Genetic Characterization of Neosartorin Biosynthesis Provides Insight into Heterodimeric Natural Product Generation

Yudai Matsuda; Charlotte H. Gotfredsen; Thomas O. Larsen

doi:10.1021/acs.orglett.8b03123

Genetic Characterization of Neosartorin Biosynthesis Provides Insight into Heterodimeric Natural Product Generation

Yudai Matsuda^*, Charlotte H. Gotfredsen, Thomas O. Larsen^*

^*Corresponding author for this work

Department of Chemistry

Research output: Journal Publications and Reviews › RGC 21 - Publication in refereed journal › peer-review

55 Citations (Scopus)

Abstract

A biosynthetic gene cluster of the fungal xanthone heterodimer neosartorin (1) was discovered in Aspergillus novofumigatus, and its biosynthesis was investigated by a series of gene-deletion experiments. The results indicate that the two monomeric units of 1 are synthesized by the same set of enzymes, with chrysophanol (5) as a common precursor. Furthermore, the P450 monooxygenase NsrP for the heterodimerization was discovered, which also accepts non-native substrates to afford novel xanthone dimers.

Original language	English
Pages (from-to)	7197−7200
Journal	Organic Letters
Volume	20
Issue number	22
Online published	5 Nov 2018
DOIs	https://doi.org/10.1021/acs.orglett.8b03123
Publication status	Published - 16 Nov 2018

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title = "Genetic Characterization of Neosartorin Biosynthesis Provides Insight into Heterodimeric Natural Product Generation",

abstract = "A biosynthetic gene cluster of the fungal xanthone heterodimer neosartorin (1) was discovered in Aspergillus novofumigatus, and its biosynthesis was investigated by a series of gene-deletion experiments. The results indicate that the two monomeric units of 1 are synthesized by the same set of enzymes, with chrysophanol (5) as a common precursor. Furthermore, the P450 monooxygenase NsrP for the heterodimerization was discovered, which also accepts non-native substrates to afford novel xanthone dimers.",

author = "Yudai Matsuda and Gotfredsen, {Charlotte H.} and Larsen, {Thomas O.}",

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doi = "10.1021/acs.orglett.8b03123",

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T1 - Genetic Characterization of Neosartorin Biosynthesis Provides Insight into Heterodimeric Natural Product Generation

AU - Matsuda, Yudai

AU - Gotfredsen, Charlotte H.

AU - Larsen, Thomas O.

PY - 2018/11/16

Y1 - 2018/11/16

N2 - A biosynthetic gene cluster of the fungal xanthone heterodimer neosartorin (1) was discovered in Aspergillus novofumigatus, and its biosynthesis was investigated by a series of gene-deletion experiments. The results indicate that the two monomeric units of 1 are synthesized by the same set of enzymes, with chrysophanol (5) as a common precursor. Furthermore, the P450 monooxygenase NsrP for the heterodimerization was discovered, which also accepts non-native substrates to afford novel xanthone dimers.

AB - A biosynthetic gene cluster of the fungal xanthone heterodimer neosartorin (1) was discovered in Aspergillus novofumigatus, and its biosynthesis was investigated by a series of gene-deletion experiments. The results indicate that the two monomeric units of 1 are synthesized by the same set of enzymes, with chrysophanol (5) as a common precursor. Furthermore, the P450 monooxygenase NsrP for the heterodimerization was discovered, which also accepts non-native substrates to afford novel xanthone dimers.

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U2 - 10.1021/acs.orglett.8b03123

DO - 10.1021/acs.orglett.8b03123

M3 - RGC 21 - Publication in refereed journal

SN - 1523-7060

VL - 20

SP - 7197−7200

JO - Organic Letters

JF - Organic Letters

IS - 22

ER -

Genetic Characterization of Neosartorin Biosynthesis Provides Insight into Heterodimeric Natural Product Generation

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