ENZYMATIC CARBOXYL TRANSFER FROM N-CARBOXYBIOTIN - A MOLECULAR-ORBITAL EVALUATION OF CONFORMATIONAL EFFECTS IN PROMOTING REACTIVITY

被引:24
作者
THATCHER, GRJ [1 ]
POIRIER, R [1 ]
KLUGER, R [1 ]
机构
[1] UNIV TORONTO,LASH MILLER CHEM LABS,DEPT CHEM,TORONTO M5S 1A1,ONTARIO,CANADA
关键词
D O I
10.1021/ja00270a031
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
引用
收藏
页码:2699 / 2704
页数:6
相关论文
共 40 条
[1]   STEREOCHEMIE DER ENZYMATISCHEN CARBOXYLIERUNG VON (2R)-2-3H-PROPIONYL-COENZYM A [J].
ARIGONI, D ;
LYNEN, F ;
RETEY, J .
HELVETICA CHIMICA ACTA, 1966, 49 :311-&
[2]   INTRAMOLECULAR NUCLEOPHILIC-ATTACK ON CARBOXYLATE BY UREIDE ANION - GENERAL ACID-BASE CATALYSIS OF THE ALKALINE CYCLIZATION OF 2,2,3,5-TETRAMETHYLHYDANTOIC ACID [J].
BLAGOEVA, IB ;
POJARLIEFF, IG ;
KIRBY, AJ .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1984, (04) :745-751
[4]   BIOTIN-BOUND CO2 AND MECHANISM OF ENZYMATIC CARBOXYLATION REACTIONS [J].
BRUICE, TC ;
HEGARTY, AF .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1970, 65 (04) :805-&
[5]  
Buergi H. B., 1983, ACCOUNTS CHEM RES, V16, P153
[6]  
BUERGI HB, 1974, TETRAHEDRON, V30, P1563
[7]   STUDIES OF MECHANISM OF BIOTIN CATALYSIS [J].
CAPLOW, M .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1965, 87 (24) :5774-&
[8]   STUDIES ON MECHANISM OF BIOTIN CATALYSIS .2. [J].
CAPLOW, M ;
YAGER, M .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1967, 89 (17) :4513-&
[9]   STRUCTURAL CHARACTERISTICS OF THE CARBOXYLIC AMIDE GROUP [J].
CHAKRABARTI, P ;
DUNITZ, JD .
HELVETICA CHIMICA ACTA, 1982, 65 (05) :1555-1562
[10]   CRYSTAL AND MOLECULAR-STRUCTURE OF D,L-DETHIOBIOTIN - ROLE OF SULFUR IN BIOTIN STEREOCHEMISTRY [J].
CHEN, CS ;
PARTHASARATHY, R ;
DETITTA, GT .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1976, 98 (16) :4983-4990