Comparative Studies of the Biosynthetic Gene Clusters for Anthraquinone-Fused Enediynes Shedding Light into the Tailoring Steps of Tiancimycin Biosynthesis

Comparative analyses of the four known anthraquinone-fused enediynes biosynthetic gene clusters identified four genes, tnmE6, tnmH, tnmL, and tnmQ, unique to the tnm gene cluster. Larger scale fermentation of both the S. sp. CB03234 wild-type and the ΔtnmH and ΔtnmL mutant strains resulted in the ch...

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Bibliographic Details
Published in:Organic letters 2018-09, Vol.20 (18), p.5918-5921
Main Authors: Yan, Xiaohui, Chen, Jian-Jun, Adhikari, Ajeeth, Teijaro, Christiana N, Ge, Huiming, Crnovcic, Ivana, Chang, Chin-Yuan, Annaval, Thibault, Yang, Dong, Rader, Christoph, Shen, Ben
Format: Article
Language:English
Subjects:
Anthraquinones - chemistry
Anthraquinones - metabolism
Enediynes - chemistry
Enediynes - metabolism
Light
Molecular Structure
Multigene Family
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Summary:Comparative analyses of the four known anthraquinone-fused enediynes biosynthetic gene clusters identified four genes, tnmE6, tnmH, tnmL, and tnmQ, unique to the tnm gene cluster. Larger scale fermentation of both the S. sp. CB03234 wild-type and the ΔtnmH and ΔtnmL mutant strains resulted in the characterization of 20 new tiancimycin (TNM) congeners, including five enediynes. These findings enabled a proposal for the late stage of TNM biosynthesis featuring an intermediate possibly common for all anthraquinone-fused enediynes.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.8b02584