Quinoline-4-carboxylate 2-oxidoreductase

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quinoline-4-carboxylate 2-oxidoreductase
Identifiers
EC no. 1.3.99.19
CAS no. 175780-18-4
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In enzymology, a quinoline-4-carboxylate 2-oxidoreductase (EC 1.3.99.19) is an enzyme that catalyzes the chemical reaction

quinoline-4-carboxylate + acceptor + H2O 2-oxo-1,2-dihydroquinoline-4-carboxylate + reduced acceptor

The 3 substrates of this enzyme are quinoline-4-carboxylate, acceptor, and H2O, whereas its two products are 2-oxo-1,2-dihydroquinoline-4-carboxylate and reduced acceptor.

This enzyme belongs to the family of oxidoreductases, specifically those acting on the CH-CH group of donor with other acceptors. The systematic name of this enzyme class is quinoline-4-carboxylate:acceptor 2-oxidoreductase (hydroxylating). Other names in common use include quinaldic acid 4-oxidoreductase, and quinoline-4-carboxylate:acceptor 2-oxidoreductase (hydroxylating).

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<span class="mw-page-title-main">Monooxygenase</span>

Monooxygenases are enzymes that incorporate one hydroxyl group (−OH) into substrates in many metabolic pathways. In this reaction, the two atoms of dioxygen are reduced to one hydroxyl group and one H2O molecule by the concomitant oxidation of NAD(P)H. One important subset of the monooxygenases, the cytochrome P450 omega hydroxylases, is used by cells to metabolize arachidonic acid (i.e. eicosatetraenoic acid) to the cell signaling molecules, 20-hydroxyeicosatetraenoic acid or to reduce or totally inactivate the activate signaling molecules for example by hydroxylating leukotriene B4 to 20-hydroxy-leukotriene B5, 5-hydroxyeicosatetraenoic acid to 5,20-dihydroxyeicosatetraenoic acid, 5-oxo-eicosatetraenoic acid to 5-oxo-20-hydroxyeicosatetraenoic acid, 12-hydroxyeicosatetraenoic acid to 12,20-dihydroxyeicosatetraenoic acid, and epoxyeicosatrienoic acids to 20-hydroxy-epoxyeicosatrienoic acids.

<span class="mw-page-title-main">Gould–Jacobs reaction</span> Gould-Jacobs reaction explained

The Gould–Jacobs reaction is an organic synthesis for the preparation of quinolines and 4‐hydroxyquinoline derivatives. The Gould–Jacobs reaction is a series of reactions. The series of reactions begins with the condensation/substitution of an aniline with alkoxy methylenemalonic ester or acyl malonic ester, producing anilidomethylenemalonic ester. Then through a 6 electron cyclization process, 4-hydroxy-3-carboalkoxyquinoline is formed, which exist mostly in the 4-oxo form. Saponification results in the formation of an acid. This step is followed by decarboxylation to give 4-hydroxyquinoline. The Gould–Jacobs reaction is effective for anilines with electron‐donating groups at the meta‐position.

References


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