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EC number: 201-245-8
CAS number: 80-05-7
Bisphenol A; BPA
Metabolism and estrogen-like activity in vitro:
Experiments were conducted with hepatocytes and microsomes
derived from humans (4 men and 4 women) and adult female
Wistar rats. Rat hepatocytes were incubated with 100 or 500 µM BPA for 2
hours. Incubation of 500 µM BPA yielded 1 major
(monoglucuronide) and 2 minor (5-OHBPA and BPA sulfate)
metabolites. BPA monoglucuronide was the only metabolite
found after incubation with 100 µM BPA.
Glucuronidation kinetics were investigated by incubation of
liver microsomes with 0-1000 µM BPA for 10 min (rat) or 30
min (human). The Vmax of glucuronidation by human liver
microsomes was smaller than the Vmax by rat liver
microsomes. Incubation of BPA with female human or rat liver
microsomes in the presence of NADPH yielded one metabolite
which coeluted with authentic 5-OHBPA and yielded an
identical mass spectrum.
When E2, BPA and 5-OHBPA were tested in the yeast
estrogenicity assay, the estrogen-like activities of BPA and
5-OHBPA were 10,000-fold and 100,000-fold less than the
activity of 17ß-estradiol, respectively.
In another experiment, the estrogenic activity of BPA was
tested in the yeast estrogenicity assay following incubation
with human or rat liver microsomes in the presence of UDPGA.
The incubation with human liver microsomes decreased the
estrogen-like activity of BPA ca. 3-fold, while incubation
with rat liver microsomes decreased the activity ca. 7-fold.
There was no significant effect on the activity of BPA in
the yeast estrogenicity assay following incubation with
either human or rat liver microsomes in the presence or absence of NADPH.
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