Polyamine modification by acrolein exclusively produces 1,5-diazacyclooctanes: a previously unrecognized mechanism for acrolein-mediated oxidative stress.

1,5‐Diazacyclooctanes, as Exclusive Oxidative Polyamine Metabolites, Inhibit Amyloid‐β(1‐40) Fibrillization

Biologically relevant 1,5-diazacyclooctanes derived from polyamines and acrolein, inhibit Aβ40 peptide fibrillization and significantly suppress cell cytotoxicity. Formal [4+4] cycloaddition reaction of imines is thus involved in modulating oxidative stress processes associated with neural diseases.

Modification and inactivation of Cu,Zn-superoxide dismutase by the lipid peroxidation product, acrolein

Acrolein is the most reactive aldehydic product of lipid peroxidation and is found to be elevated in the brain when oxidative stress is high. The effects of acrolein on the structure and function of human Cu,Zn-superoxide dismutase (SOD) were examined. When Cu,Zn-SOD was incubated with acrolein, the covalent crosslinking of the protein was increased, and the loss of enzymatic activity was incre...

Oxidative Stress: 1,5‐Diazacyclooctanes, as Exclusive Oxidative Polyamine Metabolites, Inhibit Amyloid‐β(1‐40) Fibrillization (Adv. Sci. 10/2016)

Hydralazine inhibits compression and acrolein-mediated injuries in ex vivo spinal cord.

We have previously shown that acrolein, a lipid peroxidation byproduct, is significantly increased following spinal cord injury in vivo, and that exposure to neuronal cells results in oxidative stress, mitochondrial dysfunction, increased membrane permeability, impaired axonal conductivity, and eventually cell death. Acrolein thus may be a key player in the pathogenesis of spinal cord injury, w...

Protein-bound acrolein: potential markers for oxidative stress.

Acrolein (CH2==CH---CHO) is known as a ubiquitous pollutant in the environment. Here we show that this notorious aldehyde is not just a pollutant, but also a lipid peroxidation product that could be ubiquitously generated in biological systems. Upon incubation with BSA, acrolein was rapidly incorporated into the protein and generated the protein-linked carbonyl derivative, a putative marker of ...