CHEBI:17201 - glycylglycine

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ChEBI Name glycylglycine ChEBI ID CHEBI:17201 Definition A dipeptide formed from glycine residues. Stars This entity has been manually annotated by the ChEBI Team. Secondary ChEBI IDs CHEBI:5504, CHEBI:14364, CHEBI:24413 Supplier Information ZINC000008551531 Download Molfile XML SDF Find compounds which contain this structure Find compounds which resemble this structure Take structure to the Advanced Search Wikipedia License Glycylglycine is the dipeptide of glycine, making it the simplest peptide. The compound was first synthesized by Emil Fischer and Ernest Fourneau in 1901 by boiling 2,5-diketopiperazine (glycine anhydride) with hydrochloric acid. Shaking with alkali and other synthesis methods have been reported. Because of its low toxicity, it is useful as a buffer for biological systems with effective ranges between pH 2.5–3.8 and 7.5–8.9; however, it is only moderately stable for storage once dissolved. It is used in the synthesis of more complex peptides. Glycylglycine has also been reported to be helpful in solubilizing recombinant proteins in E. coli. Using different concentrations of the glycylglycine improvement in protein solubility after cell lysis has been observed. Read full article at Wikipedia Formula C4H8N2O3 Net Charge 0 Average Mass 132.11800 Monoisotopic Mass 132.05349 InChI InChI=1S/C4H8N2O3/c5-1-3(7)6-2-4(8)9/h1-2,5H2,(H,6,7)(H,8,9) InChIKey YMAWOPBAYDPSLA-UHFFFAOYSA-N SMILES NCC(=O)NCC(O)=O Roles Classification Chemical Role(s): Bronsted base A molecular entity capable of accepting a hydron from a donor (Bronsted acid). (via organic amino compound ) Biological Role(s): human metabolite Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens). View more via ChEBI Ontology ChEBI Ontology Outgoing glycylglycine (CHEBI:17201) has functional parent glycine (CHEBI:15428) glycylglycine (CHEBI:17201) has role human metabolite (CHEBI:77746) glycylglycine (CHEBI:17201) is a dipeptide (CHEBI:46761) glycylglycine (CHEBI:17201) is tautomer of glycylglycine zwitterion (CHEBI:356445) Incoming glycylglycine zwitterion (CHEBI:356445) is tautomer of glycylglycine (CHEBI:17201) IUPAC Name glycylglycine Synonyms Sources 2-(aminoacetamido)acetic acid ChemIDplus [(aminoacetyl)amino]acetic acid NIST Chemistry WebBook Gly-Gly JCBN Gly2 ChemIDplus glycine dipeptide NIST Chemistry WebBook Glycylglycine KEGG COMPOUND N-glycylglycine NIST Chemistry WebBook Manual Xrefs Databases C02037 KEGG COMPOUND Glycylglycine Wikipedia GLYCYLGLYCINE MetaCyc HMDB0011733 HMDB View more database links Registry Numbers Types Sources 1765223 Reaxys Registry Number Reaxys 556-50-3 CAS Registry Number ChemIDplus 556-50-3 CAS Registry Number NIST Chemistry WebBook 82735 Gmelin Registry Number Gmelin Citations Last Modified 23 October 2015