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PMID:23868295

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Citation

Xiao, J, Zhang, Q, Zhu, Y, Li, S, Zhang, G, Zhang, H, Saurav, K and Zhang, C (2013) Characterization of the sugar-O-methyltransferase LobS1 in lobophorin biosynthesis. Appl. Microbiol. Biotechnol. 97:9043-53

Abstract

Lobophorins A (1) and B (2) belong to a large group of spirotetronate natural products with potent antibacterial and antitumor activities. The cloning of the lobophorin biosynthesis gene cluster from the deep-sea-derived Streptomyces sp. SCSIO 01127 identified a sugar-O-methyltransferase-encoding gene lobS1. The lobS1 inactivation mutant accumulated two new lobophorin analogs 3 and 4, different from 1 and 2 by lacking the 4-methyl group at the terminal L-digitoxose, respectively. Biochemical experiments verified that LobS1 was a SAM-dependent sugar-O-methyltransferase that required divalent metal ions for better activity. Antibacterial assays revealed compounds 3 and 4 were generally less potent than compounds 1 and 2. These findings suggest that the methylation on the terminal digitoxose by LobS1 tailors lobophorin biosynthesis and highlights the importance of this methylation for antibacterial potence.

Links

PubMed Online version:10.1007/s00253-013-5083-7

Keywords


Significance

Annotations

Gene product Qualifier GO Term Evidence Code with/from Aspect Extension Notes Status

ALIFS:Q6WEL3

GO:0008171: O-methyltransferase activity

ECO:0000315:

F

Figure 2

complete
CACAO 8692

See also

References

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