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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Bibliographic Details
Published inPlant and cell physiology Vol. 43; no. 9; pp. 1036 - 1042
Main Authors "Nakajima, N. (National Inst. for Environmental Studies, Tsukuba, Ibaraki (Japan)), Ohshima, Y, Serizawa, S, Kouda, T, Edmonds, J.S, Shiraishi, F, Aono, M, Kubo, A, Tamaoki, M, Saji, H, Morita, M.
Format Journal Article
LanguageEnglish
Published Japan Oxford University Press 01.09.2002
Oxford Publishing Limited (England)
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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."
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