Biosynthesis of porphyrins and related macrocycles. Part 44. Synthetic and stereochemical studies on the proposed spiro intermediate for biosynthesis of the natural …
…, N Crockett, FJ Leeper, AR Battersby
文献索引：Cassidy, Mark A.; Crockett, Nigel; Leeper, Finian J.; Battersby, Alan R. Journal of the Chemical Society - Perkin Transactions 1, 1996 , # 17 p. 2079 - 2090
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.
