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

Details

Stereochemistry ABSOLUTE
Molecular Formula C7H13N3O4.H2O
Molecular Weight 221.2111
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of GLYCYL-GLUTAMINE MONOHYDRATE

SMILES

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

InChI

InChIKey=KLFWVRQACSYLOH-WCCKRBBISA-N
InChI=1S/C7H13N3O4.H2O/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);1H2/t4-;/m0./s1

HIDE SMILES / InChI

Molecular Formula H2O
Molecular Weight 18.0153
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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
A novel inhibitor of the mammalian peptide transporter PEPT1.
2001 Apr 10
Postoperative glycyl-glutamine infusion reduces immunosuppression: partial prevention of the surgery induced decrease in HLA-DR expression on monocytes.
2001 Feb
Influence of glutamine and glycyl-glutamine on in vitro lymphocyte proliferation in children with solid tumors.
2001 Jun
Inhibition of interleukin-1beta and prostaglandin E(2) thermogenesis by glycyl-glutamine, a pro-opiomelanocortin-derived peptide.
2001 Mar 16
No evidence for active peptide transport in forestomach epithelia of sheep.
2001 Oct
Bidirectional electrogenic transport of peptides by the proton-coupled carrier PEPT1 in Xenopus laevis oocytes: its asymmetry and symmetry.
2001 Oct 15
Intestinal peptide transport: ex vivo uptake studies and localization of peptide carrier PEPT1.
2001 Sep
Characteristics of lysophosphatidylcholine in its inhibition of taurine uptake by human intestinal Caco-2 cells.
2002 Apr
Renal assimilation of short chain peptides: visualization of tubular peptide uptake.
2002 Aug
Glycyl-glutamine-supplemented long-term total parenteral nutrition selectively improves structure and function in heterotopic small-bowel autotransplantation in the pig.
2003 Dec
Characterisation of intestinal peptide transporter of the Antarctic haemoglobinless teleost Chionodraco hamatus.
2003 Feb
Perioperative GLY-GLN infusion diminishes the surgery-induced period of immunosuppression: accelerated restoration of the lipopolysaccharide-stimulated tumor necrosis factor-alpha response.
2003 Jan
Choline potentiates the pressor response evoked by glycyl-glutamine or naloxone in haemorrhaged rats.
2003 Sep
Enhanced effect of glycyl-L-glutamine on mouse preimplantation embryos in vitro.
2004 Jul
Direct visualization of peptide uptake activity in the central nervous system of the rat.
2004 Jun 24
Randomized, double-blind, controlled study of glycyl-glutamine-dipeptide in the parenteral nutrition of patients with acute leukemia undergoing intensive chemotherapy.
2004 Mar
Glycyl-L-glutamine disposition in rat choroid plexus epithelial cells in primary culture: role of PEPT2.
2005 Aug
Mouse embryo development following IVF in media containing either L-glutamine or glycyl-L-glutamine.
2005 May
Glycyl-glutamine, an endogenous beta-endorphin-derived peptide, inhibits morphine-induced conditioned place preference, tolerance, dependence, and withdrawal.
2005 Nov
Glycyl-glutamine in nucleus accumbens reduces ethanol intake in alcohol preferring (P) rats.
2005 Oct 5
Functional expression of the peptide transporter PEPT2 in the mammalian enteric nervous system.
2005 Sep 12
High-affinity peptide transporter PEPT2 (SLC15A2) of the zebrafish Danio rerio: functional properties, genomic organization, and expression analysis.
2006 Feb 14
Glycyl-glutamine inhibits nicotine conditioned place preference and withdrawal.
2006 Jan 13
The effect of glutamine-supplemented total parenteral nutrition on nutrition and intestinal absorptive function in a rat model.
2006 Jun
Enteral feeding of glycyl-glutamine dipeptide improves the structure and absorptive function of the small intestine after allogenetic liver transplantation in rats.
2006 May
[Protective effects of glycyl-glutamine dipeptide supplement on the heart function in burn rats].
2007 Aug
Synthesis and characterization of complex of glycyl-L-glutamine and bismuth trichloride.
2008
Characterisation of electrogenic nutrient absorption in the Cftr TgH(neoim)Hgu mouse model.
2008 Aug
Glycyl-glutamine reduces ethanol intake at three reward sites in P rats.
2008 Mar
Cyclo-glycyl-glutamine inhibits ethanol intake in P and Sprague-Dawley rats.
2008 Mar
Substrate-induced changes in the density of peptide transporter PEPT1 expressed in Xenopus oocytes.
2008 Nov
Effects of dietary glycyl-glutamine on growth performance, small intestinal integrity, and immune responses of weaning piglets challenged with lipopolysaccharide.
2009 Dec
Inhibition of intracellular dipeptide hydrolysis uncovers large outward transport currents of the peptide transporter PEPT1 in Xenopus oocytes.
2009 Feb
Electrophysiological characterization of electrolyte and nutrient transport across the small intestine in horses.
2009 Jun
Amino acids - Guidelines on Parenteral Nutrition, Chapter 4.
2009 Nov 18
Glycyl-glutamine (beta-endorphin(30-31)) inhibits morphine-induced dopamine efflux in the nucleus accumbens.
2010 May
Mammalian oocytes are targets for prostaglandin E2 (PGE2) action.
2010 Nov 1
The impact of glutamine dipeptide-supplemented parenteral nutrition on outcomes of surgical patients: a meta-analysis of randomized clinical trials.
2010 Sep-Oct
Patents
Substance Class Chemical
Created
by admin
on Sat Dec 16 09:17:20 GMT 2023
Edited
by admin
on Sat Dec 16 09:17:20 GMT 2023
Record UNII
668A00JUHO
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
GLYCYL-GLUTAMINE MONOHYDRATE
Systematic Name English
GLYCYL-L-GLUTAMINE MONOHYDRATE
Systematic Name English
L-GLUTAMINE, N2-GLYCYL-, MONOHYDRATE
Systematic Name English
Glycylglutamine monohydrate [WHO-DD]
Common Name English
L-GLUTAMINE, GLYCYL-, MONOHYDRATE
Systematic Name English
L-GLUTAMINE, GLYCYL-, HYDRATE (1:1)
Systematic Name English
Code System Code Type Description
PUBCHEM
24820180
Created by admin on Sat Dec 16 09:17:20 GMT 2023 , Edited by admin on Sat Dec 16 09:17:20 GMT 2023
PRIMARY
EVMPD
SUB32320
Created by admin on Sat Dec 16 09:17:20 GMT 2023 , Edited by admin on Sat Dec 16 09:17:20 GMT 2023
PRIMARY
CAS
172669-64-6
Created by admin on Sat Dec 16 09:17:20 GMT 2023 , Edited by admin on Sat Dec 16 09:17:20 GMT 2023
PRIMARY
EPA CompTox
DTXSID90647443
Created by admin on Sat Dec 16 09:17:20 GMT 2023 , Edited by admin on Sat Dec 16 09:17:20 GMT 2023
PRIMARY
FDA UNII
668A00JUHO
Created by admin on Sat Dec 16 09:17:20 GMT 2023 , Edited by admin on Sat Dec 16 09:17:20 GMT 2023
PRIMARY
SMS_ID
100000127132
Created by admin on Sat Dec 16 09:17:20 GMT 2023 , Edited by admin on Sat Dec 16 09:17:20 GMT 2023
PRIMARY
CAS
211446-46-7
Created by admin on Sat Dec 16 09:17:20 GMT 2023 , Edited by admin on Sat Dec 16 09:17:20 GMT 2023
NON-SPECIFIC STOICHIOMETRY
Related Record Type Details
ANHYDROUS->SOLVATE