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Many natural products and antibiotics have been modified by tailoring enzymes through the process of glycosylation
whichusually improves their biological activities.Epothilonehaving epoxide, thiazole, and ketonemoietiesare extremely
cytotoxic agents with a similar mode of action to taxol.Nevertheless, Epothilones represents a novel structural class of
compounds with equipotent kinetic similarity to taxol. These antifungal and cytotoxic epothiloes are produced by a few
strains of myxobacterium,
Sorangiumcellulosum
. In
S. cellulosum
, 8 analogs of 16-membered macrolide epothilones (A to
H) containing 29 variants have been described. Epothilone A and B are the major products having potential applications
intherapy and cytotoxicity against different tumor cell lines. Thus, it could be interesting to elucidate and search for glycosylated
analogues of epothilones.Here we reportan enzymatic glycosylation study of epothilone A with the help of GT (YjiC) from
Bacillus lichaniformis
DSM 13. UDP-D-glucose and TDP-2 deoxyD-glucose were used as a sugar donor whereas epothilone A
as an acceptor substrate for YjiC. The reaction products were analyzed by HPLC and high resolution LC-QTOF-ESI/MS which
revealed the presence of glycosylated products. Although 3-hydroxyl and 7-hydroxyl positions were prominent in epothilone A
for glycosylation; reactions with UDP-glucose and TDP-2-deoxy glucose, mono glucosidewere detected which was confirmed
by mass analysis. Exact glycosylation position is yet to be elucidated.
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