The aldehyde inhibitor Z-Ala-Ala-Phe-CHO has been synthesized and shown by (13)C-NMR to react with the active site serine hydroxyl group of alpha-chymotrypsin to form two diastereomeric hemiacetals. For both hemiacetals oxyanion formation occurs with a pKa value of ~7 showing that chymotrypsin reduces the oxyanion pKa values by ~5.6 pKa units and stabilizes the oxyanions of both diastereoisomer...

Horse liver aldehyde dehydrogenase, like other aldehyde dehydrogenases, is capable of hydrolyzing esters such as nitrophenyl acetate. Pre-steady state and burst kinetics were performed using substrate levels of enzyme to determine whether the rate-limiting step occurred prior to or after the formation of an acyl enzyme intermediate. A burst was found by both techniques for the dehydrogenase rea...

4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK), a potent tobacco-specific carcinogen, has been demonstrated to induce lung tumors in animals and is suspected to be a human carcinogen. Cytochromes P450 are the major enzymes responsible for the activation of NNK in microsomes from the lung and liver of rat and mouse, as well as human liver. The present study investigated the enzymes respons...

The enzymes aldehyde oxidase and xanthine oxidase catalyze the oxidation of a wide range of N-heterocycles and aldehydes. These enzymes are widely known for their role in the metabolism of N-heterocyclic xenobiotics where they provide a protective barrier by aiding in the detoxification of ingested nitrogen-containing heterocycles. Isovanillin has been shown to inhibit the metabolism of aromati...

The selective formation of a single isomer of a [3+2] self-assembled organic cage from a reaction mixture of an unsymmetrical aldehyde and a flexible amine is discussed. The experimental and theoretical findings suggest that in such a process, the geometric features of the aldehyde play a key role.

Knoevenagel condensation between barbituric acid and aldehyde was investigated in the presence of sulfonic acid functionalized nanoporous silica (SBA-Pr-SO3H) and resulted in the formation of arylidene and bis-arylidene barbiturates. Excellent yields and short reaction times are related to the high efficiency of SBA-Pr-SO3H that the reactions take place easily in its nano-pores. SBA-Pr-SO3H as ...

The identity and stoichiometry of the reaction products of the oxygenated reduced flavin bacterial luciferase intermediate isolated by Sephadex chromatography at low temperature have been determined under two conditions, allowing the reaction to go to completion by warming either in the presence or absence of long chain aliphatic aldehyde. In the latter case, very little bioluminescence occurs,...