Thiolsubtilisin acts as an acetyltransferase in organic solvents.
The catalytic mechanism of arylamine N-acetyltransferase has been proposed to involve Cys-His-Asp as its catalytic triad. Thiolsubtilisin, a chemically modified enzyme that has a catalytic triad of Cys-His-Asp at the active site, mimics the catalysis of arylamine N-acetyltransferase, serotonin N-acetyltransferase, histone N-acetyltransferase and amino acid N-acetyltransferase. Thiolsubtilisin not only can catalyze amino acid transacetylation, but is also able to catalyze amine transacetylation. Ethyl acetate was used as the acylating reagent to form N-acetyl amino acids and amines in organic solvents with moderate yield. Hence, these findings broaden our understanding of the structural features required for N-acetyltransferases activity as well as provide a structural relationship between cysteine protease and other N-acyltransferases.
Tai
Dar Fu
DF
Department of Chemistry, National Dong-Hwa University, Hualien, Taiwan. dftai@mail.ndhu.edu.tw
Liaw
Wen Chen
WC
D000085:Acetates / Q000378:metabolism*; D000105:Acetyl Coenzyme A / Q000378:metabolism; D000107:Acetylation; D000123:Acetyltransferases / Q000737:chemistry / Q000378:metabolism*; D000588:Amines / Q000378:metabolism*; D000596:Amino Acids / Q000378:metabolism*; D020134:Catalytic Domain; D003546:Cysteine Endopeptidases / Q000737:chemistry / Q000378:metabolism; D004800:Enzymes, Immobilized / Q000378:metabolism; D004987:Ethers; D000432:Methanol; D018716:Molecular Mimicry; D012997:Solvents; D013379:Substrate Specificity; D013381:Subtilisins / Q000737:chemistry / Q000378:metabolism*
D000085:Acetates; D000588:Amines; D000596:Amino Acids; D004800:Enzymes, Immobilized; D004987:Ethers; D012997:Solvents; D000105:Acetyl Coenzyme A; C007650:ethyl acetate; C011779:diisopropyl ether; D000123:Acetyltransferases; D013381:Subtilisins; C022743:thiolsubtilisins; D003546:Cysteine Endopeptidases; D000432:Methanol