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Details

Stereochemistry RACEMIC
Molecular Formula C5H10N2O3
Molecular Weight 146.1445
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of GLUTAMINE, DL-

SMILES

NC(CCC(N)=O)C(O)=O

InChI

InChIKey=ZDXPYRJPNDTMRX-UHFFFAOYSA-N
InChI=1S/C5H10N2O3/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H2,7,8)(H,9,10)

HIDE SMILES / InChI

Molecular Formula C5H10N2O3
Molecular Weight 146.1445
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Approval Year

PubMed

PubMed

TitleDatePubMed
Glutamine protects mitochondrial structure and function in oxygen toxicity.
2001-04
Metabolism of [1-(13)C)glucose and [2-(13)C]acetate in the hypoxic rat brain..
2001-04
Anthranilate synthase without an LLES motif from a hyperthermophilic archaeon is inhibited by tryptophan.
2001-03-09
Protein-glutaminase from Chryseobacterium proteolyticum, an enzyme that deamidates glutaminyl residues in proteins. Purification, characterization and gene cloning.
2001-03
Thioredoxin peroxidases of the malarial parasite Plasmodium falciparum.
2001-03
Protein restriction and dexamethasone as a model of protein hypercatabolism in dogs: effect of glutamine on leucine turnover.
2001-03
Structural basis for anticodon recognition by discriminating glutamyl-tRNA synthetase.
2001-03
Muscle glutamine production in burn patients: the physiological meaning of tracer estimates.
2001-03
Comparative characterization of cell death between Sf9 insect cells and hybridoma cultures.
2001-02-20
Cloning of dopamine, norepinephrine and serotonin transporters from monkey brain: relevance to cocaine sensitivity.
2001-02-19
Crystal structure of dihydropyrimidine dehydrogenase, a major determinant of the pharmacokinetics of the anti-cancer drug 5-fluorouracil.
2001-02-15
Kynurenine aminotransferase I activity in human placenta.
2001-02-15
Metabolic distinction between vesicular and cytosolic GABA in cultured GABAergic neurons using 13C magnetic resonance spectroscopy.
2001-02-15
Atypical MELAS syndrome associated with a new mitochondrial tRNA glutamine point mutation.
2001-02-13
The dimerization motif of cytosolic sulfotransferases.
2001-02-09
Identification and characterization of DdPDE3, a cGMP-selective phosphodiesterase from Dictyostelium.
2001-02-01
Characterization of a biomaterial with cartilage-like properties expressing type X collagen generated in vitro using neonatal porcine articular and growth plate chondrocytes.
2001-02
A case of late onset cardiac amyloidosis with a new transthyretin variant (lysine 92).
2001-02
Method for serum-free culture of late fetal and early postnatal rat brainstem neurons.
2001-02
Differences between GABA levels in Alzheimer's disease and Down syndrome with Alzheimer-like neuropathology.
2001-02
In vivo (13)C NMR measurement of neurotransmitter glutamate cycling, anaplerosis and TCA cycle flux in rat brain during.
2001-02
The structure of Sky1p reveals a novel mechanism for constitutive activity.
2001-02
Glutamine and glutathione counteract the inhibitory effects of mediators of sepsis in neonatal hepatocytes.
2001-02
SNARE bonding: '4Q's' make a swell bundle; '2R's' spoil the fun.
2001-02
Mechanism for acivicin inactivation of triad glutamine amidotransferases.
2001-01-30
The molecular basis of nuclear genetic code change in ciliates.
2001-01-23
[L-glutamine-induced heme oxygenase-1 protects small intestine from warm ischemia and reperfusion injury in the rat].
2001-01
[Advanced findings on the molecular mechanisms for behavioral sensitization to psychostimulants].
2001-01
[Recent advances in research on nicotine dependence and reward mechanism].
2001-01
[Pancreatitis and nutrition. Significance of the gastrointestinal tract and nutrition for septic complications].
2001-01
Effect of high-dose growth hormone and glutamine on body composition, urine creatinine excretion, fatty acid absorption, and essential fatty acids status in short bowel patients: a randomized, double-blind, crossover, placebo-controlled study.
2001-01
Cytosolic glutamine synthetase and not nitrate reductase from the green alga Chlamydomonas reinhardtii is phosphorylated and binds 14-3-3 proteins.
2001-01
Aging alters regional multichemical profile of the human brain: an in vivo 1H-MRS study of young versus middle-aged subjects.
2001-01
Metabolic flux measurements across portal drained viscera, liver, kidney and hindquarter in mice.
2001-01
The molecular biology of Huntington's disease.
2001-01
Modulation of organ ICAM-1 expression during IV-TPN with glutamine and bombesin.
2001-01
The influence of diet and exercise on muscle and plasma glutamine concentrations.
2001-01
Rapid disruption of nitrogen metabolism and nitrate transport in spinach plants deprived of sulphate.
2001-01
Contribution of glutamate dehydrogenase to mitochondrial glutamate metabolism studied by (13)C and (31)P nuclear magnetic resonance.
2001-01
Identification of HLA-A*2306.
2001-01
Spatial and temporal expression of two cytosolic glutamine synthetase genes in Scots pine: functional implications on nitrogen metabolism during early stages of conifer development.
2001-01
Stress hormones initiate prolonged changes in the muscle amino acid pattern.
2001-01
The BCAA-BCKA cycle: its relation to alanine and glutamine synthesis and protein balance.
2001-01
Oral glutamine: does it make sense?
2001-01
13C NMR of intermediary metabolism: implications for systemic physiology.
2001
Phenotypic characteristics of human monocytes undergoing transendothelial migration.
2001
Chromosomal mapping, gene structure and characterization of the human and murine RAB27B gene.
2001
Genetic modification of glaucoma associated phenotypes between AKXD-28/Ty and DBA/2J mice.
2001
Stimulation of the epidermal growth factor receptor induces glial-specific protein expression in the human DAOY neuroectodermal cell line.
2001
Germinated barley foodstuff feeding. A novel neutraceutical therapeutic strategy for ulcerative colitis.
2001
Substance Class Chemical
Created
by admin
on Mon Mar 31 22:21:23 GMT 2025
Edited
by admin
on Mon Mar 31 22:21:23 GMT 2025
Record UNII
5L555N1902
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
NSC-97925
Preferred Name English
GLUTAMINE, DL-
Systematic Name English
(±)-GLUTAMINE
Systematic Name English
GLUTAMINE DL-FORM [MI]
Common Name English
.GAMMA.-GLUTAMINE
Common Name English
DL-GLUTAMINE
Systematic Name English
2-AMINO-4-CARBAMOYLBUTYRIC ACID
Systematic Name English
DL-GLN
Common Name English
Code System Code Type Description
FDA UNII
5L555N1902
Created by admin on Mon Mar 31 22:21:23 GMT 2025 , Edited by admin on Mon Mar 31 22:21:23 GMT 2025
PRIMARY
CAS
6899-04-3
Created by admin on Mon Mar 31 22:21:23 GMT 2025 , Edited by admin on Mon Mar 31 22:21:23 GMT 2025
PRIMARY
PUBCHEM
738
Created by admin on Mon Mar 31 22:21:23 GMT 2025 , Edited by admin on Mon Mar 31 22:21:23 GMT 2025
PRIMARY
MERCK INDEX
m5777
Created by admin on Mon Mar 31 22:21:23 GMT 2025 , Edited by admin on Mon Mar 31 22:21:23 GMT 2025
PRIMARY Merck Index
CAS
585-21-7
Created by admin on Mon Mar 31 22:21:23 GMT 2025 , Edited by admin on Mon Mar 31 22:21:23 GMT 2025
SUPERSEDED
ECHA (EC/EINECS)
230-006-0
Created by admin on Mon Mar 31 22:21:23 GMT 2025 , Edited by admin on Mon Mar 31 22:21:23 GMT 2025
PRIMARY
NSC
97925
Created by admin on Mon Mar 31 22:21:23 GMT 2025 , Edited by admin on Mon Mar 31 22:21:23 GMT 2025
PRIMARY
EPA CompTox
DTXSID1044304
Created by admin on Mon Mar 31 22:21:23 GMT 2025 , Edited by admin on Mon Mar 31 22:21:23 GMT 2025
PRIMARY