立体化学
酰胺
丝氨酸
胺气处理
化学
链霉菌科
生物合成
放线菌
链霉菌
有机化学
生物
细菌
酶
遗传学
作者
Ayaka Tatsukawa,Yu Tanaka,Haruka Nagano,Atsushi Fukumoto,Yojiro Anzai,Kenji Arakawa
标识
DOI:10.1021/acs.jnatprod.2c00131
摘要
A new maniwamycin analogue, maniwamycin G, was isolated from Streptomyces sp. TOHO-M025 as a major product. Maniwamycin G has a molecular formula of C12H22N2O4, and its extensive NMR analysis revealed that maniwamycin G contains a methoxycarbonyl group instead of an amide as found in maniwamycin F. Its C-2 and C-3 configurations were determined to be (2R, 3R) by circular dichroism spectrum and a modified Mosher method, respectively. The biosynthetic origin of maniwamycin G was investigated using isotope-labeled compounds. The carbon source of maniwamycin G is four acetate units (C-1', C-2'; C-3', C-4'; C-5', C-6'; and C-4, C-5) and l-serine (C-1 to C-3). The nitrogen atom attached at C-2 (Nα) originates from serine, whereas the nitrogen atom of a hexen-1-yl amine unit (Nβ) is derived from glutamic acid. The quorum-sensing inhibitory activity of maniwamycin G was 2-fold lower than that of maniwamycin F.
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