STERIC EFFECTS IN ACYLATION OF ALPHA-CHYMOTRYPSIN

被引:28
作者
MILSTIEN, JB
FIFE, TH
机构
[1] Department of Biochemistry, University of Southern California, Los Angeles, California
关键词
D O I
10.1021/bi00830a024
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The acylation of α-chymotrypsin by esters of p-nitrophenol has been investigated atvarious pH values at 25°. Esters studied included acetate, propionate, butyrate, hexanoate, isobutyrate, isovalerate, trimethylacetate, and 3,3-dimethylbutyrate. With the exception of p-nitrophenyl hexanoate, the reaction shows a normal steric order of reactivity, increased branching decreasing the rate of enzymatic acylation. Under the conditions of this study, the acylation reaction was experimentally second order. A plot of log (k2/Km)rel vs. the Taft steric effect constants, Es, was linear with a slope of 0.95 ± 0.22. This issimilarto the slope of log k3 vs. Es found in the deacylation reaction. © 1969, American Chemical Society. All rights reserved.
引用
收藏
页码:623 / &
相关论文
共 17 条
[1]   ON THE INTERPRETATION OF THE PH VARIATION OF THE MAXIMUM INITIAL VELOCITY OF AN ENZYME-CATALYZED REACTION [J].
ALBERTY, RA ;
MASSEY, V .
BIOCHIMICA ET BIOPHYSICA ACTA, 1954, 13 (03) :347-353
[2]   CURRENT STATUS OF ALPHA-CHYMOTRYPSIN MECHANISM [J].
BENDER, ML ;
KEZDY, FJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1964, 86 (18) :3704-&
[3]   KINETIC ISOTOPE EFFECTS OF DEUTERIUM OXIDE ON SEVERAL ALPHA-CHYMOTRYPSIN-CATALYZED REACTIONS [J].
BENDER, ML ;
HAMILTON, GA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1962, 84 (13) :2570-&
[4]   EFFECT OF APROTIC DIPOLAR ORGANIC SOLVENTS ON KINETICS OF ALPHA-CHYMOTRYPSIN-CATALYZED HYDROLYSES [J].
CLEMENT, GE ;
BENDER, ML .
BIOCHEMISTRY, 1963, 2 (04) :836-&
[5]  
Eadie GS, 1942, J BIOL CHEM, V146, P85
[6]  
FALLER L, 1966, J BIOL CHEM, V241, P4825
[7]  
FALLER LD, 1964, THESIS YALE U
[8]   STERIC EFFECTS IN DEACYLATION OF ACYL-CHYMOTRYPSINS [J].
FIFE, TH ;
MILSTIEN, JB .
BIOCHEMISTRY, 1967, 6 (09) :2901-&
[9]   STOPPED-FLOW APPARATUS FOR A ZEISS PMQ 2 SPECTROPHOTOMETER [J].
FRENCH, TC ;
BENKOVIC, SJ ;
BRUICE, TC .
REVIEW OF SCIENTIFIC INSTRUMENTS, 1965, 36 (06) :860-&
[10]   MECHANISM OF THE REACTION OF CHYMOTRYPSIN WITH PARA-NITROPHENYL ACETATE [J].
GUTFREUND, H ;
STURTEVANT, JM .
BIOCHEMICAL JOURNAL, 1956, 63 (04) :656-661