Biosynthesis of porphyrins and related macrocycles .44. Synthetic and stereochemical studies on the proposed spiro intermediate for biosynthesis of the natural porphyrins

被引：9

作者：

Cassidy, MA ^{[1
]}

Crockett, N ^{[1
]}

Leeper, FJ ^{[1
]}

Battersby, AR ^{[1
]}

机构：

[1] UNIV CAMBRIDGE,CHEM LAB,CAMBRIDGE CB2 1EW,ENGLAND

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1996年 / 17期

关键词：

D O I：

10.1039/p19960002079

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A route is devised for synthesis of both enantiomers of the spiro lactam 4. The enzyme uroporphyrinogen III synthase (cosynthetase), which converts hydroxymethylbilane 1 into uroporphyrinogen III 3, is competitively inhibited more than twenty times more strongly by one enantiomer of 4 than by the other. This finding adds further strong support to the view that cosynthetase acts by generating the spiro pyrrolenine 2 as an intermediate.

引用

页码：2079 / 2090

页数：12

共 23 条

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