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

Xiaohui Yan; Jian Jun Chen; Ajeeth Adhikari; Christiana N. Teijaro; Huiming Ge; Ivana Crnovcic; Chin-Yuan Chang; Thibault Annaval; Dong Yang; Christoph Rader; Ben Shen

doi:10.1021/acs.orglett.8b02584

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

Xiaohui Yan, Jian Jun Chen, Ajeeth Adhikari, Christiana N. Teijaro, Huiming Ge, Ivana Crnovcic, Chin-Yuan Chang, Thibault Annaval, Dong Yang, Christoph Rader, Ben Shen^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

37 Scopus citations

Abstract

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.

Original language	English
Pages (from-to)	5918-5921
Number of pages	4
Journal	Organic Letters
Volume	20
Issue number	18
DOIs	https://doi.org/10.1021/acs.orglett.8b02584
State	Published - 21 Sep 2018

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Yan, X., Chen, J. J., Adhikari, A., Teijaro, C. N., Ge, H., Crnovcic, I., Chang, C.-Y., Annaval, T., Yang, D., Rader, C., & Shen, B. (2018). Comparative Studies of the Biosynthetic Gene Clusters for Anthraquinone-Fused Enediynes Shedding Light into the Tailoring Steps of Tiancimycin Biosynthesis. Organic Letters, 20(18), 5918-5921. https://doi.org/10.1021/acs.orglett.8b02584

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

abstract = "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.",

author = "Xiaohui Yan and Chen, {Jian Jun} and Ajeeth Adhikari and Teijaro, {Christiana N.} and Huiming Ge and Ivana Crnovcic and Chin-Yuan Chang and Thibault Annaval and Dong Yang and Christoph Rader and Ben Shen",

year = "2018",

month = sep,

day = "21",

doi = "10.1021/acs.orglett.8b02584",

language = "English",

volume = "20",

pages = "5918--5921",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

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Yan, X, Chen, JJ, Adhikari, A, Teijaro, CN, Ge, H, Crnovcic, I, Chang, C-Y, Annaval, T, Yang, D, Rader, C & Shen, B 2018, 'Comparative Studies of the Biosynthetic Gene Clusters for Anthraquinone-Fused Enediynes Shedding Light into the Tailoring Steps of Tiancimycin Biosynthesis', Organic Letters, vol. 20, no. 18, pp. 5918-5921. https://doi.org/10.1021/acs.orglett.8b02584

TY - JOUR

T1 - Comparative Studies of the Biosynthetic Gene Clusters for Anthraquinone-Fused Enediynes Shedding Light into the Tailoring Steps of Tiancimycin Biosynthesis

AU - Yan, Xiaohui

AU - Chen, Jian Jun

AU - Adhikari, Ajeeth

AU - Teijaro, Christiana N.

AU - Ge, Huiming

AU - Crnovcic, Ivana

AU - Chang, Chin-Yuan

AU - Annaval, Thibault

AU - Yang, Dong

AU - Rader, Christoph

AU - Shen, Ben

PY - 2018/9/21

Y1 - 2018/9/21

N2 - 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.

AB - 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.

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U2 - 10.1021/acs.orglett.8b02584

DO - 10.1021/acs.orglett.8b02584

M3 - Article

C2 - 30212211

AN - SCOPUS:85053664684

SN - 1523-7060

VL - 20

SP - 5918

EP - 5921

JO - Organic Letters

JF - Organic Letters

IS - 18

ER -

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

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