Chemistry and biochemistry of 4-hydroxynonenal, malonaldehyde and related aldehydes.

Malondialdehyde is a naturally occurring product of lipid peroxidation and prostaglandin biosynthesis that is mutagenic and carcinogenic. It reacts with DNA to form adducts to deoxyguanosine and deoxyadenosine. The major adduct to DNA is a pyrimidopurinone called M1G. Site-specific mutagenesis experiments indicate that M1G is mutagenic in bacteria and is repaired by the nucleotide excision repair pathway. M1G has been detected in liver, white blood cells, pancreas, and breast from healthy human beings at levels ranging from 1–120 per 108 nucleotides. Several different assays for M1G have been described that are based on mass spectrometry, 32 P -postlabeling, or immunochemical techniques. Each technique offers advantages and disadvantages based on a combination of sensitivity and specificity. Application of each of these techniques to the analysis of M1G is reviewed and future needs for improvements are identified. M1G appears to be a major endogenous DNA adduct in human beings that may contribute significantly to cancer linked to lifestyle and dietary factors. High throughput methods for its detection and quantitation will be extremely useful for screening large populations.

Lipid peroxidation—DNA damage by malondialdehyde

The trans-influence: its measurement and significance

Additions to Metal-Activated Organonitriles†

Oxy radicals, lipid peroxidation and DNA damage

Reaction of malondialdehyde with guanine nucleosides: formation of adducts containing oxadiazabicyclononene residues in the base-pairing region

Hydrogen-1 nuclear magnetic resonance study of unsymmetrical mercury compounds from bis(trimethylsilyl)mercury and diorganomercurials

X-Ray crystal structure of trimethylsilylmethyllithium

Synthesis and characterization of alkylaluminum and -gallium derivatives of 2-(methylthio)- and 2-methoxyphenol. Crystal structures of the dimeric complexes [R2M(.mu.-OC6H4-2-ECH3)]2 (M = aluminum, E = S, R = Me, iso-Bu; M = Al, E = O, R = Et, iso-Bu; M = gallium, E = O, R = Me) featuring five coordinate metal centers

Studies on main group metal—transition metal bonded compounds

John P. Oliver

Papers

Reaction of malondialdehyde with guanine nucleosides: formation of adducts containing oxadiazabicyclononene residues in the base-pairing region

Hydrogen-1 nuclear magnetic resonance study of unsymmetrical mercury compounds from bis(trimethylsilyl)mercury and diorganomercurials

X-Ray crystal structure of trimethylsilylmethyllithium

Studies on main group metal—transition metal bonded compounds