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Improvement of a P450-Based Recombinant Escherichia coli Whole-Cell System for the Production of Oxygenated Sesquiterpene Derivatives

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논문

Improvement of a P450-Based Recombinant Escherichia coli Whole-Cell System for the Production of Oxygenated Sesquiterpene Derivatives

학술지

Journal of agricultural and food chemistry

저자명

Ly, Thuy T. B.; Schifrin, Alexander; Nguyen, Bach Duc; Bernhardt, Rita

초록

<P>Sesquiterpenes are common constituents of essential oil in plants. Their oxygenated derivatives often possess desirable flavor, fragrance, and pharmaceutical properties. Recently, the CYP264B1-based recombinant <I>Escherichia coli</I> whole-cell system has been constructed for the oxidation of sesquiterpenes. However, limiting factors of this system related to the high volatility of substrates and the suitability of the P450 redox partner need to be addressed. In this work, the improvement of the system was implemented with (+)-&alpha;-longipinene as a model substrate. By using 2-hydroxypropyl-&beta;-cyclodextrin and an alternative ferredoxin reductase, the conversion of (+)-&alpha;-longipinene was improved 77.1%. Applying the optimized conditions, the yields of the main products were 54.2, 34.2, and 47.2 mg L<SUP>&ndash;1</SUP>, corresponding to efficiencies of 82.1, 51.8, and 71.5% for the conversion of (+)-&alpha;-longipinene, (&minus;)-isolongifolene, and &alpha;-humulene, respectively, at a 200 mL scale. These products were characterized as 12-hydroxy-&alpha;-longipinene, isolongifolene-9-one, and 5-hydroxy-&alpha;-humulene, respectively, by nuclear magnetic resonance spectroscopy.</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-19/acs.jafc.7b00792/production/images/medium/jf-2017-00792m_0006.gif'></P>

발행연도

2017

발행기관

American Chemical Society

ISSN

0021-8561

ISSN

1520-5118

65

19

페이지

pp.3891-3899

주제어

cytochrome P450; CYP264B1; adrenodoxin; adrenodoxin reductase; ferredoxin reductase; sesquiterpenes; whole-cell conversion; cyclodextrin

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논문; 2017-12-31

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