GLYCYL-GLUTAMINE MONOHYDRATE

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

Structure Search

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

Approval Year

PubMed

Title	Date	PubMed
A novel inhibitor of the mammalian peptide transporter PEPT1.	2001 Apr 10	11284702
Influence of glutamine and glycyl-glutamine on in vitro lymphocyte proliferation in children with solid tumors.	2001 Jun	11430422
Inhibition of interleukin-1beta and prostaglandin E(2) thermogenesis by glycyl-glutamine, a pro-opiomelanocortin-derived peptide.	2001 Mar 16	11251208
No evidence for active peptide transport in forestomach epithelia of sheep.	2001 Oct	11686804
Bidirectional electrogenic transport of peptides by the proton-coupled carrier PEPT1 in Xenopus laevis oocytes: its asymmetry and symmetry.	2001 Oct 15	11600684
Intestinal peptide transport: ex vivo uptake studies and localization of peptide carrier PEPT1.	2001 Sep	11518682
Characteristics of lysophosphatidylcholine in its inhibition of taurine uptake by human intestinal Caco-2 cells.	2002 Apr	12036043
Renal assimilation of short chain peptides: visualization of tubular peptide uptake.	2002 Aug	12240948
Glycyl-glutamine-supplemented long-term total parenteral nutrition selectively improves structure and function in heterotopic small-bowel autotransplantation in the pig.	2003 Dec	12915960
Characterisation of intestinal peptide transporter of the Antarctic haemoglobinless teleost Chionodraco hamatus.	2003 Feb	12517988
Perioperative GLY-GLN infusion diminishes the surgery-induced period of immunosuppression: accelerated restoration of the lipopolysaccharide-stimulated tumor necrosis factor-alpha response.	2003 Jan	12496537
Choline potentiates the pressor response evoked by glycyl-glutamine or naloxone in haemorrhaged rats.	2003 Sep	12940881
Enhanced effect of glycyl-L-glutamine on mouse preimplantation embryos in vitro.	2004 Jul	15257821
Direct visualization of peptide uptake activity in the central nervous system of the rat.	2004 Jun 24	15193750
Randomized, double-blind, controlled study of glycyl-glutamine-dipeptide in the parenteral nutrition of patients with acute leukemia undergoing intensive chemotherapy.	2004 Mar	14990264
Glycyl-L-glutamine disposition in rat choroid plexus epithelial cells in primary culture: role of PEPT2.	2005 Aug	16078137
Mouse embryo development following IVF in media containing either L-glutamine or glycyl-L-glutamine.	2005 May	15705624
Glycyl-glutamine, an endogenous beta-endorphin-derived peptide, inhibits morphine-induced conditioned place preference, tolerance, dependence, and withdrawal.	2005 Nov	16079299
Glycyl-glutamine in nucleus accumbens reduces ethanol intake in alcohol preferring (P) rats.	2005 Oct 5	16212948
Functional expression of the peptide transporter PEPT2 in the mammalian enteric nervous system.	2005 Sep 12	16041713
High-affinity peptide transporter PEPT2 (SLC15A2) of the zebrafish Danio rerio: functional properties, genomic organization, and expression analysis.	2006 Feb 14	16317081
Glycyl-glutamine inhibits nicotine conditioned place preference and withdrawal.	2006 Jan 13	16364288
The effect of glutamine-supplemented total parenteral nutrition on nutrition and intestinal absorptive function in a rat model.	2006 Jun	16736219
Enteral feeding of glycyl-glutamine dipeptide improves the structure and absorptive function of the small intestine after allogenetic liver transplantation in rats.	2006 May	16698575
[Protective effects of glycyl-glutamine dipeptide supplement on the heart function in burn rats].	2007 Aug	18095544
Synthesis and characterization of complex of glycyl-L-glutamine and bismuth trichloride.	2008	19075821
Characterisation of electrogenic nutrient absorption in the Cftr TgH(neoim)Hgu mouse model.	2008 Aug	18369642
Glycyl-glutamine reduces ethanol intake at three reward sites in P rats.	2008 Mar	18358988
Cyclo-glycyl-glutamine inhibits ethanol intake in P and Sprague-Dawley rats.	2008 Mar	18164101
Substrate-induced changes in the density of peptide transporter PEPT1 expressed in Xenopus oocytes.	2008 Nov	18799652
Effects of dietary glycyl-glutamine on growth performance, small intestinal integrity, and immune responses of weaning piglets challenged with lipopolysaccharide.	2009 Dec	19717785
Inhibition of intracellular dipeptide hydrolysis uncovers large outward transport currents of the peptide transporter PEPT1 in Xenopus oocytes.	2009 Feb	18758810
Electrophysiological characterization of electrolyte and nutrient transport across the small intestine in horses.	2009 Jun	19646103
Amino acids - Guidelines on Parenteral Nutrition, Chapter 4.	2009 Nov 18	20049071
Glycyl-glutamine (beta-endorphin(30-31)) inhibits morphine-induced dopamine efflux in the nucleus accumbens.	2010 May	20349045
Mammalian oocytes are targets for prostaglandin E2 (PGE2) action.	2010 Nov 1	21040553
The impact of glutamine dipeptide-supplemented parenteral nutrition on outcomes of surgical patients: a meta-analysis of randomized clinical trials.	2010 Sep-Oct	20852180

Patents

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