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Volume 148, Issue 10

Methyltransferase genes in : new coumermycin derivatives from gene-inactivation experiments

bThe GenBank accession number for the sequence reported in this paper is AF235050.

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Abstract

The coumarin antibiotic coumermycin A contains at least eight methyl groups, presumably derived from -adenosylmethionine. Two putative methyltransferase genes, and , of the coumermycin A biosynthetic gene cluster were inactivated by in-frame deletion. In the resulting mutants, coumermycin A production was abolished. New coumermycin derivatives were accumulated instead, and were identified by HPLC-MS using selected reaction monitoring via electrospray ionization. mutants accumulated a coumermycin derivative lacking the methyl groups at C-8 of the characteristic aminocoumarin rings, whereas in the mutant a coumermycin derivative lacking the methyl groups at the 4-hydroxyl groups of the two deoxysugar moieties was identified. These results provided evidence that encodes a -methyltransferase responsible for the transfer of a methyl group to C-8 of the aminocoumarin ring, and an -methyltransferase for methylation of 4-OH of the sugar in the biosynthesis of coumermycin A, respectively. -methylation of the aminocoumarin ring is considered as an early step of coumermycin biosynthesis. Nevertheless, the intermediates with the non-methylated aminocoumarin ring were accepted by the enzymes catalysing the subsequent steps of the pathway. The new, demethylated secondary metabolites were produced in an amount at least as high as that of coumermycin A in the wild-type.

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Keyword(s): aminocoumarin antibiotics , biosynthesis , CID, collision-induced dissociation , ESI, electrospray ionization and methyltransferase
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2002-10-01
2024-04-19
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Methyltransferase genes in Streptomyces rishiriensis: new coumermycin derivatives from gene-inactivation experimentsbbThe GenBank accession number for the sequence reported in this paper is AF235050.
Microbiology 148, 3317 (2002); https://doi.org/10.1099/00221287-148-10-3317
/content/journal/micro/10.1099/00221287-148-10-3317
/content/journal/micro/10.1099/00221287-148-10-3317
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