Biotransformation of a biosynthetic intermediate mimic of nonactin by Streptomyces griseus

Tadaatsu Hanadatea; Kentaro Takaia; Naoki Abe; Teiko Yamada; Shigefumi Kuwahara; Hiromasa Kiyota

doi:10.1515/HC.2011.021

Biotransformation of a biosynthetic intermediate mimic of nonactin by Streptomyces griseus

Tadaatsu Hanadatea, Kentaro Takaia, Naoki Abe, Teiko Yamada, Shigefumi Kuwahara, Hiromasa Kiyota

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

1 Citation (Scopus)

Abstract

A mimic of a plausible biosynthetic intermediate of bishomononactic acid, one of the monomers of macrotetrolide antibiotics (polynactin), was synthesized as a thiol ester. FAB-MS analysis showed that fermentation of polynactin producing Streptomyces griseus with the compound, afforded the unnatural polynactins containing bishomononactic acid(s).

Original language	English
Pages (from-to)	93-98
Number of pages	6
Journal	Heterocyclic Communications
Volume	17
Issue number	3-4
DOIs	https://doi.org/10.1515/HC.2011.021
Publication status	Published - Sept 2011
Externally published	Yes

Keywords

Antibiotics
Biotransformation
Bishomononactic acid
Polynactin
Streptomyces griseus
Synthesis

ASJC Scopus subject areas

Organic Chemistry

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10.1515/HC.2011.021

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title = "Biotransformation of a biosynthetic intermediate mimic of nonactin by Streptomyces griseus",

abstract = "A mimic of a plausible biosynthetic intermediate of bishomononactic acid, one of the monomers of macrotetrolide antibiotics (polynactin), was synthesized as a thiol ester. FAB-MS analysis showed that fermentation of polynactin producing Streptomyces griseus with the compound, afforded the unnatural polynactins containing bishomononactic acid(s).",

keywords = "Antibiotics, Biotransformation, Bishomononactic acid, Polynactin, Streptomyces griseus, Synthesis",

author = "Tadaatsu Hanadatea and Kentaro Takaia and Naoki Abe and Teiko Yamada and Shigefumi Kuwahara and Hiromasa Kiyota",

note = "Funding Information: Financial support by grant-in-aid from Japan Society for the Promotion of Science (No. 17580092 and 19580120), The Agricultural Chemical Research Foundation, Intelligent Cosmos Foundation and The Naito Foundation is gratefully acknowledged.",

year = "2011",

month = sep,

doi = "10.1515/HC.2011.021",

language = "English",

volume = "17",

pages = "93--98",

journal = "Heterocyclic Communications",

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publisher = "Walter de Gruyter GmbH & Co. KG",

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T1 - Biotransformation of a biosynthetic intermediate mimic of nonactin by Streptomyces griseus

AU - Hanadatea, Tadaatsu

AU - Takaia, Kentaro

AU - Abe, Naoki

AU - Yamada, Teiko

AU - Kuwahara, Shigefumi

AU - Kiyota, Hiromasa

N1 - Funding Information: Financial support by grant-in-aid from Japan Society for the Promotion of Science (No. 17580092 and 19580120), The Agricultural Chemical Research Foundation, Intelligent Cosmos Foundation and The Naito Foundation is gratefully acknowledged.

PY - 2011/9

Y1 - 2011/9

N2 - A mimic of a plausible biosynthetic intermediate of bishomononactic acid, one of the monomers of macrotetrolide antibiotics (polynactin), was synthesized as a thiol ester. FAB-MS analysis showed that fermentation of polynactin producing Streptomyces griseus with the compound, afforded the unnatural polynactins containing bishomononactic acid(s).

AB - A mimic of a plausible biosynthetic intermediate of bishomononactic acid, one of the monomers of macrotetrolide antibiotics (polynactin), was synthesized as a thiol ester. FAB-MS analysis showed that fermentation of polynactin producing Streptomyces griseus with the compound, afforded the unnatural polynactins containing bishomononactic acid(s).

KW - Antibiotics

KW - Biotransformation

KW - Bishomononactic acid

KW - Polynactin

KW - Streptomyces griseus

KW - Synthesis

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JO - Heterocyclic Communications

JF - Heterocyclic Communications

IS - 3-4

ER -

Biotransformation of a biosynthetic intermediate mimic of nonactin by Streptomyces griseus

Abstract

Keywords

ASJC Scopus subject areas

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