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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

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
Synthesis and characterization of complex of glycyl-L-glutamine and bismuth trichloride.
2008
Glycyl-glutamine reduces ethanol intake at three reward sites in P 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
Name Type Language
GLYCYL-GLUTAMINE
Systematic 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
GLY-GLN
Common Name English
Glycylglutamine [WHO-DD]
Common Name English
Code System Code Type Description
EVMPD
SUB35596
Created by admin on Sat Dec 16 04:53:37 GMT 2023 , Edited by admin on Sat Dec 16 04:53:37 GMT 2023
PRIMARY
CHEBI
74392
Created by admin on Sat Dec 16 04:53:37 GMT 2023 , Edited by admin on Sat Dec 16 04:53:37 GMT 2023
PRIMARY
CHEBI
73898
Created by admin on Sat Dec 16 04:53:37 GMT 2023 , Edited by admin on Sat Dec 16 04:53:37 GMT 2023
PRIMARY
EPA CompTox
DTXSID20156917
Created by admin on Sat Dec 16 04:53:37 GMT 2023 , Edited by admin on Sat Dec 16 04:53:37 GMT 2023
PRIMARY
PUBCHEM
123913
Created by admin on Sat Dec 16 04:53:37 GMT 2023 , Edited by admin on Sat Dec 16 04:53:37 GMT 2023
PRIMARY
SMS_ID
100000128511
Created by admin on Sat Dec 16 04:53:37 GMT 2023 , Edited by admin on Sat Dec 16 04:53:37 GMT 2023
PRIMARY
RS_ITEM_NUM
1295866
Created by admin on Sat Dec 16 04:53:37 GMT 2023 , Edited by admin on Sat Dec 16 04:53:37 GMT 2023
PRIMARY
CAS
13115-71-4
Created by admin on Sat Dec 16 04:53:37 GMT 2023 , Edited by admin on Sat Dec 16 04:53:37 GMT 2023
PRIMARY
FDA UNII
H7125Z98HT
Created by admin on Sat Dec 16 04:53:37 GMT 2023 , Edited by admin on Sat Dec 16 04:53:37 GMT 2023
PRIMARY