title: Metabolic engineering of Escherichia coli for the biological synthesis of 7-O-xylosyl naringenin.
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) Deltapgi 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 HPLCLC/MS and ESI-MS/MS analyses. The reconstructed host can be applied for the production of various classes of glycosylated flavonoids.
authors.affiliation: Department of Pharmaceutical, Institute of Biomolecule Reconstruction, Sun Moon University, Asan 336-708, Korea.
authors.forename: Dinesh
authors.initials: D
authors.lastname: Simkhada
authors.forename: EuiMin
authors.initials: E
authors.lastname: Kim
authors.forename: Hei Chan
authors.initials: HC
authors.lastname: Lee
authors.forename: Jae Kyung
authors.initials: JK
authors.lastname: Sohng
mesh_terms: D000897:Anti-Ulcer Agents; D000970:Antineoplastic Agents; D004926:Escherichia coli / Q000235:genetics / Q000378:metabolism*; D004965:Estrogen Antagonists; D044950:Flavanones / Q000096:biosynthesis*; D005818:Genetic Engineering / Q000379:methods*; D006031:Glycosylation; D013058:Mass Spectrometry; D055432:Metabolomics; D030781:Organisms, Genetically Modified; D014994:Xylose / Q000031:analogs & derivatives* / Q000096:biosynthesis
chemical_list: C549196:7-O-xylosyl naringenin; D000897:Anti-Ulcer Agents; D000970:Antineoplastic Agents; D004965:Estrogen Antagonists; D044950:Flavanones; D014994:Xylose; C005273:naringenin