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Details

Stereochemistry ABSOLUTE
Molecular Formula C7H13N3O4
Molecular Weight 203.1958
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of GLYCYL-GLUTAMINE

SMILES

NCC(=O)N[C@@H](CCC(N)=O)C(O)=O

InChI

InChIKey=PNMUAGGSDZXTHX-BYPYZUCNSA-N
InChI=1S/C7H13N3O4/c8-3-6(12)10-4(7(13)14)1-2-5(9)11/h4H,1-3,8H2,(H2,9,11)(H,10,12)(H,13,14)/t4-/m0/s1

HIDE SMILES / InChI

Molecular Formula C7H13N3O4
Molecular Weight 203.1958
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

PubMed

PubMed

TitleDatePubMed
Mammalian oocytes are targets for prostaglandin E2 (PGE2) action.
2010-11-01
The impact of glutamine dipeptide-supplemented parenteral nutrition on outcomes of surgical patients: a meta-analysis of randomized clinical trials.
2010-09-21
Glycyl-glutamine (beta-endorphin(30-31)) inhibits morphine-induced dopamine efflux in the nucleus accumbens.
2010-05
Effects of dietary glycyl-glutamine on growth performance, small intestinal integrity, and immune responses of weaning piglets challenged with lipopolysaccharide.
2009-12
Amino acids - Guidelines on Parenteral Nutrition, Chapter 4.
2009-11-18
Electrophysiological characterization of electrolyte and nutrient transport across the small intestine in horses.
2009-06
Inhibition of intracellular dipeptide hydrolysis uncovers large outward transport currents of the peptide transporter PEPT1 in Xenopus oocytes.
2009-02
Substrate-induced changes in the density of peptide transporter PEPT1 expressed in Xenopus oocytes.
2008-11
Characterisation of electrogenic nutrient absorption in the Cftr TgH(neoim)Hgu mouse model.
2008-08
Glycyl-glutamine reduces ethanol intake at three reward sites in P rats.
2008-03
Cyclo-glycyl-glutamine inhibits ethanol intake in P and Sprague-Dawley rats.
2008-03
Synthesis and characterization of complex of glycyl-L-glutamine and bismuth trichloride.
2008
[Protective effects of glycyl-glutamine dipeptide supplement on the heart function in burn rats].
2007-08
The effect of glutamine-supplemented total parenteral nutrition on nutrition and intestinal absorptive function in a rat model.
2006-06
Enteral feeding of glycyl-glutamine dipeptide improves the structure and absorptive function of the small intestine after allogenetic liver transplantation in rats.
2006-05
High-affinity peptide transporter PEPT2 (SLC15A2) of the zebrafish Danio rerio: functional properties, genomic organization, and expression analysis.
2006-02-14
Glycyl-glutamine inhibits nicotine conditioned place preference and withdrawal.
2006-01-13
Glycyl-glutamine, an endogenous beta-endorphin-derived peptide, inhibits morphine-induced conditioned place preference, tolerance, dependence, and withdrawal.
2005-11
Glycyl-glutamine in nucleus accumbens reduces ethanol intake in alcohol preferring (P) rats.
2005-10-05
Functional expression of the peptide transporter PEPT2 in the mammalian enteric nervous system.
2005-09-12
Glycyl-L-glutamine disposition in rat choroid plexus epithelial cells in primary culture: role of PEPT2.
2005-08
Mouse embryo development following IVF in media containing either L-glutamine or glycyl-L-glutamine.
2005-05
Enhanced effect of glycyl-L-glutamine on mouse preimplantation embryos in vitro.
2004-07
Direct visualization of peptide uptake activity in the central nervous system of the rat.
2004-06-24
Randomized, double-blind, controlled study of glycyl-glutamine-dipeptide in the parenteral nutrition of patients with acute leukemia undergoing intensive chemotherapy.
2004-03
Glycyl-glutamine-supplemented long-term total parenteral nutrition selectively improves structure and function in heterotopic small-bowel autotransplantation in the pig.
2003-12
Choline potentiates the pressor response evoked by glycyl-glutamine or naloxone in haemorrhaged rats.
2003-09
Characterisation of intestinal peptide transporter of the Antarctic haemoglobinless teleost Chionodraco hamatus.
2003-02
Perioperative GLY-GLN infusion diminishes the surgery-induced period of immunosuppression: accelerated restoration of the lipopolysaccharide-stimulated tumor necrosis factor-alpha response.
2003-01
Renal assimilation of short chain peptides: visualization of tubular peptide uptake.
2002-08
Characteristics of lysophosphatidylcholine in its inhibition of taurine uptake by human intestinal Caco-2 cells.
2002-04
Bidirectional electrogenic transport of peptides by the proton-coupled carrier PEPT1 in Xenopus laevis oocytes: its asymmetry and symmetry.
2001-10-15
No evidence for active peptide transport in forestomach epithelia of sheep.
2001-10
Intestinal peptide transport: ex vivo uptake studies and localization of peptide carrier PEPT1.
2001-09
Influence of glutamine and glycyl-glutamine on in vitro lymphocyte proliferation in children with solid tumors.
2001-06
A novel inhibitor of the mammalian peptide transporter PEPT1.
2001-04-10
Inhibition of interleukin-1beta and prostaglandin E(2) thermogenesis by glycyl-glutamine, a pro-opiomelanocortin-derived peptide.
2001-03-16
Postoperative glycyl-glutamine infusion reduces immunosuppression: partial prevention of the surgery induced decrease in HLA-DR expression on monocytes.
2001-02
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 21:24:37 GMT 2025
Edited
by admin
on Mon Mar 31 21:24:37 GMT 2025
Record UNII
H7125Z98HT
Record Status Validated (UNII)
Record Version
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Name Type Language
GLYCYL-GLUTAMINE
Systematic Name English
GLY-GLN
Preferred Name English
GLYCYLGLUTAMINE
Systematic Name English
L-GLUTAMINE, GLYCYL-
Systematic Name English
GLYCYL-L-GLUTAMINE [USP-RS]
Common Name English
GLYCYL-L-GLUTAMINE
Systematic Name English
Glycylglutamine [WHO-DD]
Common Name English
Code System Code Type Description
EVMPD
SUB35596
Created by admin on Mon Mar 31 21:24:37 GMT 2025 , Edited by admin on Mon Mar 31 21:24:37 GMT 2025
PRIMARY
CHEBI
74392
Created by admin on Mon Mar 31 21:24:37 GMT 2025 , Edited by admin on Mon Mar 31 21:24:37 GMT 2025
PRIMARY
CHEBI
73898
Created by admin on Mon Mar 31 21:24:37 GMT 2025 , Edited by admin on Mon Mar 31 21:24:37 GMT 2025
PRIMARY
EPA CompTox
DTXSID20156917
Created by admin on Mon Mar 31 21:24:37 GMT 2025 , Edited by admin on Mon Mar 31 21:24:37 GMT 2025
PRIMARY
PUBCHEM
123913
Created by admin on Mon Mar 31 21:24:37 GMT 2025 , Edited by admin on Mon Mar 31 21:24:37 GMT 2025
PRIMARY
SMS_ID
100000128511
Created by admin on Mon Mar 31 21:24:37 GMT 2025 , Edited by admin on Mon Mar 31 21:24:37 GMT 2025
PRIMARY
RS_ITEM_NUM
1295866
Created by admin on Mon Mar 31 21:24:37 GMT 2025 , Edited by admin on Mon Mar 31 21:24:37 GMT 2025
PRIMARY
CAS
13115-71-4
Created by admin on Mon Mar 31 21:24:37 GMT 2025 , Edited by admin on Mon Mar 31 21:24:37 GMT 2025
PRIMARY
FDA UNII
H7125Z98HT
Created by admin on Mon Mar 31 21:24:37 GMT 2025 , Edited by admin on Mon Mar 31 21:24:37 GMT 2025
PRIMARY
Related Record Type Details
SOLVATE->ANHYDROUS