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| Names | |
|---|---|
| IUPAC name 2-acetic acid | |
| Other names N-Glycylglycine, Diglycine, Diglycocoll, Glycine dipeptide | |
| Identifiers | |
| CAS Number | |
| 3D model (JSmol) | |
| ChEBI | |
| ChEMBL | |
| ChemSpider | |
| ECHA InfoCard | 100.008.299 
|
| KEGG | |
| PubChem CID | |
| UNII | |
| CompTox Dashboard (EPA) | |
InChI
| |
SMILES
| |
| Properties | |
| Chemical formula | C4H8N2O3 |
| Molar mass | 132.11792 |
| Melting point | 262-264°C (decomposes) |
| Solubility in water | 229.9 g/kg (25 °C) |
| Acidity (pKa) | 3.12, 8.17 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa).
 Y verify (what is ?)
Infobox references
| |
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.
References
- ^ Budavari, Susan, ed. (1989). The Merck Manual (11th ed.). Rahway, NJ: Merck & Co. pp. 707–8. ISBN 91191028X.
{{cite book}}: Check|isbn=value: length (help) - http://www.sciencedirect.com/science?_ob=ArticleURL&_udi=B6TG2-49S7YRF-2&_user=10&_coverDate=02%2F01%2F2004&_rdoc=1&_fmt=high&_orig=gateway&_origin=gateway&_sort=d&_docanchor=&view=c&_searchStrId=1752347990&_rerunOrigin=google&_acct=C000050221&_version=1&_urlVersion=0&_userid=10&md5=98c35dd19acf19f30e3c742f1f919a62&searchtype=a
- ^ von Richter, Victor (1916). R. Anschütz and G. Shroeter (ed.). Richter's organic chemistry. Vol. I. Chemistry of the aliphatic series. Translated and revised by Percy E. Spielman after Edgar F. Smith (3rd American ed.). Philadelphia: P. Blakiston's Son & Co. p. 391. Retrieved July 15, 2010.
- R.H.A. Plimmer (2008-07) . R.H.A. Plimmer & F.G. Hopkins (ed.). The chemical composition of the proteins. Monographs on biochemistry. Vol. Part II (1st ed.). London: Longmans, Green and Co. p. 22. ISBN 9781409797258. Retrieved July 15, 2010.
{{cite book}}: Check date values in:|date=(help) - Dunn, Max S. (December 1, 1932). "The synthesis of glycylglycine" (PDF). Journal of Biological Chemistry. 99 (1). American Society for Biochemistry and Molecular Biology: 217–220. ISSN 0021-9258. Retrieved August 9, 2010.
{{cite journal}}: Unknown parameter|coauthors=ignored (|author=suggested) (help) - "Biological buffers". Sigma-Aldrich. 2010. Retrieved August 9, 2010.
- Smith, Marshall E. (June 1, 1949). "Piperazine dihydrochloride and glycylglycine as non-toxic buffers in distilled water and sea water" (PDF). The Biological Bulletin. 96 (3). Woods Hole, MA: Marine Biological Laboratory: 233–237. doi:10.2307/1538357. ISSN 0006-3185. JSTOR 1538357. PMID 18153110. Retrieved August 9, 2010.
{{cite journal}}: Unknown parameter|coauthors=ignored (|author=suggested) (help)
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