U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C2H5NO2
Molecular Weight 75.0666
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of Glycine

SMILES

NCC(O)=O

InChI

InChIKey=DHMQDGOQFOQNFH-UHFFFAOYSA-N
InChI=1S/C2H5NO2/c3-1-2(4)5/h1,3H2,(H,4,5)

HIDE SMILES / InChI
Glycine (Cly) is a natural amino acid neurotransmitter that acts as a co-agonist at Glutamate [NMDA] receptors in the brain and is an activator of glycine receptors, GLRA1-3, GLRB. The abnormal Gly levels have been implicated in neuropsychiatric disorders. Alterations in Gly levels are implicated in several diseases of the central nervous system. Glycine was studied in phase II of clinical trials in patients with schizophrenia. The results have shown that using of glycine was associated with reduced symptoms with promising effect sizes and a possibility of improvement in cognitive function. Besides, glycine was also studied in clinical trials phase II in children with cystic fibrosis. The clinical, spirometric and inflammatory status of subjects with cystic fibrosis improved after just 8 weeks of glycine intake, suggesting that this amino acid might constitute a novel therapeutic tool for these patients. In addition, Gly was proposed as a biomarker for brain tumor malignancy. Glycine is a component of a nutrients mixture for peripheral administration to well-nourished mildly catabolic adult patients who require only short-term parenteral nutrition.

CNS Activity

Curator's Comment: Known to be CNS non-penetrant in rabbit. Human data not available.

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Diagnostic
Unknown

Approved Use

Unknown
Palliative
Unknown

Approved Use

Unknown
Palliative
Unknown

Approved Use

Unknown
Preventing
FREAMINE III 8.5%

Approved Use

Aminosyn, Sulfite-Free, (a crystalline amino acid solution) infused with dextrose by peripheral vein infusion is indicated as a source of nitrogen in the nutritional support of patients with adequate stores of body fat, in whom, for short periods of time, oral nutrition cannot be tolerated, is undesirable, or inadequate. SUPPLEMENTAL ELECTROLYTES, IN ACCORDANCE WITH THE PRESCRIPTION OF THE ATTENDING PHYSICIAN, MUST BE ADDED TO AMINOSYN SOLUTIONS WITHOUT ELECTROLYTES. Aminosyn can be administered peripherally with dilute (5 to 10%) dextrose solution and I.V. fat emulsion as a source of nutritional support. This form of nutritional support can help to preserve protein and reduce catabolism in stress conditions where oral intake is inadequate. When administered with concentrated dextrose solutions with or without fat emulsions, Aminosyn is also indicated for central vein infusion to prevent or reverse negative nitrogen balance in patients where: (a) the alimentary tract, by the oral, gastrostomy or jejunostomy route cannot or should not be used; (b) gastrointestinal absorption of protein is impaired; (c) metabolic requirements for protein are substantially increased as with extensive burns and (d) morbidity and mortality may be reduced by replacing amino acids lost from tissue breakdown, thereby preserving tissue reserves, as in acute renal failure.

Launch Date

1971
PubMed

PubMed

TitleDatePubMed
Identification of genetic variants (g789C>T and G111S) in the human HSPB2 gene.
2001
Identification of the first reported splice site mutation (IVS7-1G-->A) in the aminomethyltransferase (T-protein) gene (AMT) of the glycine cleavage complex in 3 unrelated families with nonketotic hyperglycinemia.
2001
Is the Ala138Gly alteration of MEFV gene important for amyloidosis?
2001
Pharmacological profiles of the metabotropic glutamate receptor ligands.
2001
Mutant mice as a model for cerebellar ataxia.
2001 Apr
Selective cleavage of BLM, the bloom syndrome protein, during apoptotic cell death.
2001 Apr 13
Functional conservation of phosphorylation-specific prolyl isomerases in plants.
2001 Apr 27
Selective blockade of the mGluR1 receptor reduces traumatic neuronal injury in vitro and improvesoOutcome after brain trauma.
2001 Feb
High-affinity zinc potentiation of inhibitory postsynaptic glycinergic currents in the zebrafish hindbrain.
2001 Feb
Differential actions of PKA and PKC in the regulation of glutamate release by group III mGluRs in the entorhinal cortex.
2001 Feb
Glycine supply to human enterocytes mediated by high-affinity basolateral GLYT1.
2001 Feb
Amino acid interconversions in the fetal-placental unit: the animal model and human studies in vivo.
2001 Feb
Antisense treatment directed against mutated Ki-ras in human colorectal adenocarcinoma.
2001 Feb
A novel syndrome affecting multiple mitochondrial functions, located by microcell-mediated transfer to chromosome 2p14-2p13.
2001 Feb
Hamster sperm glycine receptor: evidence for its presence and involvement in the acrosome reaction.
2001 Feb
Biosynthesis of threonine from homoserine by mixed rumen microorganisms: an in vitro study.
2001 Feb
Optical approaches to embryonic development of neural functions in the brainstem.
2001 Feb
Spectral integration in the inferior colliculus: role of glycinergic inhibition in response facilitation.
2001 Feb 1
Isolation of a new melanoma antigen, MART-2, containing a mutated epitope recognized by autologous tumor-infiltrating T lymphocytes.
2001 Feb 15
vCLAP, a caspase-recruitment domain-containing protein of equine Herpesvirus-2, persistently activates the Ikappa B kinases through oligomerization of IKKgamma.
2001 Feb 2
Amino acid residues outside of the pore region contribute to N-type calcium channel permeation.
2001 Feb 23
Ehlers-Danlos syndrome type IV with a unique point mutation in COL3A1 and familial phenotype of myocardial infarction without organic coronary stenosis.
2001 Jan
Generalized dystrophic epidermolysis bullosa: identification of a novel, homozygous glycine substitution, G2031S, in exon 73 of COL7A1 in monozygous triplets.
2001 Jan
Determination of bile acids in biological fluids by liquid chromatography-electrospray tandem mass spectrometry.
2001 Jan
Slow dorsal-ventral rhythm generator in the lamprey spinal cord.
2001 Jan
Microdialysis study of amino acid neurotransmitters in the spinal dorsal horn of patients undergoing microsurgical dorsal root entry zone lesioning. Technical note.
2001 Jan
N-methyl-D-aspartate receptors mediating hippocampal noradrenaline and striatal dopamine release display differential sensitivity to quinolinic acid, the HIV-1 envelope protein gp120, external pH and protein kinase C inhibition.
2001 Jan
Disorders of membrane channels or channelopathies.
2001 Jan
Spatial scale and cellular substrate of contrast adaptation by retinal ganglion cells.
2001 Jan
Use of trifluoroperazine isolates a [(3)H]Ifenprodil binding site in rat brain membranes with the pharmacology of the voltage-independent ifenprodil site on N-methyl-D-aspartate receptors containing NR2B subunits.
2001 Jan
Ethanol potentiation of glycine-induced responses in dissociated neurons of rat ventral tegmental area.
2001 Jan
Different actions of secretin and Gly-extended secretin predict secretin receptor subtypes.
2001 Jan
Plasma levels of progastrin but not amidated gastrin or glycine extended gastrin are elevated in patients with colorectal carcinoma.
2001 Jan
In vitro studies of a prolactin antagonist, hPRL-G129R in human breast cancer cells.
2001 Jan
A mutation in the gene for the neurotransmitter receptor-clustering protein gephyrin causes a novel form of molybdenum cofactor deficiency.
2001 Jan
Helix nucleation kinetics from molecular simulations in explicit solvent.
2001 Jan 1
Crystal structure of an enzyme-substrate complex provides insight into the interaction between human arylsulfatase A and its substrates during catalysis.
2001 Jan 12
Intensity-dependent, rapid activation of presynaptic metabotropic glutamate receptors at a central synapse.
2001 Jan 15
Three pairs of cysteine residues mediate both redox and zn2+ modulation of the nmda receptor.
2001 Jan 15
Intracellular folding pathway of the cystine knot-containing glycoprotein hormone alpha-subunit.
2001 Jan 16
The p57Kip2 cyclin kinase inhibitor is expressed by a restricted set of amacrine cells in the rodent retina.
2001 Jan 22
Engineering conformational flexibility in the lactose permease of Escherichia coli: use of glycine-scanning mutagenesis to rescue mutant Glu325-->Asp.
2001 Jan 23
Exaggerated responses to chronic nociceptive stimuli and enhancement of N-methyl-D-aspartate receptor-mediated synaptic transmission in mutant mice lacking D-amino-acid oxidase.
2001 Jan 5
Genetics, an alternative way to discover, characterize and understand ion channels.
2001 Jan-Feb
Functional reconstitution and characterization of recombinant human alpha 1-glycine receptors.
2001 Jun 15
Computed free energy differences between point mutations in a collagen-like peptide.
2001 Mar
Pet111p, an inner membrane-bound translational activator that limits expression of the Saccharomyces cerevisiae mitochondrial gene COX2.
2001 Mar 2
Substrate and inhibitor specificities for human monoamine oxidase A and B are influenced by a single amino acid.
2001 Mar 30
Amino acid residue penultimate to the amino-terminal gly residue strongly affects two cotranslational protein modifications, N-myristoylation and N-acetylation.
2001 Mar 30
The dhb operon of Bacillus subtilis encodes the biosynthetic template for the catecholic siderophore 2,3-dihydroxybenzoate-glycine-threonine trimeric ester bacillibactin.
2001 Mar 9
Patents

Sample Use Guides

Daily oral supplement of glycine at a dose of 0.5 g/kg divided in three doses during 8 weeks
Route of Administration: Oral
The excess of glycine inhibits the growth of many bacteria, and it is used as a nonspecific antiseptic agent due to its low level of toxicity in animals. The MIC at which 90% of strains are inhibited for glycine was almost 2.5 mg/ml for 31 strains of H. pylori, including CLR-resistant strains.
Name Type Language
Glycine
EP   FCC   FHFI   GREEN BOOK   HSDB   II   INCI   INN   MART.   MI   ORANGE BOOK   USP   USP-RS   VANDF   WHO-DD  
INCI   INN  
Official Name English
GLYCINE [INCI]
Common Name English
Glycine [WHO-DD]
Common Name English
GLYCINE [VANDF]
Common Name English
FEMA NO. 3287
Code English
GLYCINE [MART.]
Common Name English
GLYCINE [JAN]
Common Name English
GLYCOLIXIR
Brand Name English
GLYCINE [ORANGE BOOK]
Common Name English
GLYCINE [HSDB]
Common Name English
GLYCINE [FHFI]
Common Name English
GLYCINE [GREEN BOOK]
Common Name English
AMINOACETIC ACID
Systematic Name English
GLYCINE [FCC]
Common Name English
GLYCINE [II]
Common Name English
SERINE IMPURITY B [EP IMPURITY]
Common Name English
AMINOETHANOIC ACID
Systematic Name English
GLYCINE [USP-RS]
Common Name English
GLYCINE [USP MONOGRAPH]
Common Name English
GLYCOCOLL
Common Name English
NSC-25936
Code English
GLYCINE [EP MONOGRAPH]
Common Name English
GLYCINE [MI]
Common Name English
2-AMINOACETIC ACID
Systematic Name English
glycine [INN]
Common Name English
Classification Tree Code System Code
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WHO-VATC QB05CX03
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CFR 21 CFR 172.812
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Code System Code Type Description
FDA UNII
TE7660XO1C
Created by admin on Fri Dec 15 15:14:33 GMT 2023 , Edited by admin on Fri Dec 15 15:14:33 GMT 2023
PRIMARY
EVMPD
SUB12000MIG
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PRIMARY
CHEBI
15428
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PRIMARY
WIKIPEDIA
GLYCINE
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PRIMARY
SMS_ID
100000091968
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PRIMARY
INN
630
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PRIMARY
MESH
D005998
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PRIMARY
NCI_THESAURUS
C524
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PRIMARY
PUBCHEM
750
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PRIMARY
DAILYMED
TE7660XO1C
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PRIMARY
HSDB
495
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PRIMARY
NSC
25936
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PRIMARY
EPA CompTox
DTXSID9020667
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PRIMARY
ChEMBL
CHEMBL773
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PRIMARY
JECFA MONOGRAPH
1411
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PRIMARY
CAS
56-40-6
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PRIMARY
MERCK INDEX
m5796
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PRIMARY Merck Index
CHEBI
29947
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PRIMARY
CHEBI
57305
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PRIMARY
DRUG BANK
DB00145
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PRIMARY
RXCUI
4919
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PRIMARY RxNorm
DRUG CENTRAL
1319
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PRIMARY
RS_ITEM_NUM
1295800
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PRIMARY
ECHA (EC/EINECS)
200-272-2
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PRIMARY