The major pathway of histidine metabolism in animals and bacteria other than incorporation into protein involves first deamination to urocanic acid, then the anaerobic addition of water to form an intermediate generally considered to be 4(5)imidazolone-5(4)-propionic acid (1, 2). Finally, the ring is split enzymatically to ~formiminoglutamic acid (3) which is converted to free cglutamic acid by...

A number of structurally related hydantoins has been examined for their effects on the metabolic activities of Ehrlieh aseites carcinoma cells. 5-Ethylsulfinylmethylhydantoin [ESH] was a potent inhibitor of such activities. 5-Ethylsulfonylmethylhydantoin had less activity, and the other hydantoins tested were without effect. ESH was also a potent inhibitor of metabolism in Salk "altered" monkey...

methoxymethylation of a variety of alcohols was performed using formaldehyde dimethyl acetal in the presence of 1,3-dichloro-5,5-dimethyl hydantoin [dcdmh] and poly n,n′-dibromo-n-ethyl naphthyl-2,7-disulfonamide [pbns] as catalysts at room temperature and under solvent-free conditions. our experiments show that primary and secondary alcohols can be smoothly converted into the corresponding mom...

The mechanism of the reaction between carbodiimides and activated α,β-unsaturated carboxylic acids yielding fully substituted hydantoins and variable amounts of N-acyl urea by-products was studied using density functional theory calculations. Two alternative pathways featuring N-acyl ureas and imino-oxazolidinones as intermediates for the formation of the hydantoin product were taken into accou...