PROBING THE SPECIFICITY OF THE S1-BINDING SITE OF SUBTILISIN CARLSBERG WITH BORONIC ACIDS

被引：14

作者：

KELLER, TH ^{[1
]}

SEUFERWASSERTHAL, P ^{[1
]}

JONES, JB ^{[1
]}

机构：

[1] UNIV TORONTO,LASH MILLER CHEM LABS,DEPT CHEM,80 ST GEORGE ST,TORONTO M5S 1A1,ONTARIO,CANADA

来源：

BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS | 1991年 / 176卷 / 01期

基金：

加拿大自然科学与工程研究理事会;

关键词：

D O I：

10.1016/0006-291X(91)90938-4

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 binding properties and limitations of the key S1 site of subtilisin Carlsberg have been probed with boronic acid inhibitors bearing structurally varied substituents ranging from small alkyl to large aromatic groups. The data permit structural features favoring, and disfavoring, good S1 binding to be clarified. In addition, applications of electrostatic energy calculations have identified a hitherto unsuspected region of positive potential in the fundamentally hydrophobic S1 pocket, whose interactions with electronegative substituents of inhibitors can make significant binding contributions. © 1991.

引用

页码：401 / 405

页数：5

共 32 条

[1] NORMAL-ALKYLBORONIC ACIDS AS BIFUNCTIONAL REVERSIBLE INHIBITORS OF ALPHA-CHYMOTRYPSIN [J].

ANTONOV, VK ;

IVANINA, TV ;

BEREZIN, IV ;

MARTINEK, K .

FEBS LETTERS, 1970, 7 (01) :23-&

[2] Derivatives of phenylboric acid, their preparation and action upon bacteria II Hydroxyphenylboric acids [J].

Bean, FR ;

Johnson, JR .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1932, 54 :4415-4425

[3] MAPPING ACTIVE SITE OF PAPAIN WITH AID OF PEPTIDE SUBSTRATES AND INHIBITORS [J].

BERGER, A ;

SCHECHTER, I .

PHILOSOPHICAL TRANSACTIONS OF THE ROYAL SOCIETY B-BIOLOGICAL SCIENCES, 1970, 257 (813) :249-+

[4] SERINE PROTEASE MECHANISM - STRUCTURE OF AN INHIBITORY COMPLEX OF ALPHA-LYTIC PROTEASE AND A TIGHTLY BOUND PEPTIDE BORONIC ACID [J].

BONE, R ;

SHENVI, AB ;

KETTNER, CA ;

AGARD, DA .

BIOCHEMISTRY, 1987, 26 (24) :7609-7614

[5] STRUCTURAL-ANALYSIS OF SPECIFICITY - ALPHA-LYTIC PROTEASE COMPLEXES WITH ANALOGS OF REACTION INTERMEDIATES [J].

BONE, R ;

FRANK, D ;

KETTNER, CA ;

AGARD, DA .

BIOCHEMISTRY, 1989, 28 (19) :7600-7609

[6] ALTERATION OF THE SPECIFICITY OF SUBTILISIN BPN' BY SITE-DIRECTED MUTAGENESIS IN ITS S1 AND S1' BINDING-SITES [J].

BONNEAU, PR ;

GRAYCAR, TP ;

ESTELL, DA ;

JONES, JB .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (03) :1026-1030

[7] ENZYME CATALYZED ASYMMETRIC HYDROLYSIS OF CHLORAL ACETYL METHYL ACETAL [J].

CHENEVERT, R ;

DESJARDINS, M ;

GAGNON, R .

CHEMISTRY LETTERS, 1990, (01) :33-34

[8]

CHENEVERT R, 1990, CAN J CHEM, P960

[9]

DAVIES HG, 1990, BIOTRANSFORMATIONS P, V5

[10] ENZYME-CATALYZED ACYLATION OF CASTANOSPERMINE AND 1-DEOXYNOJIRIMYCIN [J].

DELINCK, DL ;

MARGOLIN, AL .

TETRAHEDRON LETTERS, 1990, 31 (22) :3093-3096

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