Abstract:
:4-Hydroxy-2-nonenal (HNE), a major electrophilic byproduct of lipid peroxidation, is mutagenic and cytotoxic. The two pairs of HNE-derived diastereomeric 1,N2-propanodeoxyguanosine 3'-monophosphate adducts were synthesized from reaction of HNE with 2'-deoxyguanosine 3'-monophosphate. After HPLC separation, these adducts were characterized by UV-visible absorption and negative ion electrospray ionization MS/MS analysis. To further characterize the structures, these adducts were dephosphorylated to the corresponding HNE-modified deoxyguanosine adducts and their HPLC retention times and UV spectra were compared with those of the synthetic standards prepared from reaction of HNE with 2'-deoxyguanosine. Separation of these adducts by 32P-postlabeling/HPLC was developed. Reaction of HNE with calf thymus DNA resulted in only one pair of diastereomeric adducts, with one adduct predominantly formed with a modification level of 1.2 +/- 0.5 adducts/10(7) nucleotides.
journal_name
Chem Res Toxicoljournal_title
Chemical research in toxicologyauthors
Yi P,Zhan D,Samokyszyn VM,Doerge DR,Fu PPdoi
10.1021/tx970100rsubject
Has Abstractpub_date
1997-11-01 00:00:00pages
1259-65issue
11eissn
0893-228Xissn
1520-5010pii
tx970100rjournal_volume
10pub_type
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