title: C-glycosylation of anhydrotetracycline scaffold with SsfS6 from the SF2575 biosynthetic pathway.
abstract: Glycosylation with deoxysugar is a common strategy used by nature to introduce structural diversity and biological activities among natural products. In this study, we biochemically confirmed the activities of SsfS6, a C-glycosyltransferase in the SF2575 biosynthetic pathway, as a regioselective D-olivose transferase that acts on the C-9 position of an anhydrotetracycline aglycon. To perform the glycosyl transfer reaction using Escherichia coli as a whole-cell biocatalyst, we reconstituted the biosynthesis of TDP-D-olivose using a heterologous pathway. Under in vivo conditions, SsfS6 transferred multiple endogenous sugar substrates, in addition to D-olivose, to the anhydrotetracycline substrate, demonstrating broad substrate tolerance and potential as a tetracycline-diversifying enzyme.
authors.affiliation: 1] Engineering Research Center of Industrial Microbiology (Ministry of Education), College of Life Sciences, Fujian Normal University, Fuzhou, China [2] Department of Chemical and Biomolecular Engineering, Department of Chemistry and Biochemistry, University of California at Los Angeles, Los Angeles, CA, USA.
authors.forename: Li
authors.initials: L
authors.lastname: Li
authors.affiliation: Department of Chemical and Biomolecular Engineering, Department of Chemistry and Biochemistry, University of California at Los Angeles, Los Angeles, CA, USA.
authors.forename: Peng
authors.initials: P
authors.lastname: Wang
authors.affiliation: Department of Chemical and Biomolecular Engineering, Department of Chemistry and Biochemistry, University of California at Los Angeles, Los Angeles, CA, USA.
authors.forename: Yi
authors.initials: Y
authors.lastname: Tang
mesh_terms: D003837:Deoxy Sugars / Q000096:biosynthesis*; D004926:Escherichia coli / Q000378:metabolism*; D006031:Glycosylation; D016695:Glycosyltransferases / Q000378:metabolism*; D013754:Tetracyclines / Q000096:biosynthesis* / Q000737:chemistry
chemical_list: D003837:Deoxy Sugars; D013754:Tetracyclines; C074360:SF 2575; C016229:4-epianhydrotetracycline; C407877:olivose; D016695:Glycosyltransferases