| Identification | Back Directory | [Name]
Propanamide, 2-(acetylamino)-3-mercapto-N-methyl-, (2R)- | [CAS]
10061-65-1 | [Synonyms]
Propanamide, 2-(acetylamino)-3-mercapto-N-methyl-, (2R)- | [Molecular Formula]
C6H12N2O2S | [MOL File]
10061-65-1.mol | [Molecular Weight]
176.24 |
| Chemical Properties | Back Directory | [Melting point ]
196-197 °C | [Boiling point ]
454.7±40.0 °C(Predicted) | [density ]
1.145±0.06 g/cm3(Predicted) | [solubility ]
Soluble to 100 mM in DMSO and to 100 mM in water | [pka]
9.06±0.10(Predicted) |
| Hazard Information | Back Directory | [Uses]
Ac-Cys-NHMe is a Cys dipeptide with thiol group[1]. | [Biological Activity]
Ac-Cys-NHMe is a non-canonical amino acid that is an essential building block for lysine acylation using conjugating enzymes (LACE) technique. LACE is a chemoenzymatic approach that uses an E2 small ubiquitin-like modifier (SUMO)-conjugating enzyme, Ubc9, to conjugate peptide thioesters containing a C-terminal ubiquitin-derived sequence (LRLRGG) to a lysine residue located in a recognition sequence (IKQE) on a protein via an isopeptide bond. Ac-Cys-NHMe can be reacted with a peptide hydrazide to form a reactive peptide thioester, which is the substrate for Ubc9. LACE enables the site-specific modification of proteins at lysine residues to allow attachment of biochemical probes such as fluorophores to proteins or to engineer proteins for site-specific delivery. | [storage]
Store at -20°C | [References]
[1] Joo Yun Lee, et al. Conformational preferences and pKa value of cysteine residue. J Phys Chem B. 2008 Sep 11;112(36):11189-93. DOI:10.1021/jp8052423 |
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