Mol. Cells 2013; 36(4): 362-367
Published online October 22, 2013
https://doi.org/10.1007/s10059-013-0181-z
© The Korean Society for Molecular and Cellular Biology
Apigenin, a member of the flavone subclass of flavono-ids, has long been considered to have various biological activities. Its glucosides, in particular, have been reported to have higher water solubility, increased chemical stability, and enhanced biological activities. Here, the synthesis of apigenin glucosides by the in vitro glucosylation reaction was successfully performed using a UDP-glucosyltrans-ferase YjiC, from Bacillus licheniformis DSM 13. The glucosylation has been confirmed at the phenolic groups of C-4′ and C-7 positions ensuing apigenin 4′-O-glucoside, apigenin 7-O-glucoside and apigenin 4′,7-O-diglucoside as the products leaving the C-5 position unglucosylated. The position of glucosylation and the chemical structures of glucosides were elucidated by liquid chromatography/ mass spectroscopy and nuclear magnetic resonance spec- troscopy. The parameters such as pH, UDP glucose concentration and time of incubation were also analyzed during this study.
Keywords apigenin, enzymatic synthesis, glucosides, UDP-glucosyltransferase, YjiC
Mol. Cells 2013; 36(4): 362-367
Published online October 31, 2013 https://doi.org/10.1007/s10059-013-0181-z
Copyright © The Korean Society for Molecular and Cellular Biology.
Rit Bahadur Gurung, Eun-Hee Kim, Tae-Jin Oh, and Jae Kyung Sohng
Department of Pharmaceutical Engineering, Institute of Biomolecule Reconstruction, Sun Moon University, Asan 336-708, Korea, 1Division of Magnetic Resonance, Korea Basic Science Institute, Ochang 363-883, Korea
Apigenin, a member of the flavone subclass of flavono-ids, has long been considered to have various biological activities. Its glucosides, in particular, have been reported to have higher water solubility, increased chemical stability, and enhanced biological activities. Here, the synthesis of apigenin glucosides by the in vitro glucosylation reaction was successfully performed using a UDP-glucosyltrans-ferase YjiC, from Bacillus licheniformis DSM 13. The glucosylation has been confirmed at the phenolic groups of C-4′ and C-7 positions ensuing apigenin 4′-O-glucoside, apigenin 7-O-glucoside and apigenin 4′,7-O-diglucoside as the products leaving the C-5 position unglucosylated. The position of glucosylation and the chemical structures of glucosides were elucidated by liquid chromatography/ mass spectroscopy and nuclear magnetic resonance spec- troscopy. The parameters such as pH, UDP glucose concentration and time of incubation were also analyzed during this study.
Keywords: apigenin, enzymatic synthesis, glucosides, UDP-glucosyltransferase, YjiC
Eun Young Kim, Ji Sun Yu, Mihi Yang, and An Keun Kim
Mol. Cells 2013; 35(1): 32-40 https://doi.org/10.1007/s10059-013-2175-2