6341-94-2Relevant academic research and scientific papers
Efficient S-alkylation of cysteine in the presence of 1,1,3,3- tetramethylguanidine
W?ostowski, Marek,Czarnocka, Sylwia,MacIejewski, Piotr
experimental part, p. 5977 - 5979 (2010/11/21)
The synthesis of S-alkylated cysteine derivatives was carried out successfully in the presence of 1,1,3,3-tetramethylguanidine. Alkylation proceeded in high yields on unprotected amino acids and peptides containing a sulfhydryl group.
Synthesis and biological evaluation of N-mercaptoacylcysteine derivatives as leukotriene A4 hydrolase inhibitors
Enomoto, Hiroshi,Morikawa, Yuko,Miyake, Yurika,Tsuji, Fumio,Mizuchi, Maki,Suhara, Hiroshi,Fujimura, Ken-ichi,Horiuchi, Masato,Ban, Masakazu
scheme or table, p. 442 - 446 (2011/02/26)
We studied synthetic modifications of N-mercaptoacylamino acid derivatives to develop a new class of leukotriene A4 (LTA4) hydrolase inhibitors. S-(4-Dimethylamino)benzyl-l-cysteine derivative 2a (SA6541) showed inhibitory activity against LTA4 hydrolase (IC50, 270 nM) and selectivity over other metallopeptidases except angiotensin-converting enzyme (ACE, IC50, 520 nM). Modification at the para-substituent of the phenyl ring of compound 2a improved LTA4 hydrolase inhibitory activity as well as selectivity over ACE. Finally, we obtained S-(4-cyclohexyl)benzy-l-cysteine derivatives 11l and 16i as potent and selective LTA4 hydrolase inhibitors.
