Biosynthetic origin of the methoxyl extender unit in bafilomycin and concanamycin using stereospecifically labeled precursors.

Biosynthetic origin of the methoxyl extender unit in bafilomycin and concanamycin using stereospecifically labeled precursors. Research Abstract Details 

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Biosynthetic origin of the methoxyl extender unit in bafilomycin and concanamycin using stereospecifically labeled precursors. Abstract Text:

Tim Schuhmann,Daniel Vollmar,Stephanie Grond,

The microbial macrolides bafilomycin A1, B, and concanamycin A from Streptomyces spp. are potent and specific inhibitors of V-ATPases. The question of the biosynthetic origin of the two uncommon "glycolate units" of each of the macrolide structures was addressed by feeding experiments with stereospecifically 13C-labeled precursors. Our studies clearly indicate that glycerol is a source for the methoxylated C2-units and determines the orientation of the incorporation. Products from the carboxylic acid pool or TCA cycle are ruled out as key precursors. The data suggest the action of a glycerol kinase and point to phosphoglycerate as an intermediate in their biosynthesis. However, glycerate itself is not accepted as a precursor. We present the likely biosynthetic pathway and show the value of stereospecifically labeled presursors as an important tool for biosynthetic investigations.

Biosynthetic origin of the methoxyl extender unit in bafilomycin and concanamycin using stereospecifically labeled precursors. Publishing Authors By Initials

T Schuhmann,D Vollmar,S Grond,

For similar bacteria: endospore-forming bacteria: gram-positive endospore-forming bacteria: gram-positive endospore-forming rods: streptomycetaceae: streptomyces research abstracts see: bacteria: endospore-forming bacteria: gram-positive endospore-forming bacteria: gram-positive endospore-forming rods: streptomycetaceae: streptomyces research

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Biosynthetic origin of the methoxyl extender unit in bafilomycin and concanamycin using stereospecifically labeled precursors. Journal Published:

PUBLICATION TYPE: Research Support, N.I.H., Extr

Journal: The Journal of antibiotics

VOLUME: 60

Page Numbers: 52-60

Journal Abbreviation: J. Antibiot.

ISSN: 0021-8820

DAY: 3

MONTH: Jan

YEAR: 2007

Biosynthetic origin of the methoxyl extender unit in bafilomycin and concanamycin using stereospecifically labeled precursors. Information

Number of References:

LANGUAGE: eng

NlmUniqueID: 151115

Biosynthetic origin of the methoxyl extender unit in bafilomycin and concanamycin using stereospecifically labeled precursors. Keywords Mesh Terms:

KEYWORDS: Streptomyces

MESH TERMS: metabolism

Chemical & Substance for Abstract: Biosynthetic origin of the methoxyl extender unit in bafilomycin and concanamycin using stereospecifically labeled precursors. Information

Substance Name: Glycerol Kinase

Registry Number: EC 2.7.1.30

Grant and Affiliation Information for Biosynthetic origin of the methoxyl extender unit in bafilomycin and concanamycin using stereospecifically labeled precursors.

AFFILIATION: Institut für Organische und Biomolekulare Chemie, Georg-August Universität Göttingen, Tammannstr. 2, Göttingen, Germany.

Country: Japan

AGENCY: United States NIBIB

GRANT: EB002166

ACRONYM: EB

MEDLINETA: J Antibiot (Tokyo)

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