IJSRSET calls volunteers interested to contribute towards the scientific development in the field of Science, Engineering and Technology

Home > IJSRSET184834                                                     

Functionalization of Polymers Using Candida Antarctica Lipase B (CALB) Catalysis


Prof D. C. Patel
  • Abstract
  • Authors
  • Keywords
  • References
  • Details
The objective of this research was to investigate the enzyme-catalyzed functionalization of polymers. For this purpose, first, model small molecules were employed in Candida antarctica lipase B (CALB)-catalyzed transesterification and Michael addition reactions(1).Lipase B is more active towards a broad range of esters, amides and thiols(2). CALB-catalyzed transesterification of ethyl acetate and vinyl acetate with 2-phenyl-1-propanol (2PPOH), the model compound for primary hydroxyl-functionalized polyisobutylene (PIB) prepared from the a-methylstyrene epoxide (a-MSE)/TiCl4 initiator system, indicated that the latter was a more effective acyl donor as it formed unstable vinyl alcohol which instantly tautomerized to acetaldehyde and thus rendered the reaction irreversible. The comparison of the catalytic activity of CALB with that of a commercially available transesterification catalyst, bis[dibutylchlorotin(IV)] oxide, revealed that in the transesterification of vinyl acetate with 2PPOH, CALB was the more reactive catalyst.

Prof D. C. Patel

Candida antarctica lipase B (CALB), transesterification, methylstyrene epoxide (a-MSE), polyisobutylene (PIB), tautomerized

  1. Uppenberg, J.; Oehrner, N.; Norin, M.; Hult, K.; Kleywegt, G. J.; Patkar, S.; Waagen, V.; Anthonsen, T.; Jones, T. A. Crystallographic and molecular-modeling studies of lipase B from Candida antarctica reveal a stereospecificity pocket for secondary alcohols. Biochemistry 1995, 34, 16838-16851.
  2. Kirk, O.; Christensen, M. W. Lipases from Candida antarctica: Unique Biocatalysts from a Unique Origin. Org. Process Res. Dev. 2002, 6, 446-451.
  3. Wang, Y. F.; Lalonde, J. J.; Momongan, M.; Bergbreiter, D. E.; Wong, C. H. Lipase-catalyzed irreversible transesterifications using enol esters as acylating reagents: preparative enantio- and regioselective syntheses of alcohols, glycerol derivatives, sugars and organometallics. J. Am. Chem. Soc. 1988, 770, 7200-7205.
  4. Faber, K.; Riva, S. Enzyme-catalyzed irreversible acyl transfer. Synthesis 1992, 895-910.Weber, H. K.; Stecher, H.; Faber, K. Sensitivity of microbial lipases to acetaldehyde formed by acyl-transfer reactions from vinyl esters. Biotechnol. Lett.1995, 77, 803-808.
  5. Yadav, G. D.; Trivedi, A. H. Kinetic modeling of immobilized-lipase catalyzed transesterification of n-octanol with vinyl acetate in non-aqueous media. Enzyme Microb. Technol. 2003, 32, 783-789.
  6. Yadav, G. D.; Lathi, P. S. Lipase catalyzed transesterification of methyl acetoacetate with n-butanol. J. Mol. Catal. B: Enzym. 2005, 32, 107-113.
  7. Rizzi, M.; Stylos, P.; Riek, A.; Reuss, M. A kinetic study of immobilized lipase catalyzing the synthesis of isoamyl acetate by transesterification in n-hexane. Enzyme Microb. Technol. 1992, 74, 709-714.
  8. Martinelle, M.; Hult, K. Kinetics of acyl transfer reactions in organic media catalysed by Candida antarctica lipase B. Biochim. Biophys. Acta 1995, 7257, 191-197.
  9. Garcia-Alles, L. F.; Gotor, V. Lipase-catalyzed transesterification in organic media: solvent effects on equilibrium and individual rate constants. Biotechnol. Bioeng.1998, 59, 684-694.

Publication Details

Published in : Volume 1 | Issue 1 | November-December - 2014
Date of Publication Print ISSN Online ISSN
2014-01-30 2395-1990 2394-4099
Page(s) Manuscript Number   Publisher
114-121 IJSRSET184834   Technoscience Academy

Cite This Article

Prof D. C. Patel, "Functionalization of Polymers Using Candida Antarctica Lipase B (CALB) Catalysis", International Journal of Scientific Research in Science, Engineering and Technology(IJSRSET), Print ISSN : 2395-1990, Online ISSN : 2394-4099, Volume 1, Issue 1, pp.114-121, November-December-2014.
URL : http://ijsrset.com/IJSRSET184834.php