STEREOCHEMISTRY OF THE REARRANGEMENT OF CHORISMATE TO PREPHENATE - CHORISMATE MUTASE INVOLVES A CHAIR TRANSITION-STATE

被引:125
作者
SOGO, SG
WIDLANSKI, TS
HOARE, JH
GRIMSHAW, CE
BERCHTOLD, GA
KNOWLES, JR
机构
[1] MIT,DEPT CHEM,CAMBRIDGE,MA 02139
[2] HARVARD UNIV,DEPT CHEM,CAMBRIDGE,MA 02138
关键词
D O I
10.1021/ja00321a039
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
引用
收藏
页码:2701 / 2703
页数:3
相关论文
共 15 条
[1]   MOLECULAR-ORBITAL STUDIES OF ENZYME CATALYZED REACTIONS - REARRANGEMENT OF CHORISMATE TO PREPHENATE [J].
ANDREWS, PR ;
HADDON, RC .
AUSTRALIAN JOURNAL OF CHEMISTRY, 1979, 32 (09) :1921-1929
[2]   TRANSITION-STATE STABILIZATION AND ENZYMIC CATALYSIS - KINETIC AND MOLECULAR-ORBITAL STUDIES OF REARRANGEMENT OF CHORISMATE TO PREPHENATE [J].
ANDREWS, PR ;
SMITH, GD ;
YOUNG, IG .
BIOCHEMISTRY, 1973, 12 (18) :3492-3498
[3]   REARRANGEMENT OF CHORISMATE TO PREPHENATE - USE OF CHORISMATE MUTASE INHIBITORS TO DEFINE TRANSITION-STATE STRUCTURE [J].
ANDREWS, PR ;
CAIN, EN ;
RIZZARDO, E ;
SMITH, GD .
BIOCHEMISTRY, 1977, 16 (22) :4848-4852
[4]   MINDO/2 STUDY OF COPE REARRANGEMENT [J].
BROWN, A ;
DEWAR, MJS ;
SCHOELLER, W .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1970, 92 (18) :5516-+
[5]   COPE REARRANGEMENT - MINDO-3 STUDIES OF REARRANGEMENTS OF 1,5-HEXADIENE AND BICYCLO[2.2.0]HEXANE [J].
DEWAR, MJS ;
FORD, GP ;
MCKEE, ML ;
RZEPA, HS ;
WADE, LE .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1977, 99 (15) :5069-5073
[6]  
GRIMSHAW CE, 1982, J BIOL CHEM, V257, P596
[7]  
GRIMSHAW CE, 1984, J AM CHEM S, V106, P2700
[8]  
Haslam E., 1974, SHIKIMATE PATHWAY
[9]   CHEMICAL SYNTHESIS OF STEREOSELECTIVELY LABELED [9-H-2,H-3] CHORISMATE [J].
HOARE, JH ;
BERCHTOLD, GA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (09) :2700-2701
[10]   SHIKIMATE PATHWAY .5. CHORISMIC ACID AND CHORISMATE MUTASE [J].
IFE, RJ ;
BALL, LF ;
LOWE, P ;
HASLAM, E .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1976, (16) :1776-1783