Direct observation of thiol ester formation between an enzyme and an active site directed inhibitor by FT-IR

Chemistry Letters

Volumn , Issue 3, 1996, Pages 195-196

  Kawasaki, Takayasu ^a   Fujioka, Yuji ^b   Saito, Koji ^b   Ohta, Hiromichi ^a  

^a KEIO UNIVERSITY   (Japan)

^b NIPPON STEEL CORPORATION   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0030529428     PISSN: 03667022     EISSN: None     Source Type: Journal    
DOI: 10.1246/cl.1996.195     Document Type: Article

References (8)

1. K. Miyamoto and H. Ohta, J. Am. Chem. Soc., 112, 4077 (1990).
2. P. D. Boyer, "The Enzyme," 6, Academic Press, New York (1975). For example, the decarboxylation catalyzed by malonyl-CoA decarboxylase, which contains biotin, proceeds via enzyme-bound malonyl thiol ester intermediate.
3. K. Miyamoto and H. Ohta, Appl. Microbiol. Biotechnol., 38, 234 (1992).
4. T. Kawasaki, M. Watanabe, and H. Ohta, Bull. Chem. Soc. Jpn., 68, 2017 (1995).
5. 3). The observed mass number of native enzyme was 24766 (calcd: 24734) and that of the enzyme-inhibitor complex was 24967 (calcd: 24931 in the case of thiol ester formation). Resolution is ± 6. The detailed method was shown in Ref. 4.
6. "Infrared Spectroscopy Atlas Advisory Committee, An Infrared Spectroscopy Atlas for the Coating Industry," 1, 8, 502 (1991), [Federation of Societies for Coatings Technology].
7. In an analogous manner, thiol ester bonds formation are also observed to give peptide bonds on ribosomal enzyme and antibiotic, such as gramicidin S or Tyrocidine, biosynthesis. F. Lipmann, Acc. Chem. Res., 6, 361 (1973).
8. K. Miyamoto, S. Tsuchiya, and H. Ohta, J. Am. Chem. Soc., 114, 6256 (1992).