Kinetic and mechanistic investigation of microwave-assisted lipase catalyzed synthesis of citronellyl acetate

Citronellyl acetate (also known as citronellol acetate) is an important perfumery chemical which can be produced both by chemical catalysis and by biocatalysis. In the current work, Novozym 435 (Candida antarctica lipase B immobilized on polyacrylic resin) was employed to synthesize citronellol acet...

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Main Authors: Yadav, Ganapati D., Borkar, Indrakant V.
Format: Article in Journal/Newspaper
Language:unknown
Published: American Chemical Society 2009
Subjects:
Online Access:http://repository.ias.ac.in/111635/
http://pubs.acs.org/doi/abs/10.1021/ie800591c
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spelling ftindianacasci:oai:repository.ias.ac.in:111635 2023-05-15T13:39:33+02:00 Kinetic and mechanistic investigation of microwave-assisted lipase catalyzed synthesis of citronellyl acetate Yadav, Ganapati D. Borkar, Indrakant V. 2009 http://repository.ias.ac.in/111635/ http://pubs.acs.org/doi/abs/10.1021/ie800591c unknown American Chemical Society Yadav, Ganapati D. Borkar, Indrakant V. (2009) Kinetic and mechanistic investigation of microwave-assisted lipase catalyzed synthesis of citronellyl acetate Industrial & Engineering Chemistry Research, 48 (17). pp. 7915-7922. ISSN 0888-5885 T Technology (General) Article PeerReviewed 2009 ftindianacasci 2017-09-15T22:09:53Z Citronellyl acetate (also known as citronellol acetate) is an important perfumery chemical which can be produced both by chemical catalysis and by biocatalysis. In the current work, Novozym 435 (Candida antarctica lipase B immobilized on polyacrylic resin) was employed to synthesize citronellol acetate directly from citronellol and vinyl acetate under the influence of microwave irradiation vis-à-vis conventional heating. The effects of various parameters affecting the conversion and initial rates of transesterification were studied to deduce the kinetics and mechanism. The enzyme inhibition was studied in conjunction with both modes of heating. Under microwave irradiation, there was an increase in lipase activity due to enhanced collision of molecules, which can in turn be attributed to an increase in the entropy of the system. The synergistic effect of reaction media and microwaves on lipase activity was analyzed. The enzyme is inhibited by alcohol, which is reduced significantly by microwaves. The analysis of the initial rate data and progress curve data showed that the reaction obeys the ping-pong bi−bi mechanism with inhibition by citronellol and vinyl acetate. The experimental and theoretical values match very well. Article in Journal/Newspaper Antarc* Antarctica Indian Academy of Sciences: Publication of Fellows
institution Open Polar
collection Indian Academy of Sciences: Publication of Fellows
op_collection_id ftindianacasci
language unknown
topic T Technology (General)
spellingShingle T Technology (General)
Yadav, Ganapati D.
Borkar, Indrakant V.
Kinetic and mechanistic investigation of microwave-assisted lipase catalyzed synthesis of citronellyl acetate
topic_facet T Technology (General)
description Citronellyl acetate (also known as citronellol acetate) is an important perfumery chemical which can be produced both by chemical catalysis and by biocatalysis. In the current work, Novozym 435 (Candida antarctica lipase B immobilized on polyacrylic resin) was employed to synthesize citronellol acetate directly from citronellol and vinyl acetate under the influence of microwave irradiation vis-à-vis conventional heating. The effects of various parameters affecting the conversion and initial rates of transesterification were studied to deduce the kinetics and mechanism. The enzyme inhibition was studied in conjunction with both modes of heating. Under microwave irradiation, there was an increase in lipase activity due to enhanced collision of molecules, which can in turn be attributed to an increase in the entropy of the system. The synergistic effect of reaction media and microwaves on lipase activity was analyzed. The enzyme is inhibited by alcohol, which is reduced significantly by microwaves. The analysis of the initial rate data and progress curve data showed that the reaction obeys the ping-pong bi−bi mechanism with inhibition by citronellol and vinyl acetate. The experimental and theoretical values match very well.
format Article in Journal/Newspaper
author Yadav, Ganapati D.
Borkar, Indrakant V.
author_facet Yadav, Ganapati D.
Borkar, Indrakant V.
author_sort Yadav, Ganapati D.
title Kinetic and mechanistic investigation of microwave-assisted lipase catalyzed synthesis of citronellyl acetate
title_short Kinetic and mechanistic investigation of microwave-assisted lipase catalyzed synthesis of citronellyl acetate
title_full Kinetic and mechanistic investigation of microwave-assisted lipase catalyzed synthesis of citronellyl acetate
title_fullStr Kinetic and mechanistic investigation of microwave-assisted lipase catalyzed synthesis of citronellyl acetate
title_full_unstemmed Kinetic and mechanistic investigation of microwave-assisted lipase catalyzed synthesis of citronellyl acetate
title_sort kinetic and mechanistic investigation of microwave-assisted lipase catalyzed synthesis of citronellyl acetate
publisher American Chemical Society
publishDate 2009
url http://repository.ias.ac.in/111635/
http://pubs.acs.org/doi/abs/10.1021/ie800591c
genre Antarc*
Antarctica
genre_facet Antarc*
Antarctica
op_relation Yadav, Ganapati D.
Borkar, Indrakant V. (2009) Kinetic and mechanistic investigation of microwave-assisted lipase catalyzed synthesis of citronellyl acetate Industrial & Engineering Chemistry Research, 48 (17). pp. 7915-7922. ISSN 0888-5885
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