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• W2072133050 abstract "The role of hydrophobic and electronic effects on the kinetic constants kcat and Km for the papain hydrolysis of a series of 22 substituted N-benzoylglycine pyridyl esters was investigated. The series studied comprises a wide variety of substituents on the N-benzoyl ring, with about a 300,000-fold range in their hydrophobicities, and 2.1-fold range in their electronic Hammet constants (sigma). It was found that the variation in the log kcat and log 1/Km constants could be explained by the following quantitative-structure activity relationships (QSAR): log 1/Km = 0.40 pi 4 + 4.40 and log 1/kcat = 0.45 sigma + 0.18. The substituent constant, pi 4, is the hydrophobic parameter for the 4-N-benzoyl substituents. QSAR analysis of two smaller sets of glycine phenyl and methyl esters produced similar results. A clear separation of the substituent effects indicates that in the case of these particular esters, acylation appears to be the rate limiting catalytic step." @default.
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• W2072133050 date "1991-08-01" @default.
• W2072133050 modified "2023-09-25" @default.
• W2072133050 title "Separation of electronic and hydrophobic effects for the papain hydrolysis of substituted N-benzoylglycine esters" @default.
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• W2072133050 doi "https://doi.org/10.1016/0167-4838(91)90022-r" @default.
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