BioChem - DOS

One-Pot Synthesis of Hyperoside by a Three-Enzyme Cascade Using a UDP-Galactose Regeneration System

Journal of agricultural and food chemistry

Pei, Jianjun; Chen, Anna; Zhao, Linguo; Cao, Fuliang; Ding, Gang; Xiao, Wei

<P>Hyperoside exhibits many biological properties and is more soluble in water than quercetin. A uridine 5&prime;-diphosphate (UDP) galactose regeneration system and one-pot synthesis of hyperoside was described herein. <I>Glycine max</I> sucrose synthase (GmSUS) was coupled with <I>Escherichia coli</I> UDP-galactose 4-epimerase (GalE) to regenerate UDP-galactose from sucrose and UDP. <I>Petunia hybrida</I> glycosyltransferase (PhUGT) with high activity toward quercetin was used to synthesize hyperoside via the UDP-galactose regeneration system. The important factors for optimal synergistic catalysis were determined. Through the use of a fed-batch operation, the final titer of hyperoside increased to 2134 mg/L, with a corresponding molar conversion of 92% and maximum number of UDP-galactose regeneration cycles (RC<SUB>max</SUB>) of 18.4 under optimal conditions. Therefore, the method described herein for the regeneration of UDP-galactose from UDP and sucrose can be widely used for the glycosylation of flavonoids and other bioactive substances.</P><P><B>Graphic Abstract</B><BR><IMG SRC='http://pubs.acs.org/appl/literatum/publisher/achs/journals/content/jafcau/2017/jafcau.2017.65.issue-29/acs.jafc.7b02320/production/images/medium/jf-2017-02320q_0009.gif'></P><P><A href='http://pubs.acs.org/doi/suppl/10.1021/jf7b02320'>ACS Electronic Supporting Info</A></P>

2017

American Chemical Society

0021-8561

1520-5118

65

29

pp.6042-6048

10.1021/acs.jafc.7b02320.s001

http://click.ndsl.kr/servlet/OpenAPIDetailView?keyValue=05787966&target=NART&cn=NART78276629

https://doi.org/10.1021/acs.jafc.7b02320.s001

UDP-galactose; hyperoside; glycosyltransferase; sucrose synthase; one-pot synthesis