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• W2170039601 abstract "Members of the saframycin/safracin/ecteinascidin family of peptide natural products are potent antitumor agents currently under clinical development. Saframycin MX1, from Myxococcus xanthus, is synthesized by a nonribosomal peptide synthetase, SafAB, and an O-methyltransferase, SafC, although other proteins are likely involved in the pathway. SafC was overexpressed in Escherichia coli, purified to homogeneity, and assayed for its ability to methylate a variety of substrates. SafC was able to catalyze the O-methylation of catechol derivatives but not phenols. Among the substrates tested, the best substrate for SafC was L-dihydroxyphenylalanine (L-dopa), which was methylated specifically in the 4'-O position (k(cat)/K(m) = 5.5 x 10(3) M(-1) s(-1)). SafC displayed less activity on other catechol derivatives, including catechol, dopamine, and caffeic acid. The more labile l-5'-methyldopa was an extremely poor substrate for SafC (k(cat)/K(m) = approximately 2.8 x 10(-5) M(-1) s(-1)). L-dopa thioester derivatives were also much less reactive than L-dopa. These results indicate that SafC-catalyzed 4'-O-methylation of L-dopa occurs prior to 5'-C-methylation, suggesting that 4'-O-methylation is likely the first committed step in the biosynthesis of saframycin MX1. SafC has biotechnological potential as a methyltransferase with unique regioselectivity." @default.
• W2170039601 created "2016-06-24" @default.
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• W2170039601 date "2007-06-01" @default.
• W2170039601 modified "2023-10-06" @default.
• W2170039601 title "Characterization of SafC, a Catechol 4- <i>O</i> -Methyltransferase Involved in Saframycin Biosynthesis" @default.
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• W2170039601 doi "https://doi.org/10.1128/aem.00011-07" @default.
• W2170039601 hasPubMedCentralId "https://www.ncbi.nlm.nih.gov/pmc/articles/1932701" @default.
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