71970-43-9

Upstream product

• 143022-70-2 2,4-dihydroxymethylene-3-methylglutaraldehyde Na salt 
• 6333-49-9 1-amino-1-deoxy-D-arabino-hexulose acetate 
• 542-78-9 Malondialdehyde 
• 75-07-0 acetaldehyde 

Relevant academic research and scientific papers

Reaction of malondialdehyde with amine neurotransmitters. Formation and oxidation chemistry of fluorescent 1,4-dihydropyridine adducts

Under physiologically relevant conditions, malondialdehyde reacts smoothly with amine neurotransmitters, i.e. dopamine, norepinephrine and serotonin, to give the fluorescent dihydropyridines 1, 4 and 5, respectively, as the relatively most abundant products. Small amounts of enaminal derivatives, such as 2 and 6, could also be obtained in the reactions with dopamine and serotonin. Oxidation of 1 with hydrogen peroxide/peroxidase leads to a complex pattern of unstable products, the major of which has been isolated and identified as the o-quinone epoxide 7. Similar oxidation of 4 and 5 affords mainly the dihydropyridine 8 and the 4,4'-biindolyl 9, respectively. These results provide new clues to the role of malondialdehyde in neuronal degeneration and lipofusion formation.

Cleavage and Oligomerization of Malondialdehyde

Malondialdehyde (MDA) slowly self-condensates in aqueous solution at pH 4.5-6 and room temperature yielding (E)-(3'-oxo-1'-propenyl)malondialdehyde and 2,4-dihydroxymethylene-3-(2'-oxoethyl)glutaraldehyde.The latter compound exists in solution in equilibr

Influence of malondialdehyde on the Maillard degradation of Amadori compounds

1-Amino-1-deoxy-D-fructose (7), and its N-butyl derivative (8), reacted with malondialdehyde to yield the 1-deoxy-1-(3-oxo-1-propenylamino)-D-fructoses 9 and 10, respectively.Small proportions of 4-methyl-1,4-dihydro-3,5-pyridinedicarbaldehyde (12) and 1-deoxy-1-(3,5-diformyl-4-methyl-1,4-dihydro-pyridin-1-yl)-D-fructose (14) were also formed in the reaction with 7, and of 1-butyl-4-methyl-1,4-dihydro-3,5-pyridinedicarbaldehyde (13) in the reaction with 8.The reaction of 7 with methylmalondialdehyde afforded 1-deoxy-1-(2-methyl-3-oxo-1-propenylamino)-D-fructose (11).The enaminals 9 and 10 cyclised, in neutral or weakly alkaline aqueous solution, into a mixture of 4-(D-arabino-tetritol-1-yl)-3-pyrrolecarbaldehyde (15 and 17, respectively) and 3-(D-arabino-tetritol-1-yl)-4-pyridone (19 and 21, respectively).Small proportions of 4-(hydroxymethyl)-3-pyrrolecarbaldehyde (16) and 3-(hydroxymethyl)-4-pyridone (20) were also formed in the cyclisation of 9, and of 1-butyl-4-(α,β-D-erythro-furanosyl)-3-pyrrolecarbaldehyde (18α,β) in the cyclisation of 10.All of the heterocyclic compounds were unstable.

CLEAVAGE AND OLIGOMERIZATION OF MALONDIALDEHYDE UNDER PHYSIOLOGICAL CONDITIONS

Malondialdehyde slowly oligomerizes in aqueous solution at pH 5-7 and room temperature.Cleavage of the dialdehyde also takes place under these conditions yielding ethanal, which further reacts with the excess of malondialdehyde to yield 2,4-dihydroxymethylene-3-methylglutaraldehyde.