1. ChemInform Abstract: (6E) and (6Z)-9′-Aporhodoxanthinone, Novel Carotenoids Produced in Zeaxanthin-Synthesizing-Escherichia coli by Redox Stress
- Author
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Ayako Osawa, Miho Takemura, Haruka Higashinaka, Norihiko Misawa, Kazutoshi Shindo, Hiroshi Shimada, and Takashi Maoka
- Subjects
chemistry.chemical_classification ,Haematococcus pluvialis ,biology ,Stereochemistry ,food and beverages ,General Medicine ,Carbon-13 NMR ,medicine.disease_cause ,biology.organism_classification ,law.invention ,Zeaxanthin ,chemistry.chemical_compound ,chemistry ,law ,Rubixanthin ,medicine ,Recombinant DNA ,Escherichia coli ,Carotenoid ,Bacteria - Abstract
Recombinant Escherichia coli, carrying the crtE, crtB, crtI, crtY, and crtZ genes from the bacterium Pantoea ananatis in addition to the Haematococcus pluvialis idi gene, can dominantly produce zeaxanthin. Vigorous rotary-shaking culture of the recombinant cells to promote strong aeration led to the production of two structurally similar polar carotenoids [1 (3.7%) and 2 (2.9%)] and eschscholtzxanthone (2.3%), along with zeaxanthin (72.6%), β-cryptoxanthin (7.3%), β-carotene (7.1%), and rubixanthin (2.1%). Carotenoids 1 and 2 were purified, and their structures were determined as (6E)-9′-apo-rohodoxanthinone and (6Z)-9′-apo-rhodoxanthinone, respectively, based on UV–vis, MS, 1H NMR, and 13C NMR spectral data. These novel compounds were shown to exhibit excellent singlet oxygen-quenching activity by the methylene blue-sensitized photooxidation system.
- Published
- 2016