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First Novozym 435 lipase-catalyzed Morita–Baylis–Hillman reaction in the presence of amides

Paper ID Volume ID Publish Year Pages File Format Full-Text
16824 42615 2016 9 PDF Available
Title
First Novozym 435 lipase-catalyzed Morita–Baylis–Hillman reaction in the presence of amides
Abstract

•The first lipase-catalyzed MBH reaction with amides as co-catalyst was realized.•The MBH adduct could be obtained in 43.4% yield.•The realization of lipase-catalyzed MBH reaction extended the enzyme promiscuity.

The first Novozym 435 lipase-catalyzed Morita–Baylis–Hillman (MBH) reaction with amides as co-catalyst was realized. Results showed that neither Novozym 435 nor amide can independently catalyze the reaction. This co-catalytic system that used a catalytic amount of Novozym 435 with a corresponding amount of amide was established and optimized. The MBH reaction strongly depended on the structure of aldehyde substrate, amide co-catalyst, and reaction additives. The optimized reaction yield (43.4%) was achieved in the Novozym 435-catalyzed MBH reaction of 2, 4-dinitrobenzaldehyde and cyclohexenone with isonicotinamide as co-catalyst and β-cyclodextrin as additive only in 2 days. Although enantioselectivity of Novozym 435 was not found, the results were still significant because an MBH reaction using lipase as biocatalyst was realized for the first time.

Keywords
Novozym 435 lipase; Amides; MBH reaction; Co-catalyst
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First Novozym 435 lipase-catalyzed Morita–Baylis–Hillman reaction in the presence of amides
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Publisher
Database: Elsevier - ScienceDirect
Journal: Enzyme and Microbial Technology - Volume 84, March 2016, Pages 32–40
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
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Full-text PDF Download
Online Support
Any Questions? feel free to contact us