Biosynthesis of fluorothreonine and fluoroacetic acid by the thienamycin producer, Streptomyces cattleya. Article Swipe

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M Sanada , Tetsuji Miyano , Shuichi Iwadare , Joanne M. Williamson , Byron H. Arison , Jack L. Smith , Alan W. Douglas , Jerrold M. Liesch , Edward Inamine ·

YOU? · · 1986 · Open Access · · DOI: https://doi.org/10.7164/antibiotics.39.259

An antimetabolite, THX, was isolated from fermentation broths of the thienamycin producer, Streptomyces cattleya, when the organism was grown in the presence of a fluorine-containing substrate. THX was subsequently identified as one of the four possible stereoisomers of 4-fluorothreonine. Inorganic fluoride or any one of a number of organofluorine compounds can be used as precursors of 4-fluorothreonine. In addition, 19F NMR has provided evidence that the organism synthesizes fluoroacetate under the same fermentation conditions. The in vitro antibacterial spectrum of 4-fluorothreonine is also presented.

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Concepts

Thienamycin Fermentation Fluoroacetate Streptomyces Streptomycetaceae Biosynthesis Chemistry Bacteria Stereochemistry Biochemistry Actinomycetales Substrate (aquarium) Biology Antibiotics Enzyme Genetics Ecology

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Type: article
Language: en
Landing Page: https://doi.org/10.7164/antibiotics.39.259
PDF: https://www.jstage.jst.go.jp/article/antibiotics1968/39/2/39_2_259/_pdf
OA Status: bronze
Cited By: 161
References: 8
Related Works: 10
OpenAlex ID: https://openalex.org/W2327192134

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DOI: https://doi.org/10.7164/antibiotics.39.259

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Title: Biosynthesis of fluorothreonine and fluoroacetic acid by the thienamycin producer, Streptomyces cattleya.

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Type: article

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Language: en

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Publication year: 1986

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Publication date: 1986-01-01

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Authors: M Sanada, Tetsuji Miyano, Shuichi Iwadare, Joanne M. Williamson, Byron H. Arison, Jack L. Smith, Alan W. Douglas, Jerrold M. Liesch, Edward Inamine

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Landing page: https://doi.org/10.7164/antibiotics.39.259

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PDF URL: https://www.jstage.jst.go.jp/article/antibiotics1968/39/2/39_2_259/_pdf

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OA status: bronze

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Concepts: Thienamycin, Fermentation, Fluoroacetate, Streptomyces, Streptomycetaceae, Biosynthesis, Chemistry, Bacteria, Stereochemistry, Biochemistry, Actinomycetales, Substrate (aquarium), Biology, Antibiotics, Enzyme, Genetics, Ecology

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Cited by: 161

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