diglycine
Sign in to saveAlso known as Gly-Gly, N-glycylglycine, glycine dipeptide, [(aminoacetyl)amino]acetic acid, Gly2, 2-(aminoacetamido)acetic acid, alpha-Glycylglycine, N-GLYCYL- Glycine
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.
Research
1,180 papers- Autohydrolysis of Diglycine-Activated Succinic Esters Boosts Cellular Uptake.Angewandte Chemie (International ed. in English) · 2023
- Systematic and quantitative assessment of the ubiquitin-modified proteome.Molecular cell · 2011
- Glycine, Diglycine, and Triglycine Exhibit Different Reactivities in the Formation and Degradation of Amadori Compounds.Journal of agricultural and food chemistry · 2022
- Diglycine Enables Rapid Intrabacterial Hydrolysis for Activating Anbiotics against Gram-negative Bacteria.Angewandte Chemie (International ed. in English) · 2019
- Recognition of the Diglycine C-End Degron by CRL2(KLHDC2) Ubiquitin Ligase.Molecular cell · 2018
via PubMed
Wikidata facts
- Mass
- 132.053
Show 3 more facts
- chemical formula
- C₄H₈N₂O₃
- canonical SMILES
- C(C(=O)NCC(=O)O)N
- isomeric SMILES
- C(/C(=N/CC(=O)O)/O)N
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Article
1 sectionsContents
- 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.