid solution in AH109A hepatoma-bearing rats.
PubMed:Molecular cloning of TvDAO1, a gene encoding a D-amino acid oxidase from Trigonopsis variabilis and its expression in Saccharomyces cerevisiae and Kluyveromyces lactis.
PubMed:Nitrogen metabolism and hormonal responses of steers fed wheat silage and infused with amino acids or casein.
PubMed:Use of organotypic cultures of Corti's organ to study the protective effects of antioxidant molecules on cisplatin-induced damage of auditory hair cells.
PubMed:Protection of both auditory hair cells and auditory neurons from cisplatin induced damage.
PubMed:A peptide with unique receptor specificity: stimulation of phosphoinositide hydrolysis and induction of superoxide generation in human neutrophils.
PubMed:Selection of potent inhibitors of farnesyl-protein transferase from a synthetic tetrapeptide combinatorial library.
PubMed:D-methionine provides excellent protection from cisplatin ototoxicity in the rat.
PubMed:Methionine and 2-hydroxy-4-methylthiobutanoic acid are transported by distinct Na(+)-dependent and H(+)-dependent systems in the brush border membrane of the chick intestinal epithelium.
PubMed:Purification and properties of thermostable N-acylamino acid racemase from Amycolatopsis sp. TS-1-60.
PubMed:Comparison of the transport characteristics of D- and L-methionine in a human intestinal epithelial model (Caco-2) and in a perfused rat intestinal model.
PubMed:Variability of peptidoglycan surface density in Escherichia coli.
PubMed:D-Aminoacylase from Alcaligenes faecalis possesses novel activities on D-methionine.
PubMed:Evidence for the functional importance of Cys298 in D-amino acid oxidase from Trigonopsis variabilis.
PubMed:Study of a reagent- and mediator-less biosensor for D-amino acids based on co-immobilized D-amino acid oxidase and peroxidase in carbon paste electrodes.
PubMed:Production, purification, and characterization of D-aminoacylase from Alcaligenes xylosoxydans subsp. xylosoxydans A-6.
PubMed:Peptidoglycan tripeptide content and cross-linking are altered in Enterobacter cloacae induced to produce AmpC beta-lactamase by glycine and D-amino acids.
PubMed:Biochemical specificity of H-2M3a. Stereospecificity and space-filling requirements at position 1 maintain N-formyl peptide binding.
PubMed:Genetically variable taste sensitivity to D-amino acids in mice.
PubMed:Effect of D-amino acids on structure and synthesis of peptidoglycan in Escherichia coli.
PubMed:Characterization of D-aminoacylase from Alcaligenes denitrificans DA181.
PubMed:Methylmercury transport across the blood-brain barrier by an amino acid carrier.
PubMed:Production and immobilization of D-aminoacylase of Alcaligenes faecalis DA1 for optical resolution of N-acyl-DL-amino acids.
PubMed:Effects of amino acids on expression of enterococcal vancomycin resistance.
PubMed:Regional differences for the D-amino acid oxidase-catalysed oxidation of D-methionine in chicken small intestine.
PubMed:The modulation of the bacteriolytic effect of beta-lactam antibiotics by non-antibiotics.
PubMed:Responses of dairy cows to supplemental rumen-protected forms of methionine and lysine.
PubMed:A novel alpha-proton exchange reaction catalyzed by Escherichia coli methionyl-tRNA synthetase.
PubMed:Identification of a D-alanine-containing polypeptide precursor for the peptide opioid, dermorphin.
PubMed:Formation, nutritional value, and safety of D-amino acids.
PubMed:Kinetics of the inhibition of hog kidney D-amino acid oxidase by short-, medium- and long-chain fatty acids.
PubMed:Oxidation of the supplemental methionine source L-2-hydroxy-4-methylthiobutanoic acid by pure L-2-hydroxy acid oxidase from chicken liver.
PubMed:Disruption of thymidylate synthesis and glycine-serine interconversion by L-methionine and L-homocystine in Raji cells.
PubMed:Amino acids dilate resistance blood vessels of the perfused rat mesentery.
PubMed:Deltorphins: a family of naturally occurring peptides with high affinity and selectivity for delta opioid binding sites.
PubMed:A prospective survey of risk factors in young adults with arterial occlusive disease.
PubMed:Deltorphin, a novel amphibian skin peptide with high selectivity and affinity for delta opioid receptors.
PubMed:Excessive urinary excretion of methionine in mutant mice lacking D-amino-acid oxidase activity.
PubMed:A deuterium surface coil NMR study of the metabolism of D-methionine in the liver of the anesthetized rat.
PubMed:Effects of intraluminal nutrients on intestinal myoelectric activity in rabbits.
PubMed:Basis of the stereospecific preference of porcine kidney fibroblasts for D-2-hydroxy-4-methylthiobutanoic acid as a source of methionine.
PubMed:A simple and rapid method to screen for mutant mice lacking D-amino-acid oxidase activity.
PubMed:Substrate specificity of duckling hepatic and renal D-amino acid oxidase.
PubMed:Production and Purification of d-Aminoacylase from Alcaligenes denitrificans and Taxonomic Study of the Strain.
PubMed:Nutritional value and safety of methionine derivatives, isomeric dipeptides and hydroxy analogs in mice.
PubMed:Na-Stimulated Transport of l-Methionine in Brevibacterium linens CNRZ 918.
PubMed:Uptake of N-acetylneuraminic acid by Escherichia coli K-235. Biochemical characterization of the transport system.
PubMed:Some N-acyl-D-amino acid derivatives having antibotulinal properties.
PubMed:Effect of fasting and of methionine deficiency on L-methionine, DL-methionine and DL-2-hydroxy-4-methylthiobutanoic acid metabolism in broiler chicks.
PubMed:Comparison of the accumulation kinetics of L-(methyl-11C)-methionine and D-(methyl-11C)-methionine in brain tumors studied with positron emission tomography.
PubMed:Urinary 3-methylthiopropionate excretion and the effect of D- or L-methionine ingestion studied in healthy subjects.
PubMed:N and C NMR determination of methionine metabolism in developing soybean cotyledons.
PubMed:Kinetic evidence for separate systems in transport of D- and L-methionine by rat small intestine.
PubMed:The normal pituitary examined with positron emission tomography and (methyl-11C)-L-methionine and (methyl-11C)-D-methionine.
PubMed:Uptake kinetics of 14C L-leucine and 14C L- and 14C D-methionine in rat brain and incorporation into protein.
PubMed:Non selective transport of [11C-methyl]-L-and D-methionine into a malignant glioma.
PubMed:Effects of methionine and related compounds on plasma cholesterol level in rats fed a high cholesterol diet.
PubMed:Effects of equimolar doses of L-methionine, D-methionine and L-methionine-dl-sulfoxide on plasma and urinary amino acid levels in normal adult humans.
PubMed:Synthesis and opioid activity of dermorphin tetrapeptides bearing D-methionine S-oxide at position 2.
PubMed:Echinococcus granulosus: absorption of cycloleucine and alpha-aminoisobutyric acid by protoscoleces.
PubMed:Comparative metabolism of L-methionine, DL-methionine and DL-2-hydroxy 4-methylthiobutanoic acid by broiler chicks.
PubMed:[Analysis of methionine metabolism studied by the gas chromatographic determination of 3-methylthiopropionate in urine and its clinical application].
PubMed:Brain tumor imaging using C-11-labeled L-methionine and D-methionine.
PubMed:Uptake of 11C-L- and D-methionine in brain tumors.
PubMed:The utilization and safety of isomeric sulfur-containing amino acids in mice.
PubMed:Portal and vena caval plasma methionine concentrations in young pigs administered L-methionine, N-acetyl-L-methionine and N-acetyl-D-methionine.
PubMed:Biological evaluation of radiolabeled D-methionine as a parent compound in potential nuclear imaging.
PubMed:[Incorporation of methionine into a peptic partial hydrolyzate from faba bean protein isolate by plastein reaction with thermitase].
PubMed:Methionine and glutamine transport systems in D-methionine utilising revertants of Salmonella typhimurium.
PubMed:11C-methionine kinetics in pregnant rhesus monkeys studied by positron emission tomography: a new approach to feto-maternal metabolism.
PubMed:Amino acid oxidation by young pigs receiving diets with varying levels of sulphur amino acids.
PubMed:Relationship between the malonylation of 1-aminocyclopropane-1-carboxylic acid and D-amino acids in mung-bean hypocotyls.
PubMed:Ochratoxin production by Aspergillus ochraceus as affected by methionine and structurally related compounds.
PubMed:Nutritional aspect of methionine isomers studied by pulmonary exhalation of dimethyl sulfide and urinary excretion of alpha-keto-gamma-methiolbutyrate in humans.
PubMed:The nitrogen-sparing effect of methionine sulphoxide and some other sulphur-containing amino acids.
PubMed:Biological Properties of d-Amino Acid Conjugates of 2,4-D.
PubMed:Biosynthesis of peptidoglycan in Gaffkya homari: reactivation of membranes by freeze-thawing in the presence and absence of walls.
PubMed:Sulfur amino acid requirements of immature Beagle dogs.
PubMed:Initiation of Bacillus subtilis sporulation by the stringent response to partial amino acid deprivation.
PubMed:Biochemical aspect of dimethyl sulfide breath test in the studies on methionine metabolism.
PubMed:Wound-induced Ethylene Formation in Albedo Tissue of Citrus Fruit.
PubMed:D-Amino acid dehydrogenase of Escherichia coli K12: positive selection of mutants defective in enzyme activity and localization of the structural gene.
PubMed:D-methionine utilization in young miniature pigs, adult rabbits, and adult dogs.
PubMed:Inhibition of leucine transport in Saccharomyces by S-adenosylmethionine.
PubMed:D-Amino-acid-stimulated ethylene production in seed tissues.
PubMed:D-Methionine urilization in adult monkeys fed diets containing DL-methionine.
PubMed:Studies of inhibition of rat spermidine synthase and spermine synthase.
PubMed:Utilization of the D- and L-isomers of methionine and methionine hydroxy analogue as determined by chick bioassay.
PubMed:Comparative effects of synthetic enkephalinamides and morphine on abstinence responses in morphine-dependent mice.
PubMed:Efficacy of the D- and L-isomers of N-acetylmethionine for chicks fed diets containing either crystalline amino acids or intact protein.
PubMed:D-Methionine utilization during parenteral nutrition in adult rats.
PubMed:Utilization of D-methionine during total parenteral nutrition in postsurgical patients.
PubMed:The amino acid requirements of the preruminant calf.
PubMed:Properties of D-amino acid oxidase covalently modified upon its oxidation of D-propargylglycine.
PubMed:Utilization of D-amino acids by dadR mutants of Salmonella typhimurium.
PubMed:Biosynthesis of adenosyl-D-methionine and adenosyl-2-methylmethionine by Candida utilis.
PubMed:Transport of L-methionine in human diploid fibroblast strain WI38.
PubMed:The stimulating effect of fatty acids and amino acid derivatives on the labellar sugar receptor of the fleshfly.
PubMed:Availability of oxidized sulfur amino acids for the growing chick.
PubMed:Microbial production of vitamin B12 antimetabolites. III Compound 102804 from Bacillus cereus.
PubMed:Transport and utilization of D-methionine and other methionine sources in Escherichia coli.
PubMed:Nitrogen retention in men fed isolated soybean protein supplemented with L-methionine, D-methionine, N-acetyl-L-methionine, or inorganic sulfate.
PubMed:[Mode of action of D-amino acids on the biosynthesis of peptidoglycan (author's transl)].
PubMed:Purification and characterization of methioninase from Pseudomonas putida.
PubMed:Molecular specificity of tubular amino acid reabsorption.
PubMed:A sensitive enzymatic assay for dextro- or levo-tranylcypromine in brain.
PubMed:Role of methionine in the regulation of serine hydroxymethyltransferase in Eschericia coli.
PubMed:Comparative value of L-, and D-methionine supplementation of an oat-based diet for humans.
PubMed:D-Alanine-requiring cell wall mutant of Escherichia coli.
PubMed:Acetylmethionine as a source of methionine for the rat.
PubMed:Comparative metabolism of L-methionine and N-acetylated derivatives of methionine.
PubMed:The role of methionine transport-defective mutations in resistance to methionine sulphoximine in Salmonella typhimurium.
PubMed:Active transport of exogenous S-adenosylmethionine and related compounds into cells and vacuoles of Saccharomyces cerevisiae.
PubMed:Methionine transport in Escherichia coli: physiological and genetic evidence for two uptake systems.
PubMed:Transport systems for L-methionine in Escherichia coli.
PubMed:D-amino acid dehydrogenase: the enzyme of the first step of D-histidine and D-methionine racemization in Salmonella typhimurium.
PubMed:Methionine limitation in Escherichia coli K-12 by growth on the sulfoxides of D-methionine.
PubMed:Some characteristics of the uptake of glutamine by corn scutellum.
PubMed:Effect of the convulsant methionine sulfoximine on the in vivo uptake and metabolism of D-methionine in rat brain.
PubMed:Identification of L-methionine-S-sulfoximine as the convulsant isomer of methionine sulfoximine.
PubMed:The use of dietary-restricted rat intestine for active transport studies.
PubMed:Regulation of sulfate uptake by amino acids in cultured tobacco cells.
PubMed:Dissimilation of methionine by a demethiolase of Aspergillus species.
PubMed:Stability of D-methionine adapted strains of Rhizobium meliloti.
PubMed:Biochemical studies in tobacco plants. IV. N-Malonylmethionine, metabolite of D-methionine in Nicotiana rustica.
PubMed:Effect of the interrupted adaptation to D-methionine on the efficiency of Rhizobium meliloti strains.
PubMed:[Fatty acids from hepatic lipids of rats treated with superior homologues of L- and D-methionine].
PubMed:Effect of amino acids on sugar absorption.
PubMed:Utilization of d-Methionine by Escherichia coli.
PubMed:FURTHER STUDIES ON THE INCORPORATION OF D-METHIONINE INTO THE BACTERIAL CELL WALL; ITS INCORPORATION INTO THE R-LAYER AND THE STRUCTURAL CONSEQUENCES.
PubMed:COMPARISON OF SPHEROPLAST INDUCTION IN ALCALIGENES FAECALIS BY THREE DIFFERENT AGENTS.
PubMed:Biosynthesis of cephalosporin C.
PubMed:Biosynthesis of S-adenosylmethionine by Saccharomyces cerevisiae. I. Adenine and methionine requirments.
PubMed:The active transfer of D-methionine by the rat intestine in vitro.
PubMed:Rapid reversal of ethionine inhibition of enzyme induction in Pseudomonas aeruginosa by L- and D-methionine.
PubMed:Formation of d-methionine from 1-by Streptococcus faecalis.
PubMed:Conversion of D-methionine to L-methionine in isolated tissues.
PubMed:The effect of D-amino acids on the stereo-naturalization of D-methionine.
PubMed:VALUE of D-methionine on a low nitrogen intake.
PubMed:Antagonisms in the utilization of D-amino acids by lactic acid bacteria. III. Influence of Dl-methionine sulfone and oxidized casein on the utilization of D-methionine.
PubMed:Antagonisms in the utilization of D-amino acids by lactic acid bacteria; I. Influence of DL-ethionine on the utilization of D-methionine.
 
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