BIOSYNTHESIS OF THE PRADIMICIN FAMILY OF ANTIBIOTICS III. BIOSYNTHETIC PATHWAY OF BOTH PRADIMICINS AND BENANOMICINS

The biosynthetic pathway of the pradimicin-benanomicin family of antibiotics was investigated by using sinefungin and blocked mutants derived from Actinomadura verrucosospora subsp. neohibisca E-40 (a high pradimicin producer) or Actinomadura sp. AB1236 (a benanomicin producer). Addition of sinefung...

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Published inJournal of antibiotics Vol. 46; no. 3; pp. 430 - 440
Main Authors KAKINUMA, SHIZUKO, SUZUKI, KIYOSHI, HATORI, MASAMI, SAITOH, KYOICHIRO, HASEGAWA, TOSHIFUMI, FURUMAI, TAMOTSU, OKI, TOSHIKAZU
Format Journal Article
LanguageEnglish
Published Tokyo JAPAN ANTIBIOTICS RESEARCH ASSOCIATION 1993
Japan Antibiotics Research Association
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Summary:The biosynthetic pathway of the pradimicin-benanomicin family of antibiotics was investigated by using sinefungin and blocked mutants derived from Actinomadura verrucosospora subsp. neohibisca E-40 (a high pradimicin producer) or Actinomadura sp. AB1236 (a benanomicin producer). Addition of sinefungin to strain E-40, pradimicin A aglycone-producing mutant or strain AB1236 inhibited the formation of 11-O-demethyl-7-methoxypradinone II (11dM-7M-PN II), resulting in the accumulation of 11-O-demethylpradimicinone II and pradimicinone II. By feeding pradimicin A aglycone and its analogs to mutants blocked early in pradimicin or benanomicin biosynthesis, the following results were obtained: 11-O-demethylpradinone II, 11dM-7M-PN II, 11-O-demethylpradinone I, 11-O-demethylpradimicinone I and pradimicinone I were converted to pradimicin A or benanomicin A; the remaining 6 aglycone analogs were not incorporated into the antibiotics. Pradimicin B, dexylosylpradimicin C and dexylosylbenanomicin A were converted to pradimicin A, pradimicin C and benanomicin A, respectively. A biosynthetic pathway for the antibiotics is proposed.
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ISSN:0021-8820
1881-1469
DOI:10.7164/antibiotics.46.430