Unusual transformations in the biosynthesis of the antibiotic phosphinothricin tripeptide.

Unusual transformations in the biosynthesis of the antibiotic phosphinothricin tripeptide. Research Abstract Details 

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Unusual transformations in the biosynthesis of the antibiotic phosphinothricin tripeptide. Abstract Text:

Joshua A V Blodgett,Paul M Thomas,Gongyong Li,Juan E Velasquez,Wilfred A van der Donk,Neil L Kelleher,William W Metcalf,

Phosphinothricin tripeptide (PTT, phosphinothricylalanylalanine) is a natural-product antibiotic and potent herbicide that is produced by Streptomyces hygroscopicus ATCC 21705 (ref. 1) and Streptomyces viridochromogenes DSM 40736 (ref. 2). PTT has attracted widespread interest because of its commercial applications and unique phosphinic acid functional group. Despite intensive study since its discovery in 1972 (see ref. 3 for a comprehensive review), a number of steps early in the PTT biosynthetic pathway remain uncharacterized. Here we report a series of interdisciplinary experiments involving the construction of defined S. viridochromogenes mutants, chemical characterization of accumulated intermediates, and in vitro assay of selected enzymes to examine these critical steps in PTT biosynthesis. Our results indicate that early PTT biosynthesis involves a series of catalytic steps that to our knowledge has not been described so far, including a highly unusual reaction for carbon bond cleavage. In sum, we define a pathway for early PTT biosynthesis that is more complex than previously appreciated.

Unusual transformations in the biosynthesis of the antibiotic phosphinothricin tripeptide. Publishing Authors By Initials

JA Blodgett,PM Thomas,G Li,JE Velasquez,WA van der Donk,NL Kelleher,WW Metcalf,

For similar investigative techniques: technology, pharmaceutical research abstracts see: investigative techniques: technology, pharmaceutical research

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Unusual transformations in the biosynthesis of the antibiotic phosphinothricin tripeptide. Journal Published:

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

Journal: Nature chemical biology

VOLUME: 3

Page Numbers: 480-5

Journal Abbreviation: Nat. Chem. Biol.

ISSN: 1552-4450

DAY: 15

MONTH: 07

YEAR: 2007

Unusual transformations in the biosynthesis of the antibiotic phosphinothricin tripeptide. Information

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LANGUAGE: eng

NlmUniqueID: 101231976

Unusual transformations in the biosynthesis of the antibiotic phosphinothricin tripeptide. Keywords Mesh Terms:

KEYWORDS: Technology, Pharmaceutical

MESH TERMS: methods

Chemical & Substance for Abstract: Unusual transformations in the biosynthesis of the antibiotic phosphinothricin tripeptide. Information

Substance Name: Carbon

Registry Number: 7440-44-0

Grant and Affiliation Information for Unusual transformations in the biosynthesis of the antibiotic phosphinothricin tripeptide.

AFFILIATION: Department of Microbiology, University of Illinois at Urbana-Champaign, B103 CLSL, 601 S. Goodwin, Urbana, Illinois 61801, USA.

Country: United States

AGENCY: United States NIGMS

GRANT: GM59334

ACRONYM: GM

MEDLINETA: Nat Chem Biol

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