Structure of a Putative Fluorinated Natural Product from Streptomyees sp TC1

Structure of a Putative Fluorinated Natural Product from Streptomyees sp TC1
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DOI:
10.1021/np500643g
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发表时间:
2014-11-01
影响因子:
5.1
通讯作者:
Gulder, Tobias A. M.
Gulder, Tobias A. M.
中科院分区:
生物学2区
文献类型:
--
作者:
Aldemir, Hueya;Kohlhepp, Stefanie V.;Gulder, Tobias A. M.

文献摘要

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含氟的天然产品极为罕见。因此,最近有关细菌次生代谢物3-(3,5-二叔丁基-4-氟苯基)丙酸的分离和生物活性的报道非常引人注目。该化合物含有迄今为止在任何天然产品中已知的第一个芳香氟取代基。在产生菌链霉菌中发现一种能够芳香氟化的酶的前景。Tc1立即引起了我们的兴趣。对最初报道的氟代谢物的分析数据进行了仔细的检查,发现了不一致的地方,这促使我们验证了报告的结构。这些努力的结果载于本来文。
Fluorine-containing natural products are extremely rare. The recent report on the isolation and biological activity of the bacterial secondary metabolite 3-(3,5-di-tert-butyl-4-fluorophenyl)propionic acid was thus highly remarkable. The compound contained the first aromatic fluorine substituent known to date in any natural product. The promise to discover an enzyme capable of aromatic fluorination in the producing strain Streptomyces sp. TC1 prompted our immediate interest. A close inspection of the originally reported analytical data of the fluoro metabolite revealed inconsistencies that triggered us to validate the reported structure. The results of these efforts are presented in this communication.