Biosynthesis of hibarimicins -: I.: 13C-labeling experiments

Biosynthesis of hibarimicins -: I.: 13C-labeling experiments
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DOI:
10.7164/antibiotics.55.46
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发表时间:
2002-01-01
影响因子:
3.3
通讯作者:
Oki, T
Oki, T
中科院分区:
医学4区
文献类型:
--
作者:
Hori, H;Kajiura, T;Oki, T

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利用C-13标记的乙酸酯进行饲喂实验,研究了组巴米星的生物合成。除了甲氧基碳以外,配基中的所有碳都来自乙酸酯。糖苷元的碳骨架是通过中间体的二聚化而构建的,中间体是从十一酮开始经过脱羧基和骨架重排生物合成的。通过检测[1,2-C-13(2)]乙酸钠标记的组胺B的选择性C-13解偶联谱中两个碳之间的长程(三键)偶联,证实了重排。
Biosynthesis of hibarimicin was studied based on the feeding experiments with C-13 labeled acetates. All carbons in the aglycon, except for the methoxy carbons, were derived from acetate. The carbon framework of the aglycon was proved to be constructed by dimerization of an intermediate which was biosynthesized via the decarboxylation and skeltal rearrangement starting from an undecaketide. The rearrangement was confirmed by detecting the long range (three-bond) coupling between two carbons in the difference spectra of selective C-13 decouplcd INADEQUATE of hibarimicin B labeled with sodium [1,2-C-13(2)] acetate.