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Mol. Cells 2009; 28(4): 397-401

Published online October 31, 2009

https://doi.org/10.1007/s10059-009-0135-7

© The Korean Society for Molecular and Cellular Biology

Metabolic Engineering of Escherichia coli for the
Biological Synthesis of 7-O-Xylosyl Naringenin

Dinesh Simkhada, EuiMin Kim, Hei Chan Lee, and Jae Kyung Sohng

Received: July 27, 2009; Accepted: August 26, 2009

Abstract

Flavonoids are a group of polyphenolic compounds that have been recognized as important due to their physiological and pharmacological roles and their health benefits. Glycosylation of flavonoids has a wide range of effects on flavonoid solubility, stability, and bioavailability. We previously generated the E. coli BL21 (DE3) Δpgi host by deleting the glucose-phosphate isomerase (Pgi) gene in E. coli BL21 (DE3). This host was further engineered for whole-cell biotransformation by integration of galU from E. coli K12, and expression of calS8 (UDP-glucose dehydrogenase) and calS9 (UDP-glucuronic acid decarboxylase) from Micromonospora echinospora spp. calichensis and arGt-4 (7-O-glycosyltransferase) from Arabidopsis thaliana to form E. coli (US89Gt-4), which is expected to produce glycosylated flavonoids. To test the designed system, the engineered host was fed with naringenin as a substrate, and naringenin 7-O-xyloside, a glycosylated naringenin product, was detected. Product was verified by HPLC-LC/MS and ESI-MS/MS analyses. The recon-structed host can be applied for the production of various classes of glycosylated flavonoids.

Keywords 7-O-xylosyl naringenin, glycosylation, metabolic engineering, naringenin, UDP-D-xylose

Article

Research Article

Mol. Cells 2009; 28(4): 397-401

Published online October 31, 2009 https://doi.org/10.1007/s10059-009-0135-7

Copyright © The Korean Society for Molecular and Cellular Biology.

Metabolic Engineering of Escherichia coli for the
Biological Synthesis of 7-O-Xylosyl Naringenin

Dinesh Simkhada, EuiMin Kim, Hei Chan Lee, and Jae Kyung Sohng

Received: July 27, 2009; Accepted: August 26, 2009

Abstract

Flavonoids are a group of polyphenolic compounds that have been recognized as important due to their physiological and pharmacological roles and their health benefits. Glycosylation of flavonoids has a wide range of effects on flavonoid solubility, stability, and bioavailability. We previously generated the E. coli BL21 (DE3) Δpgi host by deleting the glucose-phosphate isomerase (Pgi) gene in E. coli BL21 (DE3). This host was further engineered for whole-cell biotransformation by integration of galU from E. coli K12, and expression of calS8 (UDP-glucose dehydrogenase) and calS9 (UDP-glucuronic acid decarboxylase) from Micromonospora echinospora spp. calichensis and arGt-4 (7-O-glycosyltransferase) from Arabidopsis thaliana to form E. coli (US89Gt-4), which is expected to produce glycosylated flavonoids. To test the designed system, the engineered host was fed with naringenin as a substrate, and naringenin 7-O-xyloside, a glycosylated naringenin product, was detected. Product was verified by HPLC-LC/MS and ESI-MS/MS analyses. The recon-structed host can be applied for the production of various classes of glycosylated flavonoids.

Keywords: 7-O-xylosyl naringenin, glycosylation, metabolic engineering, naringenin, UDP-D-xylose

Mol. Cells
Nov 30, 2022 Vol.45 No.11, pp. 763~867
COVER PICTURE
Naive (cyan) and axotomized (magenta) retinal ganglion cell axons in Xenopus tropicalis (Choi et al., pp. 846-854).

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