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抗生素1233A(F-244)的生物合成及[14C]1233A的制备。

Biosynthesis of antibiotic 1233A (F-244) and preparation of [14C]1233A.

作者信息

Kumagai H, Tomoda H, Omura S

机构信息

Research Center for Biological Function, Kitasato Institute, Tokyo, Japan.

出版信息

J Antibiot (Tokyo). 1992 Apr;45(4):563-7. doi: 10.7164/antibiotics.45.563.

Abstract

The biosynthesis of antibiotic 1233A (F-244) was studied by feeding 13C-labeled precursors to the producing organism, Scopulariopsis sp. F-244. 13C NMR spectroscopy established that 1233A is derived from 4 methionines and 7 acetates. Seven acetates are condensed to form a hexaketide and 4 methyl residues from methionine are introduced into the main skeleton. The beta-lactone is derived from the alpha-carboxylic acid of the hexaketide. Since methionine was efficiently incorporated into 1233A, radiolabeled 1233A was prepared biosynthetically by feeding [14C]methionine to the producer. As a result, [14C]1233A was obtained with high specific radioactivity (27.2 muCi/mumols).

摘要

通过向抗生素1233A(F - 244)的产生菌帚霉属Scopulariopsis sp. F - 244投喂13C标记的前体物质,对其生物合成过程进行了研究。13C核磁共振光谱表明,1233A由4个甲硫氨酸和7个乙酸盐衍生而来。7个乙酸盐缩合形成一个六酮化合物,甲硫氨酸的4个甲基残基被引入到主骨架中。β - 内酯由六酮化合物的α - 羧酸衍生而来。由于甲硫氨酸能有效地掺入到1233A中,因此通过向产生菌投喂[14C]甲硫氨酸,生物合成制备了放射性标记的1233A。结果,获得了具有高比放射性(27.2 μCi/μmol)的[14C]1233A。

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