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Lipase-catalyzed synthesis of palmitanilide: Kinetic model and antimicrobial activity study

Paper ID Volume ID Publish Year Pages File Format Full-Text
16899 42621 2016 7 PDF Available
Title
Lipase-catalyzed synthesis of palmitanilide: Kinetic model and antimicrobial activity study
Abstract

•Here reports a convenient, efficient, one-step synthesis of palmitanilide under biocatalysis.•This is an economic and environment friendly process to produce the palmitanilide.•The obtained results of kinetic study are valuable for elucidating the reaction mechanism and represent.•An important contribution for reaction optimization and creating strategies to increase the productivity of amide synthesis.•The synthesized palmitanilide shows antibacterial activity against B. cereus and is potentially an antibacterial agent.

Enzymatic syntheses of fatty acid anilides are important owing to their wide range of industrial applications in detergents, shampoo, cosmetics, and surfactant formulations. The amidation reaction of Mucor miehei lipase Lipozyme IM20 was investigated for direct amidation of triacylglycerol in organic solvents. The process parameters (reaction temperature, substrate molar ratio, enzyme amount) were optimized to achieve the highest yield of anilide. The maximum yield of palmitanilide (88.9%) was achieved after 24 h of reaction at 40 °C at an enzyme concentration of 1.4% (70 mg). Kinetics of lipase-catalyzed amidation of aniline with tripalmitin has been investigated. The reaction rate could be described in terms of the Michaelis–Menten equation with a Ping–Pong Bi–Bi mechanism and competitive inhibition by both the substrates. The kinetic constants were estimated by using non-linear regression method using enzyme kinetic modules. The enzyme operational stability study showed that Lipozyme IM20 retained 38.1% of the initial activity for the synthesis of palmitanilide (even after repeated use for 48 h). Palmitanilide, a fatty acid amide, exhibited potent antimicrobial activity toward Bacillus cereus.

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Keywords
Palmitanilide; Aniline; Organic Solvent; Lipase; Amidation
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Lipase-catalyzed synthesis of palmitanilide: Kinetic model and antimicrobial activity study
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Publisher
Database: Elsevier - ScienceDirect
Journal: Enzyme and Microbial Technology - Volume 82, January 2016, Pages 82–88
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Bioengineering
Get Full-Text Now
Don't Miss Today's Special Offer
Price was $35.95
You save - $31
Price after discount Only $4.95
100% Money Back Guarantee
Full-text PDF Download
Online Support
Any Questions? feel free to contact us