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Application of quantitative structure-activity relationship modeling to the evaluation of the changes in enzymatic activity of carboxypeptidase Y upon chemical modifications.

Abstract：

:A series of 18 phenacyl bromide and iodoacetamide analogues have been synthesized and used to alkylate Met-398 situated in the S'1 binding site of carboxypeptidase Y. The course of the reactions was monitored by measurements of the peptidase and esterase activities. All except four of the reagents reacted selectively, and from these preparations the modified enzymes were purified and kinetically characterized toward a methyl ester substrate and a peptide substrate with a large leaving group in the P'1 position. The Km, kcat, and kcat/Km for the hydrolysis of these substrates have been quantitatively correlated to parameters describing the properties of the modification reagents. The esterase activity depends only on the steric bulk of the para-substituents with the phenacyl-modified enzymes, but on both steric and electronic factors of the N-alkyl substituents with the acetamide modified enzymes. The peptidase activity, on the other hand, is dependent on steric and electronic factors with both types of modified enzymes.

journal_name

Arch Biochem Biophys

journal_title

Archives of biochemistry and biophysics

authors

Kanstrup A,Breddam K,Buchardt O

doi

10.1006/abbi.1993.1358

subject

Has Abstract

pub_date

1993-08-01 00:00:00

pages

332-7

issue

2

eissn

0003-9861

issn

1096-0384

pii

S0003-9861(83)71358-5

journal_volume

304

pub_type

杂志文章

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