Processing of bisphenol A by plant tissues: Glucosylation by cultured BY-2 cells and glucosylation/translocation by plants of Nicotiana tabacum
"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 bec...
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Published in | Plant and cell physiology Vol. 43; no. 9; pp. 1036 - 1042 |
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Main Authors | , , , , , , , , , , |
Format | Journal Article |
Language | English |
Published |
Japan
Oxford University Press
01.09.2002
Oxford Publishing Limited (England) |
Subjects | |
Online Access | Get full text |
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Summary: | "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-beta-D-glucopyranoside (BPAG) by mass spectrometry, nuclear magnetic resonance spectroscopy and by hydrolysis with beta-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 beta-glucoside and translocated the metabolites to their leaves." |
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Bibliography: | T01 F60 2003001891 Received March 6, 2002; Accepted July 10, 2002 local:pcf130 ark:/67375/HXZ-HTZRP7MW-X istex:9299D06447CB2A1FFEA1078DA0B6F6F47702CBF8 |
ISSN: | 0032-0781 1471-9053 |
DOI: | 10.1093/pcp/pcf130 |