Sungeidines from a non-canonical enediyne biosynthetic pathway

We report the genome-guided discovery of sungeidines, a class of microbial secondary metabolites with unique structural features. Despite evolutionary relationships with dynemicin-type enediynes, the sungeidines are produced by a biosynthetic gene cluster (BGC) that exhibits distinct differences fro...

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Main Authors: Low, Zhen Jie, Ma, Guang-Lei, Tran, Hoa Thi, Zou, Yike, Xiong, Juan, Pang, Limei, Nuryyeva, Selbi, Ye, Hong, Hu, Jin-Feng, Houk, K. N., Liang, Zhao-Xun
Other Authors: School of Biological Sciences
Format: Article
Language:English
Published: 2020
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Online Access:https://hdl.handle.net/10356/138953
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Institution: Nanyang Technological University
Language: English
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spelling sg-ntu-dr.10356-1389532023-02-28T17:10:13Z Sungeidines from a non-canonical enediyne biosynthetic pathway Low, Zhen Jie Ma, Guang-Lei Tran, Hoa Thi Zou, Yike Xiong, Juan Pang, Limei Nuryyeva, Selbi Ye, Hong Hu, Jin-Feng Houk, K. N. Liang, Zhao-Xun School of Biological Sciences Science::Biological sciences::Microbiology Science::Biological sciences::Biochemistry Natural Product Biosynthesis We report the genome-guided discovery of sungeidines, a class of microbial secondary metabolites with unique structural features. Despite evolutionary relationships with dynemicin-type enediynes, the sungeidines are produced by a biosynthetic gene cluster (BGC) that exhibits distinct differences from known enediyne BGCs. Our studies suggest that the sungeidines are assembled from two octaketide chains that are processed differently than those of the dynemicin-type enediynes. The biosynthesis also involves a unique activating sulfotransferase that promotes a dehydration reaction. The loss of genes, including a putative epoxidase gene, is likely to be the main cause of the divergence of the sungeidine pathway from other canonical enediyne pathways. The findings disclose the surprising evolvability of enediyne pathways and set the stage for characterizing the intriguing enzymatic steps in sungeidine biosynthesis. Submitted/Accepted version 2020-05-14T05:22:41Z 2020-05-14T05:22:41Z 2020 Journal Article Low, Z. J., Ma, G.-L., Tran, H. T., Zou, Y., Xiong, J., Pang, L., . . . Liang, Z.-X. (2020). Sungeidines from a non-canonical enediyne biosynthetic pathway. Journal of the American Chemical Society, 142(4), 1673-1679. doi:10.1021/jacs.9b10086 0002-7863 https://hdl.handle.net/10356/138953 10.1021/jacs.9b10086 31922407 2-s2.0-85078686655 4 142 1673 1679 en NRF-SBP-01 MOE2015-T2-2-026 Journal of the American Chemical Society This document is the Accepted Manuscript version of a Published Work that appeared in final form in Journal of the American Chemical Society, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see https://doi.org/10.1021/jacs.9b10086 application/pdf
institution Nanyang Technological University
building NTU Library
continent Asia
country Singapore
Singapore
content_provider NTU Library
collection DR-NTU
language English
topic Science::Biological sciences::Microbiology
Science::Biological sciences::Biochemistry
Natural Product
Biosynthesis
spellingShingle Science::Biological sciences::Microbiology
Science::Biological sciences::Biochemistry
Natural Product
Biosynthesis
Low, Zhen Jie
Ma, Guang-Lei
Tran, Hoa Thi
Zou, Yike
Xiong, Juan
Pang, Limei
Nuryyeva, Selbi
Ye, Hong
Hu, Jin-Feng
Houk, K. N.
Liang, Zhao-Xun
Sungeidines from a non-canonical enediyne biosynthetic pathway
description We report the genome-guided discovery of sungeidines, a class of microbial secondary metabolites with unique structural features. Despite evolutionary relationships with dynemicin-type enediynes, the sungeidines are produced by a biosynthetic gene cluster (BGC) that exhibits distinct differences from known enediyne BGCs. Our studies suggest that the sungeidines are assembled from two octaketide chains that are processed differently than those of the dynemicin-type enediynes. The biosynthesis also involves a unique activating sulfotransferase that promotes a dehydration reaction. The loss of genes, including a putative epoxidase gene, is likely to be the main cause of the divergence of the sungeidine pathway from other canonical enediyne pathways. The findings disclose the surprising evolvability of enediyne pathways and set the stage for characterizing the intriguing enzymatic steps in sungeidine biosynthesis.
author2 School of Biological Sciences
author_facet School of Biological Sciences
Low, Zhen Jie
Ma, Guang-Lei
Tran, Hoa Thi
Zou, Yike
Xiong, Juan
Pang, Limei
Nuryyeva, Selbi
Ye, Hong
Hu, Jin-Feng
Houk, K. N.
Liang, Zhao-Xun
format Article
author Low, Zhen Jie
Ma, Guang-Lei
Tran, Hoa Thi
Zou, Yike
Xiong, Juan
Pang, Limei
Nuryyeva, Selbi
Ye, Hong
Hu, Jin-Feng
Houk, K. N.
Liang, Zhao-Xun
author_sort Low, Zhen Jie
title Sungeidines from a non-canonical enediyne biosynthetic pathway
title_short Sungeidines from a non-canonical enediyne biosynthetic pathway
title_full Sungeidines from a non-canonical enediyne biosynthetic pathway
title_fullStr Sungeidines from a non-canonical enediyne biosynthetic pathway
title_full_unstemmed Sungeidines from a non-canonical enediyne biosynthetic pathway
title_sort sungeidines from a non-canonical enediyne biosynthetic pathway
publishDate 2020
url https://hdl.handle.net/10356/138953
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