Does anyone happen to have any good resources for the metabolism of polycyclic aromatic hydrocarbons? Specifically benzo[b]fluoranthene? I'm having issues finding good information about the metabolites of BbF.

Question

anonymous · Answer

do you have the MSDS sheet?

anonymous · Answer

quoting the web ref at http://www.t3db.org/toxins/T3D0010 "The reactive metabolites of PAHs (epoxide intermediates, dihydrodiols, phenols, quinones, and their various combinations) covalently bind to DNA and other cellular macromolecules, initiating mutagenesis and carcinogenesis." check out the references they cite at the bottom.

anonymous · Answer

it's hydrophobic, so it enters the cell, gets converted into other more-or-less hydrophobic components. these eventually bind to DNA, just like steroid hormones.

agreene · Answer

Yeah, I'm doing computational biochem with it, specifically molecular modelling.. but I'm having issue finding the actual metabolites that form. I'm needing to model the non-convalent bonding to DNA.

anonymous · Answer

they did mention "phenol", so that's something simple and easier to model. for "realistic" metabolites, look up the refs on that page, or pubmed articles published by people who study these. as i recall, it's one of the cyctochromes that oxidizes this PAH into the toxic forms.

abb0t · Answer

metabolism of polycyclic aromatic hydrocarbons??? Or do you mean biosynthesis? :P

anonymous · Answer

try this one: http://link.springer.com/chapter/10.1007/978-3-642-74775-5_9#page-1

agreene · Answer

@abb0t : yes, metabolism, like I said, namely of benzo[b]fluoranthene, since it doesn't seem to metabolize like the rest of the group. @electrokid: Thank you, I'll add that to my list, seems like it could be really helpful. For anyone else interested in such things--thus far this is the best resource i've found on the subject: http://monographs.iarc.fr/ENG/Monographs/vol92/ section 4, specifically.