Studies on the Biosynthesis of Asperparaline A: Origin of the Spirosuccinimde Ring System
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- 作者：Chandele R. Gray ; Juan F. Sanz-Cervera ; Louis A. Silks ; and Robert M. Williams
- 刊名：Journal of the American Chemical Society
- 出版年：2003
- 出版时间：December 3, 2003
- 年：2003
- 卷：125
- 期：48
- 页码：14692 - 14693
- 全文大小：55K
- 年卷期：v.125,no.48(December 3, 2003)
- ISSN：1520-5126
文摘
The primary amino acid building blocks that constitute asperparaline A have been determined through feeding and incorporation of 13C-labeled intermediates. The 
-methyl proline residue is constituted from (S)-isoleucine, the novel spiro-succinime moiety is derived from the oxidative degradation of (S)-tryptophan, and (S)-adenosylmethionine contributes the two N-methyl residues. In addition, it was found that the incorporation of 13C-labeled acetate into the single isoprene unit clearly demonstrates that the isoprene moiety is derived from the mevalonate pathway.
-methyl proline residue is constituted from (S)-isoleucine, the novel spiro-succinime moiety is derived from the oxidative degradation of (S)-tryptophan, and (S)-adenosylmethionine contributes the two N-methyl residues. In addition, it was found that the incorporation of 13C-labeled acetate into the single isoprene unit clearly demonstrates that the isoprene moiety is derived from the mevalonate pathway.