Biotransformation of phloretin by amylosucrase yields three novel dihydrochalcone glucosides.

Abstract:

:Glycosylation is one of the most important tailoring reactions for natural products. It typically exerts profound direct or indirect effects on their biological activity. The dihydrochalcone phloretin and its known sugar derivatives, particularly phlori(d)zin, have been shown to influence various cellular processes. We found that a non-Leloir glycosyltransferase, amylosucrase from Neisseria polysaccharea, is an excellent catalyst for the stereospecific glucosylation of phloretin at the 4' position. Three novel phloretin derivatives were obtained, the first ones in which the sugar-aglycone bond possesses the configuration. A first biological characterization in a cell viability assay showed that each sugar attachment reduced the compound toxicity approximately two-fold.

journal_name

J Biotechnol

journal_title

Journal of biotechnology

authors

Overwin H,Wray V,Hofer B

doi

10.1016/j.jbiotec.2015.07.002

subject

Has Abstract

pub_date

2015-10-10 00:00:00

pages

103-6

eissn

0168-1656

issn

1873-4863

pii

S0168-1656(15)30059-6

journal_volume

211

pub_type

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