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Differences in the binding of stereoisomeric benzo(a)pyrene-7,8-diol-9,10-epoxides to histones in rat liver nuclei. 1985

M Kurokawa, and M C MacLeod

We have compared the covalent binding of two stereoisomeric benzo(a)pyrene-7,8-diol-9,10-epoxides to histones. From rat liver nuclei exposed to carcinogenic [3H]-(+/-)-7r,8t-dihydroxy-9t,10t-oxy-7,8,9,10-tetrahydrobenzo(a)p yrene [( 3H]BPDE-I) or noncarcinogenic [3H]-(+/-)-7r,8t-dihydroxy-9c,10c-oxy-7,8,9, 10-tetrahydrobenzo(a)pyrene [( 3H]BPDE-II), H1 and core histone fractions were prepared by differential acid extraction. The specific activity (dpm/mg protein) of the core histone fraction for [3H]BPDE-I was much higher than that of [3H]BPDE-II. Alternatively in the H1 histone fraction, the binding level of [3H]BPDE-I was lower than that of [3H]BPDE-II. By reverse-phase high performance liquid chromatography, the analyses of BPDE isomers binding to histones showed that histones H2A and H1 were heavily labeled by [3H]BPDE-I and -II, respectively. In particular, the ratio of specific activities for BPDE-I to II in peak C3, which mainly contains H2A X 2 variant, was higher than those of other histone H2A variants and other core histones. These results indicate that the BPDE isomers have differential binding affinities to histones. The covalent binding of BPDE-I to histone H2A (especially H2A X 2 variant) may be important in the potential carcinogenic effects in nuclei.

UI MeSH Term Description Entries
D008099 Liver A large lobed glandular organ in the abdomen of vertebrates that is responsible for detoxification, metabolism, synthesis and storage of various substances. Livers
D008297 Male Males
D002273 Carcinogens Substances that increase the risk of NEOPLASMS in humans or animals. Both genotoxic chemicals, which affect DNA directly, and nongenotoxic chemicals, which induce neoplasms by other mechanism, are included. Carcinogen,Oncogen,Oncogens,Tumor Initiator,Tumor Initiators,Tumor Promoter,Tumor Promoters,Initiator, Tumor,Initiators, Tumor,Promoter, Tumor,Promoters, Tumor
D002467 Cell Nucleus Within a eukaryotic cell, a membrane-limited body which contains chromosomes and one or more nucleoli (CELL NUCLEOLUS). The nuclear membrane consists of a double unit-type membrane which is perforated by a number of pores; the outermost membrane is continuous with the ENDOPLASMIC RETICULUM. A cell may contain more than one nucleus. (From Singleton & Sainsbury, Dictionary of Microbiology and Molecular Biology, 2d ed) Cell Nuclei,Nuclei, Cell,Nucleus, Cell
D002851 Chromatography, High Pressure Liquid Liquid chromatographic techniques which feature high inlet pressures, high sensitivity, and high speed. Chromatography, High Performance Liquid,Chromatography, High Speed Liquid,Chromatography, Liquid, High Pressure,HPLC,High Performance Liquid Chromatography,High-Performance Liquid Chromatography,UPLC,Ultra Performance Liquid Chromatography,Chromatography, High-Performance Liquid,High-Performance Liquid Chromatographies,Liquid Chromatography, High-Performance
D006657 Histones Small chromosomal proteins (approx 12-20 kD) possessing an open, unfolded structure and attached to the DNA in cell nuclei by ionic linkages. Classification into the various types (designated histone I, histone II, etc.) is based on the relative amounts of arginine and lysine in each. Histone,Histone H1,Histone H1(s),Histone H2a,Histone H2b,Histone H3,Histone H3.3,Histone H4,Histone H5,Histone H7
D000818 Animals Unicellular or multicellular, heterotrophic organisms, that have sensation and the power of voluntary movement. Under the older five kingdom paradigm, Animalia was one of the kingdoms. Under the modern three domain model, Animalia represents one of the many groups in the domain EUKARYOTA. Animal,Metazoa,Animalia
D001580 Benzopyrenes A class of chemicals that contain an anthracene ring with a naphthalene ring attached to it. Benzpyrene
D013237 Stereoisomerism The phenomenon whereby compounds whose molecules have the same number and kind of atoms and the same atomic arrangement, but differ in their spatial relationships. (From McGraw-Hill Dictionary of Scientific and Technical Terms, 5th ed) Molecular Stereochemistry,Stereoisomers,Stereochemistry, Molecular,Stereoisomer
D014316 Tritium The radioactive isotope of hydrogen also known as hydrogen-3. It contains two NEUTRONS and one PROTON in its nucleus and decays to produce low energy BETA PARTICLES. Hydrogen-3,Hydrogen 3

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