Boyes-Korkis J M, Floss H G
Department of Chemistry BG-10, University of Washington, Seattle.
Prikl Biokhim Mikrobiol. 1992 Nov-Dec;28(6):844-57.
The biosynthetic pathway leading from L-tryptophan, mevalonic acid and methionine to the tetracyclic ergoline ring system of the ergot alkaloids in Claviceps species is reviewed. This pathway entails many mechanistically intriguing features. Recent studies are also discussed which reveal the stereochemical course of the isoprenylation of tryptophan and of the N-methylation of dimethylallyltryptophan (DMAT) and which shed some light on the likely steps leading from the open-chain precursors, N-methyl-DMAT to the tricyclic intermediate, chanoclavine-1. Finally, some plans are outlined to probe the evolutionary relationship of ergot alkaloid biosynthesis in fungi to that in higher plants of the family Convolvulaceae.
本文综述了在麦角菌属物种中，从L-色氨酸、甲羟戊酸和甲硫氨酸到麦角生物碱四环麦角灵环系的生物合成途径。该途径具有许多在机制上引人入胜的特征。还讨论了最近的研究，这些研究揭示了色氨酸异戊烯基化以及二甲基烯丙基色氨酸（DMAT）N-甲基化的立体化学过程，并对从开链前体N-甲基-DMAT到三环中间体chanoclavine-1的可能步骤提供了一些线索。最后，概述了一些计划，以探究真菌中麦角生物碱生物合成与旋花科高等植物中麦角生物碱生物合成的进化关系。
