Benzoylamidoacetonitrile is bound as a thioimidate in the active site of papain.
作者： J R Brisson , P R Carey , A C Storer
DOI: 10.1016/S0021-9258(18)67618-5
关键词:
摘要: 13C NMR spectroscopy has been used to demonstrate that 13CN-labeled benzoylamidoacetonitrile forms a covalent adduct with the thiol group of cysteine 25 in active site papain. Spectral comparison model compounds indicates is thioimidate. On basis proposed mechanism for formation thioimidate, it concluded -CH2C(= NH)S--imino nitrogen does not sit same manner as ester carbonyl oxygen acyl enzyme (or oxyanion tetrahedral intermediate). Thus, this sense stabilization thioimidate reflect similarity structure between bound and transition state.
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