Assessing acceptor substrate promiscuity of YjiC-mediated glycosylation toward flavonoids

•Diverse sets of polyphenolic flavonoids are glucosylated.•YjiC glucosylates non-regiospecifically to produce multiple glucoside derivatives.•The enzymatic bioconversion is significantly higher.•YjiC has wide acceptor as well as donor substrates flexibility. The acceptor substrate promiscuity of Yji...

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Bibliographic Details
Published in:Carbohydrate research 2014-07, Vol.393, p.26-31
Main Authors: Pandey, Ramesh Prasad, Gurung, Rit Bahadur, Parajuli, Prakash, Koirala, Niranjan, Tuoi, Le Thi, Sohng, Jae Kyung
Format: Article
Language:English
Subjects:
Amino Acid Sequence
Bacillus - enzymology
Flavonoids
Flavonoids - chemistry
Flavonoids - metabolism
Glucosides - biosynthesis
Glucosides - chemistry
Glycosylation
Glycosyltransferase
Glycosyltransferases - metabolism
Molecular Sequence Data
Molecular Structure
Natural product glucosides
Non-regiospecific glycosylation
Sequence Alignment
Substrate Specificity
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Summary:•Diverse sets of polyphenolic flavonoids are glucosylated.•YjiC glucosylates non-regiospecifically to produce multiple glucoside derivatives.•The enzymatic bioconversion is significantly higher.•YjiC has wide acceptor as well as donor substrates flexibility. The acceptor substrate promiscuity of YjiC, a UDP-glycosyltransferase from Bacillus licheniformis, was explored with seven different classes (flavonols, flavanols, flavones, flavanones, chalcone, stilbene, and isoflavonoids) of 23 flavonoid acceptors. For most of the polyphenols used in the reactions, the enzymatic bioconversion was significantly higher with the production of multiple glucosylated derivatives. This study highlights the highly flexible non-regiospecific glycosylation ability of YjiC toward polyphenolic compounds. The catalytic potential of YjiC could be useful to generate a library of natural product glucosides.
ISSN:0008-6215
1873-426X
DOI:10.1016/j.carres.2014.03.011