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Submit ReviewAc-Cys-NHMe
Description: Building block for the lysine acylation using conjugating enzymes (LACE) technique
Chemical Name: (2R)-2-(Acetylamino)-3-mercapto-N-methylpropanamide
Biological Activity for Ac-Cys-NHMe
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.
Technical Data for Ac-Cys-NHMe
| M. Wt | 176.23 |
| Formula | C6H12N2O2S |
| Storage | Store at -20°C |
| CAS Number | 10061-65-1 |
| PubChem ID | 11949287 |
| InChI Key | RAHKYMLIVZZMIH-YFKPBYRVSA-N |
| Smiles | CNC([C@H](CS)NC(C)=O)=O |
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
Tocris products are intended for laboratory research use only, unless stated otherwise.
Solubility Data for Ac-Cys-NHMe
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| DMSO | 17.62 | 100 | |
| water | 17.62 | 100 |
Preparing Stock Solutions for Ac-Cys-NHMe
The following data is based on the product molecular weight 176.23. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 5.67 mL | 28.37 mL | 56.74 mL |
| 5 mM | 1.13 mL | 5.67 mL | 11.35 mL |
| 10 mM | 0.57 mL | 2.84 mL | 5.67 mL |
| 50 mM | 0.11 mL | 0.57 mL | 1.13 mL |
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Product Datasheets for Ac-Cys-NHMe
References for Ac-Cys-NHMe
References are publications that support the biological activity of the product.
Levasseur et al (2022) Post-assembly modification of protein cages by Ubc9-mediated lysine acylation. Chembiochem 23 e202200332 PMID: 35951442
Hofmann et al (2020) Lysine acylation using conjugating enzymes for site-specific modification and ubiquitination of recombinant proteins. Nat.Chem. 12 1008 PMID: 32929246
If you know of a relevant reference for Ac-Cys-NHMe, please let us know.
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Keywords: Ac-Cys-NHMe, Ac-Cys-NHMe supplier, lysine, acylation, using, conjugating, enzymes, LACE, SUMO, conjugation, Ubc9, Unnatural, Amino, Acids, Biochemicals, and, Molecular, Biology, 7936, Tocris Bioscience
Citations for Ac-Cys-NHMe
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