EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

dextro-glutamine
D-2-aminoglutaramic acid

Supplier Sponsors

Name:(2R)-2,5-diamino-5-oxopentanoic acid
CAS Number: 5959-95-5Picture of molecule3D/inchi
FDA UNII: 63HB36CA2Y
Nikkaji Web:J9.211H
Beilstein Number:1723796
MDL:MFCD00065607
XlogP3:-3.10 (est)
Molecular Weight:146.14630000
Formula:C5 H10 N2 O3
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Boiling Point: 445.00 to 446.00 °C. @ 760.00 mm Hg (est)
Flash Point: 434.00 °F. TCC ( 223.30 °C. ) (est)
logP (o/w): -1.576 (est)
Soluble in:
 water, 4.221e+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.
D-glutamine >98%
Odor: characteristic
Use: D-glutamine is a D type stereoisomer of glutamine which is one of the 20 amino acids encoded by the standard genetic code.
Carbosynth
For experimental / research use only.
D-Glutamine
Glentham Life Sciences
D-Glutamine
sds
Santa Cruz Biotechnology
For experimental / research use only.
D-Glutamine
Sigma-Aldrich: Sigma
For experimental / research use only.
D-Glutamine ≥98% (TLC)
sds
TCI AMERICA
For experimental / research use only.
D-Glutamine >98.0%(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:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
natural substances and extractives
Recommendation for dextro-glutamine usage levels up to:
 not for fragrance use.
 
Recommendation for dextro-glutamine flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :145815
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:1
(2R)-2,5-diamino-5-oxopentanoic acid
Chemidplus:0005959955
 
References:
 (2R)-2,5-diamino-5-oxopentanoic acid
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):145815
Pubchem (sid):135103716
 
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
Golm Metabolome Database:Search
KEGG (GenomeNet):C00819
HMDB (The Human Metabolome Database):HMDB03423
FooDB:FDB023171
YMDB (Yeast Metabolome Database):YMDB00990
Export Tariff Code:2924.19.1150
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 found in nature
 
Synonyms:
(R)-2-amino-4-carbamoyl-butyric acid
(2R)-2-amino-4-carbamoylbutanoic acid
(R)-2-aminoglutaramic acid
D-2-aminoglutaramic acid
(2R)-2,5-diamino-5-oxopentanoic acid
(R)-2,5-diamino-5-oxopentanoic acid
D-glutamic acid 5-amide
D-glutamine
 

Articles:

PubMed:Functional Characterization of the dguRABC locus for D-Glutamate and D-Glutamine Utilization in Pseudomonas aeruginosa PAO1.
PubMed:Optimization of peptides that target human thymidylate synthase to inhibit ovarian cancer cell growth.
PubMed:Using D-Amino Acids to Delineate the Mechanism of Protein Folding: Application to Trp-cage.
PubMed:pH-dependent hydrolase, glutaminase, transpeptidase and autotranspeptidase activities of Bacillus subtilis γ-glutamyltransferase.
PubMed:Influence of d-glutamine and d-glutamic acid sequences in optical peptide probes targeted against the cholecystokinin-2/gastrin-receptor on binding affinity, specificity and pharmacokinetic properties.
PubMed:High-throughput metabolomic approach revealed the acupuncture exerting intervention effects by perturbed signatures and pathways.
PubMed:Dissection of Biological Property of Chinese Acupuncture Point Zusanli Based on Long-Term Treatment via Modulating Multiple Metabolic Pathways.
PubMed:Baicalin can scavenge peroxynitrite and ameliorate endogenous peroxynitrite-mediated neurotoxicity in cerebral ischemia-reperfusion injury.
PubMed:Alloscardovia macacae sp. nov., isolated from the milk of a macaque (Macaca mulatta), emended description of the genus Alloscardovia and proposal of Alloscardovia criceti comb. nov.
PubMed:Effects of nitric oxide synthase inhibition on glutamine action in a bacterial translocation model.
PubMed:Effect of bisphenol A on rat metabolic profiling studied by using capillary electrophoresis time-of-flight mass spectrometry.
PubMed:Effects of glutamine treatment on myocardial damage and cardiac function in rats after severe burn injury.
PubMed:Identification and in vitro analysis of the GatD/MurT enzyme-complex catalyzing lipid II amidation in Staphylococcus aureus.
PubMed:Proposal of protocols using D-glutamine to optimize the 2,3-bis(2-methoxy-4-nitro-5-sulfophenly)-5-[(phenylamino)carbonyl]-2H-tetrazolium hydroxide (XTT) assay for indirect estimation of microbial loads in biofilms of medical importance.
PubMed:A Simple Enzymatic Method for Production of a Wide Variety of D-Amino Acids Using L-Amino Acid Oxidase from Rhodococcus sp. AIU Z-35-1.
PubMed:L-Glutamine or L-alanyl-L-glutamine prevents oxidant- or endotoxin-induced death of neonatal enterocytes.
PubMed:Glutamine-induced membrane currents in cultured rat hippocampal neurons.
PubMed:Efficacy of parenteral nutrition supplemented with glutamine dipeptide to decrease hospital infections in critically ill surgical patients.
PubMed:Functional and structural characterization of four glutaminases from Escherichia coli and Bacillus subtilis.
PubMed:Molecular modeling and docking studies of glutamate racemase in Vibrio vulnificus CMCP6.
PubMed:Synthesis of novel 4(5)-(5-aminotetrahydropyran-2-yl)imidazole derivatives and their in vivo release of neuronal histamine measured by brain microdialysis.
PubMed:The effect of heme oxygenase-1 induction by glutamine on radiation-induced intestinal damage: the effect of heme oxygenase-1 on radiation enteritis.
PubMed:Spin trapping nitric oxide from neuronal nitric oxide synthase: A look at several iron-dithiocarbamate complexes.
PubMed:All four Mycobacterium tuberculosis glnA genes encode glutamine synthetase activities but only GlnA1 is abundantly expressed and essential for bacterial homeostasis.
PubMed:Characterization of salt-tolerant glutaminase from Stenotrophomonas maltophilia NYW-81 and its application in Japanese soy sauce fermentation.
PubMed:An update on the role of brain glutamine synthesis and its relation to cell-specific energy metabolism in the hyperammonemic brain: further studies using NMR spectroscopy.
PubMed:L-Glutamine ameliorates acetaldehyde-induced increase in paracellular permeability in Caco-2 cell monolayer.
PubMed:Development of an efficient enzymatic production of gamma-D-glutamyl-L-tryptophan (SCV-07), a prospective medicine for tuberculosis, with bacterial gamma-glutamyltranspeptidase.
PubMed:Use of bacterial gamma-glutamyltranspeptidase for enzymatic synthesis of gamma-D-glutamyl compounds.
PubMed:Ca(2+) removal mechanisms in freshly isolated rabbit aortic endothelial cells.
PubMed:Clinical tolerance and profile of cytokine induction in healthy volunteers following the simultaneous administration of ifn-alpha and the synthetic immunomodulator murabutide.
PubMed:Effects of glutamine isomers on human (Caco-2) intestinal epithelial proliferation, strain-responsiveness, and differentiation.
PubMed:Chiral separation of amino acids in biological fluids by micellar electrokinetic chromatography with laser-induced fluorescence detection.
PubMed:Molecular cloning and characterization of a gene encoding glutaminase from Aspergillus oryzae.
PubMed:Metabolism of D-aminoacyl-tRNAs in Escherichia coli and Saccharomyces cerevisiae cells.
PubMed:Utilization of D-amino acids by Fusobacterium nucleatum and Fusobacterium varium.
PubMed:Structure and mechanism of glutamate racemase from Aquifex pyrophilus.
PubMed:Identification and purification of the reconstitutively active glutamine carrier from rat kidney mitochondria.
PubMed:Complexes of Fe2+ with diethyldithiocarbamate or N-methyl-D-glucamine dithiocarbamate as traps of nitric oxide in animal tissues: comparative investigations.
PubMed:Regional variations in electrical and ion transport properties along the isolated intestine of the frog Rana esculenta.
PubMed:Direct immunocytochemical evidence for the transfer of glutamine from glial cells to neurons: use of specific antibodies directed against the d-stereoisomers of glutamate and glutamine.
PubMed:Glutamine transport by vesicles isolated from tumour-cell mitochondrial inner membrane.
PubMed:Interactions between L-arginine and L-glutamine change endothelial NO production. An effect independent of NO synthase substrate availability.
PubMed:L-glutamine and L-asparagine stimulate Na+ -H+ exchange in porcine jejunal enterocytes.
PubMed:Glycyl-L-glutamine regulates the expression of asymmetric acetylcholinesterase molecular forms in cultured cardiac post-natal myocytes.
PubMed:Ammoniagenesis in renal cell culture. Lack of extracellular ammoniagenesis at the apical surface of LLC-PK1 epithelia.
PubMed:Portal venous infusions of L-glutamine in anaesthetized dogs do not influence renal function.
PubMed:Kinetically controlled synthesis of dipeptides using ficin as biocatalyst.
PubMed:Influence of the replacement of amino acid by its D-enantiomer in the sequence of substance P. 2. Conformational analysis by NMR and energy calculations.
PubMed:Inhibition by L-glutamine of the release of endothelium-derived relaxing factor from cultured endothelial cells.
PubMed:Helix-coil stability constants for the naturally occurring amino acids in water. XXIII. Proline parameters from random poly (hydroxybutylglutamine-co-L-proline).
PubMed:Role of amino acids in modulating glucose-induced desensitization of the glucose transport system.
PubMed:Glutamine transport in submitochondrial particles.
PubMed:Ca2+ mobilization can occur independent of acceleration of Na+/H+ exchange in thrombin-stimulated human platelets.
PubMed:Substrate specificity of duckling hepatic and renal D-amino acid oxidase.
PubMed:Induction of murine macrophage tumoricidal activity and treatment of experimental pulmonary metastases by liposomes containing lipophilic muramyl dipeptide analogs.
PubMed:L-glutamine: an amino acid required for maintenance of the tegumental membrane potential of Schistosoma mansoni.
PubMed:Feedback inhibition of ammonium (methylammonium) ion transport in Escherichia coli by glutamine and glutamine analogs.
PubMed:Stimulation of tryptophan uptake into brain microvessels by D-glutamine.
PubMed:New developments in the field of synthetic muramyl peptides, especially as adjuvants for synthetic vaccines.
PubMed:Stimulatory effects of muramyl dipeptide and its butyl ester derivative on the proliferation and activation of macrophages in vitro.
PubMed:Heat-shock treatment lethal for mammalian cells deprived of glucose and glutamine: protection by alpha-keto acids.
PubMed:Effects of natural or synthetic microbial adjuvants on induction of autoimmune thyroiditis.
PubMed:Enhancement by murabutide of the immune response to natural and synthetic hepatitis B surface antigens.
PubMed:Rose bengal-sensitized photooxidation of rat kidney gamma-glutamyltransferase.
PubMed:[Enhancement of the activity of hepatitis B virus vaccine by association with murabutide].
PubMed:Acetazolamide inhibition of renal gamma-glutamyl transpeptidase.
PubMed:Kinetics of glutamine-efflux from liver mitochondria loaded with the 14C-Labeled substrate.
PubMed:Treatment of generalized scleroderma with inhibitors of collagen synthesis.
PubMed:Evidence for amino-acid: proton cotransport in Ricinus cotyledons.
PubMed:D-glutamine produces seizures and retrograde amnesia in the chick.
PubMed:Bombesin analogs: effects on thermoregulation and glucose metabolism.
PubMed:Renal glutamine utilization: glycylglycine stimulation of gamma-glutamyltransferase.
PubMed:Mithcondrial glutamine permeability and renal ammonia production in metabolic acidosis.
PubMed:Interaction of [125I]LH-RH and other oligopeptides with plasma membranes of rat anterior pituitaries.
PubMed:The separation of peptide hormone diastereoisomers by reverse phase high pressure liquid chromatography. Factors affecting separation of oxytocin and its diastereoisomers--structural implications.
PubMed:Tumor inhibitory and non-tumor inhibitory L-asparaginases from Pseudomonas geniculata.
PubMed:[Substrate specificity, inhibitors and kinetics of deamidase AG (asparaginase-glutaminase) from Pseudomonas fluorescens AG].
PubMed:The transport and metabolism of glutamine by kidney-cortex mitochondria from normal and acidotic rats.
PubMed:Glutamine synthetase. IX. Purification and characterization of the enzyme from sheep spleen.
PubMed:Ammonia production and pathways of glutamine utilization in rat kidney slices.
PubMed:Regulation of glutaminase B in Escherichia coli. I. Purification, properties, and cold lability.
PubMed:Effects of essential and nonessential amino acids on gastric emptying in the dog.
PubMed:[Isolation and properties of a homogeneous L-asparaginase preparation from Pseudomonas fluorescens AG].
PubMed:Immunoadjuvant activities of synthetic N-acetyl-muramyl-peptides or -amino acids.
PubMed:Characteristics of in vitro ammonia and glucose production by dog kidney cortex.
PubMed:Regulation of glutamine synthetase. VI. Interactions of inhibitors for Bacillus licheniformis glutamine synthetase.
PubMed:Synthesis and pharmacological activity of 4-d-glutamine-oxytocin, 5-d-asparagine-oxytocin, and 4-d-glutamine-5-d-asparagine-oxytocin.
 
Notes:
A non-essential amino acid present abundantly throughout the body and is involved in many metabolic processes. It is synthesized from glutamic acid and ammonia. It is the principal carrier of nitrogen in the body and is an important energy source for many cells. [HMDB]
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