The biosynthesis of tropic acid: A reevaluation of the stereochemical course of the conversion of phenyllactate to tropate in Datura stramonium

被引：17
作者：
Chesters, NCJE
Walker, K
OHagan, D
Floss, HG
机构：
[1] UNIV DURHAM,DEPT CHEM,SCI LABS,DURHAM DH1 3LE,ENGLAND
[2] UNIV WASHINGTON,SEATTLE,WA 98195
来源：
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 1996年 / 118卷 / 04期
关键词：
D O I：
10.1021/ja9531485
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
[No abstract available]
引用
收藏
页码：925 / 926
页数：2
相关论文
共 14 条
[1]   THE BIOSYNTHESIS OF TROPIC ACID - THE STEREOCHEMICAL COURSE OF THE MUTASE INVOLVED IN HYOSCYAMINE BIOSYNTHESIS IN DATURA-STRAMONIUM [J].
CHESTERS, NCJE ;
OHAGAN, D ;
ROBINS, RJ ;
KASTELLE, A ;
FLOSS, HG .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1995, (02) :129-130
[2]   THE BIOSYNTHESIS OF TROPIC ACID IN PLANTS - EVIDENCE FOR THE DIRECT REARRANGEMENT OF 3-PHENYLLACTATE TO TROPATE [J].
CHESTERS, NCJE ;
OHAGAN, D ;
ROBINS, RJ .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1994, (09) :1159-1162
[3]   THE BIOSYNTHESIS OF TROPIC ACID - THE (R)-D-PHENYLLACTYL MOIETY IS PROCESSED BY THE MUTASE INVOLVED IN HYOSCYAMINE BIOSYNTHESIS IN DATURA-STRAMONIUM [J].
CHESTERS, NCJE ;
OHAGAN, D ;
ROBINS, RJ .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1995, (02) :127-128
[4]   ASYMMETRIC SYNTHESIS - PRODUCTION OF OPTICALLY-ACTIVE AMINO-ACIDS BY CATALYTIC-HYDROGENATION [J].
FRYZUK, MD ;
BOSNICH, B .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1977, 99 (19) :6262-6267
[5]  
GARSON MJ, 1979, CHEM SOC REV, P539
[6]   RECENT DEVELOPMENTS IN THE BIOSYNTHESIS OF THE TROPANE ALKALOIDS [J].
LEETE, E .
PLANTA MEDICA, 1990, 56 (04) :339-352
[7]   CHEMISTRY OF THE TROPANE ALKALOIDS .34. 1,2-MIGRATION OF HYDROGEN DURING THE BIOSYNTHESIS OF TROPIC ACID FROM PHENYLALANINE [J].
LEETE, E .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (23) :7271-7272
[8]   CHEMISTRY OF THE TROPANE ALKALOIDS .35. STEREOCHEMISTRY OF THE 1,2-MIGRATION OF THE CARBOXYL GROUP THAT OCCURS DURING THE BIOSYNTHESIS OF TROPIC ACID FROM PHENYLALANINE [J].
LEETE, E .
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1987, 65 (01) :226-228
[9]   USE OF C-13 NUCLEAR MAGNETIC-RESONANCE TO ESTABLISH THAT BIOSYNTHESIS OF TROPIC ACID INVOLVES AN INTRAMOLECULAR REARRANGEMENT OF PHENYLALANINE [J].
LEETE, E ;
KOWANKO, N ;
NEWMARK, RA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1975, 97 (23) :6826-6830
[10]   BIOSYNTHESIS AND METABOLISM OF THE TROPANE ALKALOIDS [J].
LEETE, E .
PLANTA MEDICA, 1979, 36 (02) :97-112
12