Year 2019, Volume , Issue 5, Pages 58 - 64 2019-06-21

Immobilization of Candida rugosa Lipase on Different Ionic Supports to Improve the Enantioselectivity on Mandelic Acid Resolution

Wilson Galvão de MORAIS JUNIOR [1] , Glória FERNANDEZ-LORENTE [2] , Benevides Costa PESSELA [3]

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This work describes the improvement in enantioselectivity on the resolution of mandelic acid catalyzed by the Candida rugosa lipase (CRL) immobilized and stabilized on two different ionic supports. CRL was quickly immobilized on anionic diethylaminoethyl (DEAE) support and, due to the low content of positive charges on enzyme surface; the enzyme could only be successfully immobilized on cationic carboxymethyl support after chemical amination. Immobilized the enzyme presented higher thermal stability and higher stability to pH than the free enzyme. In relation to the free-enzyme, the DEAE derivative was 2-fold more stable in acid pH, while the carboxymethyl derivative was 2-fold more stable in alkaline pH. When incubated at pH 7.0 and 50 ºC, the carboxymethyl derivative was more stable retaining 80% of activity even after 7 h incubation, and the DEAE derivative presented half-life of 6.6 h. Due to this promising characteristics, both CRL derivatives were evaluated on the hydrolysis of (R,S)-mandelic acid ethyl ester under different pH. The CRL immobilized on DEAE support presented stereochemical preference for the R isomer in pH 5.0 and 7.0, while in pH 9.0 the hydrolysis of the S isomer hydrolysis was faster with a higher E-value of 21.2. On the other hand, the carboxymethyl derivative showed opposite results regarding stereochemical preference with higher E-value at pH 5.0 (E > 200) demonstrating excellent enantioselective transesterification towards the S-isomer of mandelic acid with a theoretical 50% conversion yield and a 99.9% enantiomeric excess. 

Candida rugosa lipase, Immobilization, Stabilization, Enantioselectivity
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Primary Language en
Journal Section Articles
Authors

Author: Wilson Galvão de MORAIS JUNIOR

Author: Glória FERNANDEZ-LORENTE

Author: Benevides Costa PESSELA

Dates

Publication Date: June 21, 2019

Bibtex @research article { epstem581195, journal = {The Eurasia Proceedings of Science Technology Engineering and Mathematics}, issn = {}, eissn = {2602-3199}, address = {ISRES Publishing}, year = {2019}, volume = {}, pages = {58 - 64}, doi = {}, title = {Immobilization of Candida rugosa Lipase on Different Ionic Supports to Improve the Enantioselectivity on Mandelic Acid Resolution}, key = {cite}, author = {MORAIS JUNIOR, Wilson Galvão de and FERNANDEZ-LORENTE, Glória and PESSELA, Benevides Costa} }
APA MORAIS JUNIOR, W , FERNANDEZ-LORENTE, G , PESSELA, B . (2019). Immobilization of Candida rugosa Lipase on Different Ionic Supports to Improve the Enantioselectivity on Mandelic Acid Resolution. The Eurasia Proceedings of Science Technology Engineering and Mathematics, (5), 58-64. Retrieved from http://dergipark.org.tr/epstem/issue/46264/581195
MLA MORAIS JUNIOR, W , FERNANDEZ-LORENTE, G , PESSELA, B . "Immobilization of Candida rugosa Lipase on Different Ionic Supports to Improve the Enantioselectivity on Mandelic Acid Resolution". The Eurasia Proceedings of Science Technology Engineering and Mathematics (2019): 58-64 <http://dergipark.org.tr/epstem/issue/46264/581195>
Chicago MORAIS JUNIOR, W , FERNANDEZ-LORENTE, G , PESSELA, B . "Immobilization of Candida rugosa Lipase on Different Ionic Supports to Improve the Enantioselectivity on Mandelic Acid Resolution". The Eurasia Proceedings of Science Technology Engineering and Mathematics (2019): 58-64
RIS TY - JOUR T1 - Immobilization of Candida rugosa Lipase on Different Ionic Supports to Improve the Enantioselectivity on Mandelic Acid Resolution AU - Wilson Galvão de MORAIS JUNIOR , Glória FERNANDEZ-LORENTE , Benevides Costa PESSELA Y1 - 2019 PY - 2019 N1 - DO - T2 - The Eurasia Proceedings of Science Technology Engineering and Mathematics JF - Journal JO - JOR SP - 58 EP - 64 VL - IS - 5 SN - -2602-3199 M3 - UR - Y2 - 2019 ER -
EndNote %0 The Eurasia Proceedings of Science Technology Engineering and Mathematics Immobilization of Candida rugosa Lipase on Different Ionic Supports to Improve the Enantioselectivity on Mandelic Acid Resolution %A Wilson Galvão de MORAIS JUNIOR , Glória FERNANDEZ-LORENTE , Benevides Costa PESSELA %T Immobilization of Candida rugosa Lipase on Different Ionic Supports to Improve the Enantioselectivity on Mandelic Acid Resolution %D 2019 %J The Eurasia Proceedings of Science Technology Engineering and Mathematics %P -2602-3199 %V %N 5 %R %U
ISNAD MORAIS JUNIOR, Wilson Galvão de , FERNANDEZ-LORENTE, Glória , PESSELA, Benevides Costa . "Immobilization of Candida rugosa Lipase on Different Ionic Supports to Improve the Enantioselectivity on Mandelic Acid Resolution". The Eurasia Proceedings of Science Technology Engineering and Mathematics / 5 (June 2019): 58-64.
AMA MORAIS JUNIOR W , FERNANDEZ-LORENTE G , PESSELA B . Immobilization of Candida rugosa Lipase on Different Ionic Supports to Improve the Enantioselectivity on Mandelic Acid Resolution. EPSTEM. 2019; (5): 58-64.
Vancouver MORAIS JUNIOR W , FERNANDEZ-LORENTE G , PESSELA B . Immobilization of Candida rugosa Lipase on Different Ionic Supports to Improve the Enantioselectivity on Mandelic Acid Resolution. The Eurasia Proceedings of Science Technology Engineering and Mathematics. 2019; (5): 64-58.