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- Title
Processing of Bisphenol A by Plant Tissues: Glucosylation by Cultured BY-2 Cells and Glucosylation/Translocation by Plants of Nicotiana tabacum.
- Authors
Nakajima, Nobuyoshi; Ohshima, Yukiko; Serizawa, Shigeko; Kouda, Tomoko; Edmonds, John S.; Shiraishi, Fujio; Aono, Mitsuko; Kubo, Akihiro; Tamaoki, Masanori; Saji, Hikaru; Morita, Masatoshi
- Abstract
Bisphenol A (BPA, 4,4′-isopropylidenediphenol), an endocrine disrupter with estrogenic properties, was supplied to tobacco BY-2 cells in suspension culture and the chemical nature of its metabolites was investigated. The concentration of BPA in the culture medium decreased rapidly and became undetectable at 2.5 h after the application. Four metabolites of BPA were observed in a methanol extract of the cells when the culture was supplemented with [14C]BPA. The most abundant metabolite was determined to be 4,4′-isopropylidenediphenol-O-β-d-glucopyranoside (BPAG) by mass spectrometry, nuclear magnetic resonance spectroscopy and by hydrolysis with β-glucosidase. This identification was confirmed by synthesis. When [14C]BPA was administrated to tobacco seedlings from their roots, radioactivity was incorporated in BPAG and three unidentified metabolites. These metabolites were accumulated in the leaves after 4 h exposure, indicating that tobacco seedlings absorbed BPA through their root systems, metabolized to its β-glucoside and translocated the metabolites to their leaves.
- Subjects
TOBACCO; BISPHENOL A; GLUCOSIDES; PHYTOREMEDIATION; PLANT cells &; tissues
- Publication
Plant & Cell Physiology, 2002, Vol 43, Issue 9, p1036
- ISSN
0032-0781
- Publication type
Article
- DOI
10.1093/pcp/pcf130