Biological interactions of α,β-unsaturated aldehydes

The chemical nature of alpha,beta-unsaturated aldehydes and some of their toxicological effects based on their ability to function as direct-acting alkylating agents are described and sources and mechanisms of formation are described.

Abstract

This article describes the chemical nature of alpha,beta-unsaturated aldehydes and some of their toxicological effects based on their ability to function as direct-acting alkylating agents. Selected compounds discussed include alpha,beta-unsaturated aldehydic environmental pollutants, metabolites of xenobiotics and natural products, and lipid peroxidation--and DNA oxidation products derived from cellular constituents. Briefly reviewed are sources and mechanisms of formation of the aldehydes, their reactivity with respect to glutathione and amino-groups, their toxicity based on interaction with sulfhydryl and amino targets in cells, and modulation of their toxicity by metabolism.