Abstract
Myricetin is an important flavonol whose medically important properties include activities as an antioxidant, anticarcinogen, and antimutagen. The solubility, stability, and other biological properties of the compounds can be enhanced by conjugating aglycon with sugar moieties. The type of sugar moiety also plays a significant role in the biological and physical properties of the natural product glycosides. Reconstructed Escherichia coli containing thymidine diphosphate-α-L-rhamnose sugar gene cassette and Arabidopsis-derived glycosyltransferase were used for rhamnosylation of myricetin. Myricetin (100 μM) was exogenously supplemented to induced cultures of engineered E. coli. The formation of target product - myricetin-3-O-α-L-rhamnoside - was confirmed by chromatographic and NMR analyses. The yield of product was improved by using various mutants and methylated cyclodextrin as a molecular carrier for myricetin in combination with E. coli M3G3. The maximal yield of product is 55.6 μM (3.31-fold higher than the control E. coli MG3) and shows 55.6 % bioconversion of substrate under optimized conditions.
| Original language | English |
|---|---|
| Pages (from-to) | 1956-1967 |
| Number of pages | 12 |
| Journal | Applied Biochemistry and Biotechnology |
| Volume | 171 |
| Issue number | 8 |
| DOIs | |
| Publication status | Published - 2013 Dec 1 |
| Externally published | Yes |
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Keywords
- Myricetin
- Myricetin-3-O-α-L-rhamnoside
- Whole-cell biocatalysis
ASJC Scopus subject areas
- Biotechnology
- Bioengineering
- Biochemistry
- Applied Microbiology and Biotechnology
- Molecular Biology
Cite this
Improvement of regio-specific production of myricetin-3-O-α-L- rhamnoside in engineered Escherichia coli. / Thuan, Nguyen Huy; Pandey, Ramesh Prasad; Thuy, Ta Thi Thu; Park, Je Won; Sohng, Jae Kyung.
In: Applied Biochemistry and Biotechnology, Vol. 171, No. 8, 01.12.2013, p. 1956-1967.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Improvement of regio-specific production of myricetin-3-O-α-L- rhamnoside in engineered Escherichia coli
AU - Thuan, Nguyen Huy
AU - Pandey, Ramesh Prasad
AU - Thuy, Ta Thi Thu
AU - Park, Je Won
AU - Sohng, Jae Kyung
PY - 2013/12/1
Y1 - 2013/12/1
N2 - Myricetin is an important flavonol whose medically important properties include activities as an antioxidant, anticarcinogen, and antimutagen. The solubility, stability, and other biological properties of the compounds can be enhanced by conjugating aglycon with sugar moieties. The type of sugar moiety also plays a significant role in the biological and physical properties of the natural product glycosides. Reconstructed Escherichia coli containing thymidine diphosphate-α-L-rhamnose sugar gene cassette and Arabidopsis-derived glycosyltransferase were used for rhamnosylation of myricetin. Myricetin (100 μM) was exogenously supplemented to induced cultures of engineered E. coli. The formation of target product - myricetin-3-O-α-L-rhamnoside - was confirmed by chromatographic and NMR analyses. The yield of product was improved by using various mutants and methylated cyclodextrin as a molecular carrier for myricetin in combination with E. coli M3G3. The maximal yield of product is 55.6 μM (3.31-fold higher than the control E. coli MG3) and shows 55.6 % bioconversion of substrate under optimized conditions.
AB - Myricetin is an important flavonol whose medically important properties include activities as an antioxidant, anticarcinogen, and antimutagen. The solubility, stability, and other biological properties of the compounds can be enhanced by conjugating aglycon with sugar moieties. The type of sugar moiety also plays a significant role in the biological and physical properties of the natural product glycosides. Reconstructed Escherichia coli containing thymidine diphosphate-α-L-rhamnose sugar gene cassette and Arabidopsis-derived glycosyltransferase were used for rhamnosylation of myricetin. Myricetin (100 μM) was exogenously supplemented to induced cultures of engineered E. coli. The formation of target product - myricetin-3-O-α-L-rhamnoside - was confirmed by chromatographic and NMR analyses. The yield of product was improved by using various mutants and methylated cyclodextrin as a molecular carrier for myricetin in combination with E. coli M3G3. The maximal yield of product is 55.6 μM (3.31-fold higher than the control E. coli MG3) and shows 55.6 % bioconversion of substrate under optimized conditions.
KW - Myricetin
KW - Myricetin-3-O-α-L-rhamnoside
KW - Whole-cell biocatalysis
UR - http://www.scopus.com/inward/record.url?scp=84895071900&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=84895071900&partnerID=8YFLogxK
U2 - 10.1007/s12010-013-0459-9
DO - 10.1007/s12010-013-0459-9
M3 - Article
C2 - 24013882
AN - SCOPUS:84895071900
VL - 171
SP - 1956
EP - 1967
JO - Applied Biochemistry and Biotechnology
JF - Applied Biochemistry and Biotechnology
SN - 0273-2289
IS - 8
ER -