Ac-Cys-NHMe

Name: Ac-Cys-NHMe
Brand: Tocris Bioscience
SKU: 7936

Tocris Bioscience, part of Bio-Techne | Catalog # 7936

COA / SDS

Building block for the lysine acylation using conjugating enzymes (LACE) technique

Key Product Details

Description:	Building block for the lysine acylation using conjugating enzymes (LACE) technique
Chemical Name:	(2R)-2-(Acetylamino)-3-mercapto-N-methylpropanamide
Molecular Weight:	176.23

View Full Technical Details for Ac-Cys-NHMe

Technical Data
Citations

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 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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References for Ac-Cys-NHMe

References are publications that support the biological activity of the product.

Hofmann Lysine acylation using conjugating enzymes for site-specific modification and ubiquitination of recombinant proteins. Nat.Chem. 2020 PMID: 32929246
Levasseur Post-assembly modification of protein cages by Ubc9-mediated lysine acylation. Chembiochem 2022 PMID: 35951442