1420-88-8
Chemical Structure
N,S-Diacetylcysteamine
- CAS No.: 1420-88-8
- Formula:C6H11NO2S
- Molecular Weight:161.22
InChIKey: UZLRPNHVKXCOHS-UHFFFAOYSA-N
SMILES: O=C(C)SCCNC(C)=O
Biological Activity: N,S-Diacetylcysteamine is an N-acetylcysteamine thioester (SNAc) derivative that serves as an acetyl donor, substrate, substrate inhibitor, condensing agent, and acyl donor. N,S-Diacetylcysteamine acts as an acetyl donor in the INH (Isoniazid) (HY-B0329) acetylation reaction in rhesus monkey liver homogenate, functions as a substrate for pigeon liver arylamine acetylase, and exhibits substrate inhibition against both systems at excessively high concentrations. N,S-Diacetylcysteamine acts as a substrate for peptidoglycan O-acetyltransferase B (PatB) to mediate the acetylation modification of peptidoglycan, and serves as a thioester model for the thioester groups of acetyl-CoA and acyl carrier protein[1][2][3][4].
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N,S-Diacetylcysteamine | N,S-Diacetylcysteamine is an N-acetylcysteamine thioester (SNAc) derivative that serves as an acetyl donor, substrate, substrate inhibitor, condensing agent, and acyl donor. N,S-Diacetylcysteamine acts as an acetyl donor in the INH (Isoniazid) (HY-B0329) acetylation reaction in rhesus monkey liver homogenate, functions as a substrate for pigeon liver arylamine acetylase, and exhibits substrate inhibition against both systems at excessively high concentrations. N,S-Diacetylcysteamine acts as a substrate for peptidoglycan O-acetyltransferase B (PatB) to mediate the acetylation modification of peptidoglycan, and serves as a thioester model for the thioester groups of acetyl-CoA and acyl carrier protein. | |||||||||||||||||||||
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References
- [1]. Wang Y, et al. Postsynthetic Modification of Bacterial Peptidoglycan Using Bioorthogonal N-Acetylcysteamine Analogs and Peptidoglycan O-Acetyltransferase B. Journal of the American Chemical Society. 2017 Oct 04;139(39):13596-13599. [Content Brief]
- [2]. Goedde HW, et al. Individual different response to drugs: characterisation of an INH-acetylating system in rhesus monkeys. Biochem Pharmacol. 1967 Sep 9;16(9):1793-9. [Content Brief]
- [3]. Weber AL, et al. Formation of pyrophosphate, tripolyphosphate, and phosphorylimidazole with the thioester, n, s-diacetyl-cysteamine, as the condensing agent. Journal of molecular evolution. 1981;18(1):24-9. [Content Brief]
- [4]. Lienhard GE, et al. The Reaction of Carbanions with N,S‑Diacetylcysteamine. A Model for Enzymatic Carbon‑Carbon Condensation. Journal of the American Chemical Society. 1965 Sep 1;87(17):3863‑3874. doi:[10.1021/ja01095a013](https://doi.org/10.1021/ja01095a013)
