Alkynyl phosphates are potent inhibitors of serine enzyme

FEBS Letters

Stang, Peter J.²  Shalitin, Channa¹  Shalitin, Yechiel¹  Fischer, David R.²  Segal, Dina¹ 

[1]Department of Biology, Technion-Israel Institute of Technology, Haifa 32000, Israel

[2]Department of Chemistry, University of Utah, Salt Lake City, UT 84112, USA

关键词: Alkynyl phosphate;    Covalent inhibition;    Serine enzyme;    AChE;    acetylcholinesterase;    BChE;    butyrylcholinesterase;    CT;    chymotrypsin;    t-BEDEP;    1-t-butylethynyl diethyl phosphate;    HDEP;    1-hexynyl diethyl phosphate;    PDEP;    1-propynyl diethyl phosphate;    DFP;    diisopropyl fluoro phosphate;    TCA;    trichloroacetic acid;    PAM;    pyridine aldoxime methiodide;    Z-Ala-pNP;    benzyloxycarbonyl-l-alanine p-nitrophenyl ester;    BAEE;    benzoylarginine ethyl ester;    ATEE;    acetyltyrosine ethyl ester;    PMSF;    phenylmethanesulfonyl fluoride;    cpm;    counts per minute;   

DOI  :  10.1016/0014-5793(96)00795-8

学科分类：生物化学/生物物理

来源: John Wiley & Sons Ltd.

【 摘 要 】

Propynyl, hexynyl and t-butylethynyl diethyl phosphates were found to be very powerful covalent inhibitors of serine enzymes. Esterases were inhibited with second-order rate constants of 10⁷–10⁸ M⁻¹ min⁻¹. Most proteases were inhibited with a rate constant of 10⁴–10⁵ M⁻¹ min⁻¹. By inhibiting chymotrypsin with (3-¹⁴C)-1-propynyl diethyl phosphate, it was established that inhibition was caused by binding of the phosphate group to the enzyme active site.

【 授权许可】

Unknown