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Cascade biocatalysis systems for bioactive naringenin glucosides and quercetin rhamnoside production from sucrose

  • Samir Bahadur Thapa
  • Ramesh Prasad Pandey
  • Puspalata Bashyal
  • Tokutaro Yamaguchi
  • Jae Kyung SohngEmail author
Biotechnological products and process engineering

Abstract

Two sustainable and cost-effective cascade enzymatic systems were developed to regenerate uridine diphosphate (UDP)-α-d-glucose and UDP-β-l-rhamnose from sucrose. The systems were coupled with the UDP generating glycosylation reactions of UDP sugar–dependent glycosyltransferase (UGT) enzymes mediated reactions. As a result, the UDP generated as a by-product of the GT-mediated reactions was recycled. In the first system, YjiC, a UGT from Bacillus licheniformis DSM 13, was used for transferring glucose from UDP-α-d-glucose to naringenin, in which AtSUS1 from Arabidopsis thaliana was used to synthesize UDP-α-d-glucose and fructose as a by-product from sucrose. In the second system, flavonol 7-O-rhamnosyltransferase (AtUGT89C1) from A. thaliana was used to transfer rhamnose from UDP-β-l-rhamnose to quercetin, in which AtSUS1 along with UDP-β-l-rhamnose synthase (AtRHM1), also from A. thaliana, were used to produce UDP-β-l-rhamnose from the same starter sucrose. The established UDP recycling system for the production of naringenin glucosides was engineered and optimized for several reaction parameters that included temperature, metal ions, NDPs, pH, substrate ratio, and enzymes ratio, to develop a highly feasible system for large-scale production of different derivatives of naringenin and other natural products glucosides, using inexpensive starting materials. The developed system showed the conversion of about 37 mM of naringenin into three different glucosides, namely naringenin, 7-O-β-d-glucoside, naringenin, 4′-O-β-d-glucoside, and naringenin, 4′,7-O-β-d-diglucoside. The UDP recycling (RCmax) was 20.10 for naringenin glucosides. Similarly, the conversion of quercetin to quercetin 7-O-α-l-rhamnoside reached a RCmax value of 10.0.

Keywords

Glucosylation UDP recycling Sucrose synthase Rhamnosylation Cascade biocatalysis 

Notes

Funding information

This work was supported by a grant from the Next-Generation BioGreen 21 Program (SSAC, grant no. PJ013137), Rural Development Administration, Republic of Korea.

Compliance with ethical standards

This article does not contain any studies with human participants or animals performed by any of the authors.

Conflict of interest

The authors declare that they have no conflict of interest.

Supplementary material

253_2019_10060_MOESM1_ESM.pdf (6.2 mb)
ESM 1 (PDF 6374 kb)

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Copyright information

© Springer-Verlag GmbH Germany, part of Springer Nature 2019
corrected publication 2019

Authors and Affiliations

  1. 1.Department of Life Science and Biochemical EngineeringSun Moon UniversityChungnamKorea
  2. 2.Department of Pharmaceutical Engineering and BiotechnologySun Moon UniversityChungnamKorea

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