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Characterizing Post-PKS Modifications of 16-Demethyl-rifamycin Revealed Two Dehydrogenases Diverting the Aromatization Mode of Naphthalenic Ring in Ansamycin Biosynthesis

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摘要 The anti-tuberculous rifamycins belong to naphthalenic ansamycin based on the structure of aromatic chromophore.Herein,we explored the post-polyketide synthase(PkS)modifications in the biosynthesis of 16-demethyl-rifamycins via gene knockout,complementation and in vitro enzyme assays.The collective evidences showed that i)the aromatization of 8-hydroxyl-7,8-dihydronaphtoquinone was accomplished by the combined action of two dehydrogenases,Rifs and Rif;i)the acetylation and methylation of the macrocycle was carried out on naphthoquinone intermediates in preference to naphthol,by Rif-Orf20 and Rif-Orf14,respectively ii)the presence of Rifs/T homologs in ansamycin biosynthetic gene clusters corresponds to the dehydrogenation aromatization mode of dihydronaphthalene.These findings cast new insights into the naphthalene formation and post-PkS modification of ansamycins.
出处 《Chinese Journal of Chemistry》 SCIE CAS CSCD 2022年第13期1553-1558,共6页 中国化学(英文版)
基金 We thank the financial support from the National Natural Science Foundation of China(22137009 and 21907067).
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