PROSTACYCLIN - EVIDENCE THAT INTRAMOLECULAR GENERAL-ACID CATALYSIS BY ITS CARBOXYLIC-ACID GROUP IS RESPONSIBLE FOR THE EXTRA HYDROLYTIC LABILITY

被引：33
作者：
CHIANG, Y
CHO, MJ
EUSER, BA
KRESGE, AJ
机构：
[1] UNIV TORONTO,DEPT CHEM,TORONTO M5S 1A4,ONTARIO,CANADA
[2] UPJOHN CO,PHARM RES UNIT,KALAMAZOO,MI 49001
来源：
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 1986年 / 108卷 / 14期
关键词：
D O I：
10.1021/ja00274a057
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
引用
收藏
页码：4192 / 4196
页数：5
相关论文
共 39 条
[1]  
Albery W. J., 1975, PROTON TRANSFER REAC, P263
[2]   PROSTACYCLIN AND SYNTHETIC ANALOGS [J].
BARTMANN, W ;
BECK, G .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1982, 21 (10) :751-764
[3]  
BATES RG, 1973, DETERMINATION PH THE, P49
[4]  
BELL RP, 1973, PROTON CHEM, P75
[5]   VINYL ETHER HYDROLYSIS .11. EFFECT OF ALPHA-PHENYL SUBSTITUTION [J].
CHIANG, Y ;
CHWANG, WK ;
KRESGE, AJ ;
ROBINSON, LH ;
SAGATYS, DS ;
YOUNG, CI .
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1978, 56 (04) :456-460
[6]   ACID-CATALYZED HYDROLYSIS OF PROSTACYCLIN - ORIGIN OF THE UNUSED LABILITY [J].
CHIANG, Y ;
KRESGE, AJ ;
CHO, MJ .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1979, (03) :129-130
[7]   CHEMICAL STABILITY OF PROSTACYCLIN (PGI2) IN AQUEOUS-SOLUTIONS [J].
CHO, MJ ;
ALLEN, MA .
PROSTAGLANDINS, 1978, 15 (06) :943-954
[8]   VINYL ETHER HYDROLYSIS .8. ELECTROSTATIC EFFECTS PRODUCED BY NEGATIVELY CHARGED CATALYSTS [J].
CHWANG, WK ;
ELIASON, R ;
KRESGE, AJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1977, 99 (03) :805-808
[9]   EVIDENCE FOR A CHANGE IN RATE-DETERMINING STEP IN ACID-CATALYZED HYDROLYSIS OF A VINYL ETHER [J].
COOPER, JD ;
VITULLO, VP ;
WHALEN, DL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1971, 93 (23) :6294-&
[10]   SYNTHESIS OF VANES PROSTAGLANDIN X,6,9ALPHA-OXIDO-9ALPHA,15ALPHA-DIHYDROXYPROSTA-(Z)5,(E)13-DIENOIC ACID [J].
COREY, EJ ;
KECK, GE ;
SZEKELY, I .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1977, 99 (06) :2006-2008
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