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13115-71-4 | L-Glutamine, glycyl-
CAS No: 13115-71-4 Catalog No: AG000VMZ MDL No:MFCD00077124
Product Description
Catalog Number:
AG000VMZ
Chemical Name:
L-Glutamine, glycyl-
CAS Number:
13115-71-4
Molecular Formula:
C7H13N3O4
Molecular Weight:
203.1958
MDL Number:
MFCD00077124
IUPAC Name:
(2S)-5-amino-2-[(2-aminoacetyl)amino]-5-oxopentanoic acid
InChI:
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
InChI Key:
PNMUAGGSDZXTHX-BYPYZUCNSA-N
SMILES:
NCC(=O)N[C@H](C(=O)O)CCC(=O)N
EC Number:
700-144-0
UNII:
H7125Z98HT
Properties
Complexity:
241
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
1
Defined Bond Stereocenter Count:
0
Exact Mass:
203.091g/mol
Formal Charge:
0
Heavy Atom Count:
14
Hydrogen Bond Acceptor Count:
5
Hydrogen Bond Donor Count:
4
Isotope Atom Count:
0
Molecular Weight:
203.198g/mol
Monoisotopic Mass:
203.091g/mol
Rotatable Bond Count:
6
Topological Polar Surface Area:
136A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-4.6
Literature
| Title | Journal |
|---|---|
| A liquid chromatography-tandem mass spectrometry assay for detection and quantitation of the dipeptide Gly-Gln in rat brain. | Analytical biochemistry 20120615 |
| Influence of TiO2 on prebiotic thermal synthesis of the Gly-Gln polymer. | Amino acids 20120601 |
| Glutamine: A novel approach to chemotherapy-induced toxicity. | Indian journal of medical and paediatric oncology : official journal of Indian Society of Medical & Paediatric Oncology 20120101 |
| Functional and structural determinants of reverse operation in the pH-dependent oligopeptide transporter PepT1. | Cellular and molecular life sciences : CMLS 20110901 |
| Enteral supplementation with glycyl-glutamine improves intestinal barrier function after liver transplantation in rats. | Hepatobiliary & pancreatic diseases international : HBPD INT 20110801 |
| Residues R282 and D341 act as electrostatic gates in the proton-dependent oligopeptide transporter PepT1. | The Journal of physiology 20110201 |
| Unified modeling of the mammalian and fish proton-dependent oligopeptide transporter PepT1. | Channels (Austin, Tex.) 20110101 |
| Targeted Therapy of Ewing's Sarcoma. | Sarcoma 20110101 |
| Glutamine supplementation in sick children: is it beneficial? | Journal of nutrition and metabolism 20110101 |
| Glycyl-glutamine (beta-endorphin(30-31)) inhibits morphine-induced dopamine efflux in the nucleus accumbens. | Naunyn-Schmiedeberg's archives of pharmacology 20100501 |
| The impact of glutamine dipeptide-supplemented parenteral nutrition on outcomes of surgical patients: a meta-analysis of randomized clinical trials. | JPEN. Journal of parenteral and enteral nutrition 20100101 |
| Mammalian oocytes are targets for prostaglandin E2 (PGE2) action. | Reproductive biology and endocrinology : RB&E 20100101 |
| Effects of dietary glycyl-glutamine on growth performance, small intestinal integrity, and immune responses of weaning piglets challenged with lipopolysaccharide. | Journal of animal science 20091201 |
| Electrophysiological characterization of electrolyte and nutrient transport across the small intestine in horses. | Journal of animal physiology and animal nutrition 20090601 |
| Inhibition of intracellular dipeptide hydrolysis uncovers large outward transport currents of the peptide transporter PEPT1 in Xenopus oocytes. | Pflugers Archiv : European journal of physiology 20090201 |
| Amino acids - Guidelines on Parenteral Nutrition, Chapter 4. | German medical science : GMS e-journal 20090101 |
| Substrate-induced changes in the density of peptide transporter PEPT1 expressed in Xenopus oocytes. | American journal of physiology. Cell physiology 20081101 |
| Characterisation of electrogenic nutrient absorption in the Cftr TgH(neoim)Hgu mouse model. | Journal of comparative physiology. B, Biochemical, systemic, and environmental physiology 20080801 |
| Cyclo-glycyl-glutamine inhibits ethanol intake in P and Sprague-Dawley rats. | Peptides 20080301 |
| Glycyl-glutamine reduces ethanol intake at three reward sites in P rats. | Alcohol (Fayetteville, N.Y.) 20080301 |
| Synthesis and characterization of complex of glycyl-L-glutamine and bismuth trichloride. | Protein and peptide letters 20080101 |
| Tripeptides of RS1 (RSC1A1) inhibit a monosaccharide-dependent exocytotic pathway of Na+-D-glucose cotransporter SGLT1 with high affinity. | The Journal of biological chemistry 20070928 |
| Flavonoid glycosides are not transported by the human Na+/glucose transporter when expressed in Xenopus laevis oocytes, but effectively inhibit electrogenic glucose uptake. | The Journal of pharmacology and experimental therapeutics 20070801 |
| [Protective effects of glycyl-glutamine dipeptide supplement on the heart function in burn rats]. | Zhonghua shao shang za zhi = Zhonghua shaoshang zazhi = Chinese journal of burns 20070801 |
| The effect of glutamine-supplemented total parenteral nutrition on nutrition and intestinal absorptive function in a rat model. | Pediatric surgery international 20060601 |
| Enteral feeding of glycyl-glutamine dipeptide improves the structure and absorptive function of the small intestine after allogenetic liver transplantation in rats. | Hepatobiliary & pancreatic diseases international : HBPD INT 20060501 |
| High-affinity peptide transporter PEPT2 (SLC15A2) of the zebrafish Danio rerio: functional properties, genomic organization, and expression analysis. | Physiological genomics 20060214 |
| Glycyl-glutamine inhibits nicotine conditioned place preference and withdrawal. | European journal of pharmacology 20060113 |
| Glycyl-glutamine, an endogenous beta-endorphin-derived peptide, inhibits morphine-induced conditioned place preference, tolerance, dependence, and withdrawal. | The Journal of pharmacology and experimental therapeutics 20051101 |
| Glycyl-glutamine in nucleus accumbens reduces ethanol intake in alcohol preferring (P) rats. | Brain research 20051005 |
| Glycyl-L-glutamine disposition in rat choroid plexus epithelial cells in primary culture: role of PEPT2. | Pharmaceutical research 20050801 |
| Mouse embryo development following IVF in media containing either L-glutamine or glycyl-L-glutamine. | Human reproduction (Oxford, England) 20050501 |
| Enhanced effect of glycyl-L-glutamine on mouse preimplantation embryos in vitro. | Reproductive biomedicine online 20040701 |
| Direct visualization of peptide uptake activity in the central nervous system of the rat. | Neuroscience letters 20040624 |
| Randomized, double-blind, controlled study of glycyl-glutamine-dipeptide in the parenteral nutrition of patients with acute leukemia undergoing intensive chemotherapy. | Nutrition (Burbank, Los Angeles County, Calif.) 20040301 |
| Glycyl-glutamine-supplemented long-term total parenteral nutrition selectively improves structure and function in heterotopic small-bowel autotransplantation in the pig. | Transplant international : official journal of the European Society for Organ Transplantation 20031201 |
| Choline potentiates the pressor response evoked by glycyl-glutamine or naloxone in haemorrhaged rats. | Clinical and experimental pharmacology & physiology 20030901 |
| Characterisation of intestinal peptide transporter of the Antarctic haemoglobinless teleost Chionodraco hamatus. | The Journal of experimental biology 20030201 |
| Perioperative GLY-GLN infusion diminishes the surgery-induced period of immunosuppression: accelerated restoration of the lipopolysaccharide-stimulated tumor necrosis factor-alpha response. | Annals of surgery 20030101 |
| Renal assimilation of short chain peptides: visualization of tubular peptide uptake. | Pharmaceutical research 20020801 |
| Characteristics of lysophosphatidylcholine in its inhibition of taurine uptake by human intestinal Caco-2 cells. | Bioscience, biotechnology, and biochemistry 20020401 |
| Bidirectional electrogenic transport of peptides by the proton-coupled carrier PEPT1 in Xenopus laevis oocytes: its asymmetry and symmetry. | The Journal of physiology 20011015 |
| No evidence for active peptide transport in forestomach epithelia of sheep. | Journal of animal physiology and animal nutrition 20011001 |
| Influence of glutamine and glycyl-glutamine on in vitro lymphocyte proliferation in children with solid tumors. | Supportive care in cancer : official journal of the Multinational Association of Supportive Care in Cancer 20010601 |
| Inhibition of interleukin-1beta and prostaglandin E(2) thermogenesis by glycyl-glutamine, a pro-opiomelanocortin-derived peptide. | Brain research 20010316 |
| Postoperative glycyl-glutamine infusion reduces immunosuppression: partial prevention of the surgery induced decrease in HLA-DR expression on monocytes. | Clinical nutrition (Edinburgh, Scotland) 20010201 |
| Effect of beta-endorphin C-terminal peptides on glucose uptake in isolated skeletal muscles of the mouse. | Peptides 19970101 |
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