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( Ramesh Prasad Pandey ),( Luan Luong Chu ),( Tae-su Kim ),( Jae Kyung Sohng ) 한국미생물생명공학회(구 한국산업미생물학회) 2018 Journal of microbiology and biotechnology Vol.28 No.2
The single-vessel multienzyme UDP-α-D-glucose recycling system was coupled with a forward glucosylation reaction to produce novel glucose moiety-conjugated derivatives of different tetracycline antibiotic analogs. Among five tetracycline analogs used for the reaction, four molecules (chlorotetracycline, doxytetracycline, meclotetracycline, and minotetracycline) were accepted by a glycosyltransferase enzyme, YjiC, from Bacillus licheniformis to produce glucoside derivatives. However, the enzyme was unable to conjugate sugar units to rolitetracycline. All glucosides of tetracycline derivatives were characterized by ultraviolet absorbance maxima, ultra-pressure liquid chromatography coupled with photodiode array, and high-resolution quadruple time-of-flight electrospray mass spectrometry analyses. These synthesized glucosides are novel tetracycline derivatives.
Enzymatic Synthesis of Novel Phloretin Glucosides
Pandey, Ramesh Prasad,Li, Tai Feng,Kim, Eun-Hee,Yamaguchi, Tokutaro,Park, Yong Il,Kim, Joong Su,Sohng, Jae Kyung American Society for Microbiology 2013 Applied and environmental microbiology Vol.79 No.11
<P>A UDP-glycosyltransferase from <I>Bacillus licheniformis</I> was exploited for the glycosylation of phloretin. The <I>in vitro</I> glycosylation reaction confirmed the production of five phloretin glucosides, including three novel glucosides. Consequently, we demonstrated the application of the same glycosyltransferase for the efficient whole-cell biocatalysis of phloretin in engineered <I>Escherichia coli</I>.</P>
Probing 3-Hydroxyflavone for <i>In Vitro</i> Glycorandomization of Flavonols by YjiC
Pandey, Ramesh Prasad,Parajuli, Prakash,Koirala, Niranjan,Park, Je Won,Sohng, Jae Kyung American Society for Microbiology 2013 Applied and environmental microbiology Vol.79 No.21
<P>The glycosylation of five different flavonols, fisetin, quercetin, myricetin, kaempferol, and 3-hydroxyflavone, was achieved by applying YjiC. 3-Hydroxyflavone was selected as a probe for <I>in vitro</I> glycorandomization of all flavonols using diverse nucleotide diphosphate-<SMALL>d/l</SMALL>-sugars. This study unlocked the possibilities of the glycodiversification of flavonols and the generation of novel compounds as future therapeutics.</P>
The 7th Japan-Korea Chemical Biology Symposium: Chemical Biology of Natural Bioactive Molecules
Pandey, Ramesh Prasad,Kwon, Ho Jeong,Ahn, Jong Seog,Osada, Hiroyuki,Sohng, Jae Kyung American Chemical Society 2014 ACS CHEMICAL BIOLOGY Vol.9 No.5
<P>Natural bioactive molecules possess supreme chemical diversity and drug-like properties and are an important source for drug lead compounds. At the seventh Japan-Korea Chemical Biology Symposium at Jeju Island, Korea, chemical biologists from Korea and Japan highlighted the remarkable features of natural products and their significance.</P><P><B>Graphic Abstract</B> <IMG SRC='http://pubs.acs.org/appl/literatum/publisher/achs/journals/content/acbcct/2014/acbcct.2014.9.issue-5/cb5002558/production/images/medium/cb-2014-002558_0003.gif'></P>
Glucosylation of Isoflavonoids in Engineered Escherichia coli
Pandey, Ramesh Prasad,Parajuli, Prakash,Koirala, Niranjan,Lee, Joo Ho,Park, Yong Il,Sohng, Jae Kyung Korean Society for Molecular and Cellular Biology 2014 Molecules and cells Vol.37 No.2
A glycosyltransferase, YjiC, from Bacillus licheniformis has been used for the modification of the commercially available isoflavonoids genistein, daidzein, biochanin A and formononetin. The in vitro glycosylation reaction, using UDP-${\alpha}$-D-glucose as a donor for the glucose moiety and aforementioned four acceptor molecules, showed the prominent glycosylation at 4' and 7 hydroxyl groups, but not at the $5^{th}$ hydroxyl group of the A-ring, resulting in the production of genistein 4'-O-${\beta}$-D-glucoside, genistein 7-O-${\beta}$-D-glucoside (genistin), genistein 4',7-O-${\beta}$-D-diglucoside, biochanin A-7-O-${\beta}$-D-glucoside (sissotrin), daidzein 4'-O-${\beta}$-D-glucoside, daidzein 7-O-${\beta}$-D-glucoside (daidzin), daidzein 4', 7-O-${\beta}$-D-diglucoside, and formononetin 7-O-${\beta}$-D-glucoside (ononin). The structures of all the products were elucidated using high performance liquid chromatography-photo diode array and high resolution quadrupole time-of-flight electrospray ionization mass spectrometry (HR QTOF-ESI/MS) analysis, and were compared with commercially available standard compounds. Significantly higher bioconversion rates of all four isoflavonoids was observed in both in vitro as well as in vivo bioconversion reactions. The in vivo fermentation of the isoflavonoids by applying engineered E. coli $BL21(DE3)/{\Delta}pgi{\Delta}zwf{\Delta}ushA$ overexpressing phosphoglucomutase (pgm) and glucose 1-phosphate uridyltransferase (galU), along with YjiC, found more than 60% average conversion of $200{\mu}M$ of supplemented isoflavonoids, without any additional UDP-${\alpha}$-D-glucose added in fermentation medium, which could be very beneficial to large scale industrial production of isoflavonoid glucosides.