Para Position Derivatives of Fungal Anthelmintic Cyclodepsipeptides Engineered with Streptomyces Venezuelae Antibiotic Biosynthetic Genes  

Oleh:

Yanai, Koji ; Sumida, Naomi ; Okakura, Kaoru ; Moriya, Tatsuki ; Watanabe, Manabu ; Murakami, Takeshi

Jenis: Article from Journal - ilmiah internasional
Dalam koleksi: Nature Biotechnology: The Science and Business of Biotechnology vol. 22 no. 7 (Jul. 2004), page 848-855.
Topik: gene; para position; fungal anthelmintic; streptomuces; antibiotic; biosynthetic genes

Ketersediaan

Perpustakaan Pusat (Semanggi) Nomor Panggil: NN9.1 Non-tandon: 1 (dapat dipinjam: 0) Tandon: tidak ada

Lihat Detail Induk

Isi artikel

PF 1022 A, a cyclooctadepsipeptide possessing strong anthelmintic properties and produced by the filamentous fungus rosellinia sp. PF 1022, consists of four alternating residues of N-methyl-L-Leucine and four residues of D-lactate or D-phenyl lactate. PF1022A derivatives obtained through modification of their benzene ring at the para position with nitro or amino groups act as valuable starting materials or the synthesis of compounds with improved anthelmintic activities. Here we describe the production of such derivates by fermentation through metabolic engineering of the PF1022A biosynthetic pathway in roselliia sp PF1022. Three genes cloned from streptomyces venezuelae, and required for the biosynthesis of p-aminopheylpyruvate from chroismate in the chloramphenicol biosynthetic pathway, were expressed in a chorismate mutase deficient strain derivided from rosellinia sp. PF1022. Liquid chromatography mass spectrometry and NMR analyses confirmed that this approach facilitated the production of PF1002A derivatives specifically modified at the para position. This fermentation method is environmentally safe and can be used for the industrial scale production of PF1022A derivatives.

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