Journal
ENZYME AND MICROBIAL TECHNOLOGY
Volume 36, Issue 2-3, Pages 217-222Publisher
ELSEVIER SCIENCE INC
DOI: 10.1016/j.enzmictec.2004.06.008
Keywords
lipase; isoniazid; Novozym 435; tuberculosis drug; ethyl isonicotinate; hydrazine hydrate
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The reaction of ethyl isonicotinate (ethyl 4-pyridine carboxylate) with hydrazine hydrate as a nucleophile was conducted in 1,4-dioxane as a solvent to produce 4-pyridine carboxylic acid hydrazide (isoniazid) with different immobilized lipases. Isoniazid is an important agent in the treatment of tuberculosis and it can be synthesized via Novozym 435 as the catalyst. Equimolar quantifies of reactants (3.33 x 10(-3) mol/cm(3). each) in 30 mL solution with 1.67 x 10(-3) g/cm(3) Novozym 435 leads to 52% conversion in 24 h. Based on the initial rate studies and concentration profiles (progress curve) analysis, a complete rate equation is proposed taking into account the irreversible inactivation caused by ethyl isonicotinate at very high concentrations. The kinetic model follows the ternary complex mechanism with dead end inhibition by ethyl isonicotinate. (C) 2004 Elsevier Inc. All rights reserved.
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