Supported ionic liquid phase (SILP) facilitated gas-phase enzyme catalysis – CALB catalyzed transesterification of vinyl propionate

2018 ◽  
Vol 8 (9) ◽  
pp. 2460-2466 ◽  
Author(s):  
Changhee Lee ◽  
Bernhard Sandig ◽  
Michael R. Buchmeiser ◽  
Marco Haumann

The supported ionic liquid phase (SILP) technology has been used to immobilize Candida Antarctica Lipase B (CALB) within a hybrid monolith.

Molecules ◽  
2020 ◽  
Vol 25 (14) ◽  
pp. 3233
Author(s):  
Alfonso Escudero ◽  
Antonia Pérez de los Ríos ◽  
Carlos Godínez ◽  
Francisca Tomás ◽  
Francisco José Hernández-Fernández

New Candida antarctica lipase B derivatives with higher activity than the free enzyme were obtained by occlusion in an organogel of an ionic liquid (ionogel) based on the ionic liquid [Omim][PF6] and polyvinyl chloride. The inclusion of glutaraldehyde as a crosslinker improved the properties of the ionogel, allowing the enzymatic derivative to reach 5-fold higher activity than the free enzyme and also allowing it to be reused at 70 °C. The new methodology allows enzymatic derivatives to be designed by changing the ionic liquid, thus providing a suitable microenvironment for the enzyme. The ionic liquid may act on substrates to increase their local concentration, while reducing water activity in the enzyme’s microenvironment. All this allows the activity and selectivity of the enzyme to be improved and greener processes to be developed. The chemical composition and morphology of the ionogel were also studied by scanning electron microscopy–energy dispersive X-ray spectroscopy, finding that porosity, which was related with the chemical composition, was a key factor for the enzyme activity.


ChemCatChem ◽  
2019 ◽  
Vol 12 (3) ◽  
pp. 803-811 ◽  
Author(s):  
Mario Pérez‐Venegas ◽  
Miriam M. Tellez‐Cruz ◽  
Omar Solorza‐Feria ◽  
Agustín López‐Munguía ◽  
Edmundo Castillo ◽  
...  

Author(s):  
Pedro Lozano ◽  
Teresa De Diego ◽  
Said Gmouh ◽  
Michel Vaultier ◽  
Jose L Iborra

Enzymatic transformations in ionic liquids (ILs)/supercritical carbon dioxide (scCO2) biphasic systems, whereby enzyme molecules are ``immobilized" in the IL phase and substrates/products are transported by the scCO2 phase, are described as a way for carrying out clean synthetic chemical processes to produce pure products. As a model system to study, the ionic liquid butyltrimethyl ammonium (bis(trifluoromethane)sulfonyl imine) ([btma][NTf2]) was assayed for Candida antarctica lipase B (CALB)-catalyzed the kinetic resolution of rac-1-phenylethanol. The suitability of this IL was established from both the activity and stability of the enzyme. A continuous dynamic kinetic resolution (DKR) process in [btma][NTf2])/scCO2 biphasic system was carried out by using simultaneously both immobilized Candida antarctica lipase B in silica gel and silica modified with benzenosulfonic acid groups (SCX) catalysts at 50 ºC and 10 MPa, providing a good yield (78 %) for (R)-1-phenylethyl propionate product with excellent enantioselectivity (ee = 92 %) in continuous operation.


2018 ◽  
Vol 129 ◽  
pp. 12-24 ◽  
Author(s):  
Nathalia Saraiva Rios ◽  
Maisa Pessoa Pinheiro ◽  
Magno Luís Bezerra Lima ◽  
Denise Maria Guimarães Freire ◽  
Ivanildo José da Silva ◽  
...  

2002 ◽  
Vol 80 (6) ◽  
pp. 565-570 ◽  
Author(s):  
Szilvia Gedey ◽  
Arto Liljeblad ◽  
László Lázár ◽  
Ferenc Fülöp ◽  
Liisa T Kanerva

The Candida antarctica lipase B-catalyzed reactions of five β-amino esters with neat butyl butanoate and with 2,2,2-trifluoroethyl butanoate in diisopropyl ether were studied, as were the reactions of the same β-amino esters and their N-butanamides with neat butanol. The possibility for sequential resolution, where the amino and ester functions of the substrate both react with an achiral butanoate, became less likely with increasing size of the substrate from ethyl 3-aminobutanoate (1a) to pentanoate (1b) or larger. On the other hand, the alcoholyses of N-acylated β-amino esters successfully proceeded in butanol with E > 100. Gram-scale resolution of the N-butanoylated 1a was performed to demonstrate the usefulness of the method. Key words: lipase, interesterification, acylation, alcoholysis, resolution, β-amino esters.


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