Literature DB >> 15133108

Role of homoserine and threonine pathway intermediates as precursors for the biosynthesis of aminoethoxyvinylglycine in Streptomyces sp. NRRL 5331.

Mónica Fernández1, Yolanda Cuadrado1, Jesús F Aparicio2,1, Juan F Martín2,1.   

Abstract

The genes hom, thrB and thrC, encoding homoserine dehydrogenase, homoserine kinase (HK) and threonine synthase, respectively, involved in the last steps of threonine biosynthesis, have been studied in Streptomyces sp. NRRL 5331, the producer of the ethylene synthetase inhibitor aminoethoxyvinylglycine (AVG), in order to determine their role in the biosynthesis of AVG. Different null mutants were obtained by plasmid-mediated disruption of each of the three genes. thrC gene disruption had no effect on AVG production, while the disruption of thrB blocked HK activity and substantially reduced the yield of this metabolite, probably due to the accumulation of homoserine and/or methionine which have a negative effect on AVG biosynthesis. Disruption of hom (thrA) completely blocked AVG biosynthesis, indicating that homoserine lies at the branching point of the aspartic-acid-derived biosynthetic route that leads to AVG. The four carbon atoms of the vinylglycine moiety of AVG derive, therefore, from homoserine.

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Year:  2004        PMID: 15133108     DOI: 10.1099/mic.0.26851-0

Source DB:  PubMed          Journal:  Microbiology        ISSN: 1350-0872            Impact factor:   2.777


  4 in total

1.  4-Formylaminooxyvinylglycine, an herbicidal germination-arrest factor from Pseudomonas rhizosphere bacteria.

Authors:  Kerry L McPhail; Donald J Armstrong; Mark D Azevedo; Gary M Banowetz; Dallice I Mills
Journal:  J Nat Prod       Date:  2010-10-27       Impact factor: 4.050

2.  The biosynthetic gene cluster of zorbamycin, a member of the bleomycin family of antitumor antibiotics, from Streptomyces flavoviridis ATCC 21892.

Authors:  Ute Galm; Evelyn Wendt-Pienkowski; Liyan Wang; Nicholas P George; Tae-Jin Oh; Fan Yi; Meifeng Tao; Jane M Coughlin; Ben Shen
Journal:  Mol Biosyst       Date:  2008-11-12

3.  In Vitro Biosynthesis of the Nonproteinogenic Amino Acid Methoxyvinylglycine.

Authors:  Jon B Patteson; Zachary D Dunn; Bo Li
Journal:  Angew Chem Int Ed Engl       Date:  2018-05-08       Impact factor: 15.336

4.  The Pseudomonas aeruginosa antimetabolite L -2-amino-4-methoxy-trans-3-butenoic acid (AMB) is made from glutamate and two alanine residues via a thiotemplate-linked tripeptide precursor.

Authors:  Nelson Rojas Murcia; Xiaoyun Lee; Patrice Waridel; Alessandro Maspoli; Heidi J Imker; Tiancong Chai; Christopher T Walsh; Cornelia Reimmann
Journal:  Front Microbiol       Date:  2015-03-12       Impact factor: 5.640

  4 in total

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