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PMID:16946071

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Citation

Zhang, C, Griffith, BR, Fu, Q, Albermann, C, Fu, X, Lee, IK, Li, L and Thorson, JS (2006) Exploiting the reversibility of natural product glycosyltransferase-catalyzed reactions. Science 313:1291-4

Abstract

Glycosyltransferases (GTs), an essential class of ubiquitous enzymes, are generally perceived as unidirectional catalysts. In contrast, we report that four glycosyltransferases from two distinct natural product biosynthetic pathways-calicheamicin and vancomycin-readily catalyze reversible reactions, allowing sugars and aglycons to be exchanged with ease. As proof of the broader applicability of these new reactions, more than 70 differentially glycosylated calicheamicin and vancomycin variants are reported. This study suggests the reversibility of GT-catalyzed reactions may be general and useful for generating exotic nucleotide sugars, establishing in vitro GT activity in complex systems, and enhancing natural product diversity.

Links

PubMed Online version:10.1126/science.1130028

Keywords

Aminoglycosides/biosynthesis; Aminoglycosides/chemistry; Aminoglycosides/metabolism; Carbohydrate Sequence; Catalysis; Enediynes; Glucosyltransferases/metabolism; Glycosylation; Glycosyltransferases/genetics; Glycosyltransferases/metabolism; Micromonospora/enzymology; Micromonospora/genetics; Molecular Sequence Data; Molecular Structure; Nucleoside Diphosphate Sugars/metabolism; Pentoses/metabolism; Thymine Nucleotides/metabolism; Vancomycin/analogs & derivatives; Vancomycin/biosynthesis; Vancomycin/chemistry; Vancomycin/metabolism

Significance

Annotations

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

MICEC:Q8KNF2

GO:0016757: transferase activity, transferring glycosyl groups

ECO:0000314:

F

CalG1 is a glycosyltransferase from the calicheamicin gene cluster in the organism, Micromonospora echinospora. Its function is characterized via HPLC and Mass spectrometry (Fig 1).

complete
CACAO 8739

See also

References

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