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Original Article

Esterification of 2-methylalkanoic acids Catalysed by Lipase from Candida rugosa: Enantioselectivity as a Function of water Activity and Alcohol Chain Length

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Pages 123-130 | Published online: 11 Jul 2009

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NEENA N. GANDHI, NITIN S. PATIL, SUDHIRPRAKASH B. SAWANT, JYESHTHARAJ B. JOSHI, PRAMOD P. WANGIKAR & D. MUKESH. (2000) Lipase-Catalyzed Esterification. Catalysis Reviews 42:4, pages 439-480.
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Paulo Cesar deJesus, Pedro Luiz Ferreirada Silva, Jair JuarezJoão & Maria da GraçaNascimento. (1998) Enantioselective Esterification of 2-Methylpentanoic Acid Catalised via Immobilized Lipases in Chrysotile and Microemulsion-Based Gels. Synthetic Communications 28:15, pages 2893-2901.
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Articles from other publishers (24)

Yanyan Zhang, Marco Alexander Fraatz, Florian Birk, Marina Rigling, Andreas Hammer & Holger Zorn. (2018) Enantiomeric ratios of 2-methylbutanoic acid and its methyl ester: Elucidation of novel biogenetic pathways towards (R)-methyl 2-methylbutanoate in a beverage fermented with shiitake. Food Chemistry 266, pages 475-482.
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Michael C. FlickingerShamsher S. Kanwar & Madan Lal Verma. 2009. Encyclopedia of Industrial Biotechnology. Encyclopedia of Industrial Biotechnology 1 16 .
Sunil Sabbani & Erik Hedenström. (2009) Control of water activity in lipase catalysed esterification of chiral alkanoic acids. Journal of Molecular Catalysis B: Enzymatic 58:1-4, pages 6-9.
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M. Verma, W. Azmi & S. Kanwar. (2008) Microbial lipases: At the interface of aqueous and non-aqueous media. Acta Microbiologica et Immunologica Hungarica 55:3, pages 265-294.
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Hans‐Erik Högberg. 2008. Organic Synthesis with Enzymes in Non‐Aqueous Media. Organic Synthesis with Enzymes in Non‐Aqueous Media 73 112 .
Nicole W.J.T. Heinsman, Carin G.P.H. Schroën, Albert van der Padt, Maurice C.R. Franssen, Remko M. Boom & Klaas van‘t Riet. (2003) Substrate sorption into the polymer matrix of Novozym 435® and its effect on the enantiomeric ratio determination. Tetrahedron: Asymmetry 14:18, pages 2699-2704.
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Erik Hedenström, Helen Edlund & Susan Lund. (2003) Stereoselective esterification of 2,6-dimethyl-1,7-heptanedioic acid, catalysed by Candida rugosa lipase. Journal of Molecular Catalysis B: Enzymatic 23:1, pages 53-59.
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Mattias Persson, David Costes, Ernst Wehtje & Patrick Adlercreutz. (2002) Effects of solvent, water activity and temperature on lipase and hydroxynitrile lyase enantioselectivity. Enzyme and Microbial Technology 30:7, pages 916-923.
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Erik Hedenström, Ba-Vu Nguyen & Louis A. SilksIIIIII. (2002) Do enzymes recognise remotely located stereocentres? Highly enantioselective Candida rugosa lipase-catalysed esterification of the 2- to 8-methyldecanoic acids. Tetrahedron: Asymmetry 13:8, pages 835-844.
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Erik Hedenström, Helen Edlund, Susan Lund, Malin Abersten & David Persson. (2002) Synthesis and lipase catalysed stereoselective acylation of some 3-methylalkan-2-ols, identified as sex pheromone precursors in females of pine sawfly species. J. Chem. Soc., Perkin Trans. 1:15, pages 1810-1817.
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David Guieysse, Christophe Salagnad, Pierre Monsan & Magali Remaud-Simeon. (2001) Resolution of 2-bromo-o-tolyl-carboxylic acid by transesterification using lipases from Rhizomucor miehei and Pseudomonas cepacia. Tetrahedron: Asymmetry 12:17, pages 2473-2480.
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Romas J. Kazlauskas & Uwe T. Bornscheuer. 2001. Biotechnology Set. Biotechnology Set 37 191 .
Thorleif Anthonsen & Birte J. Sjursnes. 2000. Methods in Non-Aqueous Enzymology. Methods in Non-Aqueous Enzymology 14 35 .
Ba-Vu Nguyen & Erik Hedenström. (1999) Candida rugosa lipase as an enantioselective catalyst in the esterification of methyl branched carboxylic acids: resolution of rac-3,7-dimethyl-6-octenoic acid (citronellic acid). Tetrahedron: Asymmetry 10:9, pages 1821-1826.
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Romas J. Kazlauskas & Uwe T. Bornscheuer. 1998. Biotechnology. Biotechnology 36 191 .
E. Zacharis, I. C. Omar, J. Partridge, D. A. Robb & P. J. Halling. (1997) Selection of salt hydrate pairs for use in water control in enzyme catalysis in organic solvents. Biotechnology and Bioengineering 55:2, pages 367-374.
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Gillian A. Hutcheon, Peter J. Halling & Barry D. Moore. 1997. Lipases Part B: Enzyme Characterization and Utilization. Lipases Part B: Enzyme Characterization and Utilization 465 472 .
Carlos Torres & Cristina Otero. (1996) Influence of the organic solvents on the activity in water and the conformation of Candida rugosa lipase: Description of a lipase-activating pretreatment. Enzyme and Microbial Technology 19:8, pages 594-600.
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Mårten Lundh, Olof Smitt & Erik Hedenström. (1996) Sex pheromone of pine sawflies: Enantioselective lipase catalysed transesterification of erythro-3,7-dimethylpentadecan-2-ol, diprionol. Tetrahedron: Asymmetry 7:11, pages 3277-3284.
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Carin Vörde, Hans-Erik Högberg & Erik Hedenström. (1996) Resolution of 2-methylalkanoic esters: Enantioselective aminolysis by (R)-1-phenylethylamine of ethyl 2-methyloctanoate catalysed by lipase B from Candida antarctica. Tetrahedron: Asymmetry 7:5, pages 1507-1513.
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J. V. Sinisterra. 1996. Engineering of/with Lipases. Engineering of/with Lipases 73 101 .
George Bell, Peter J. Halling, Barry D. Moore, Johann Partridge & D. Gareth Rees. (1995) Biocatalyst behaviour in low-water systems. Trends in Biotechnology 13:11, pages 468-473.
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Per Berglund, Mats Holmquist, Karl Hult & Hans-Erik H�gberg. (1995) Alcohols as enantioselective inhibitors in a lipase catalysed esterification of a chiral acyl donor. Biotechnology Letters 17:1, pages 55-60.
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H.-E. Högberg, P. Berglund, H. Edlund, J. Fägerhag, E. Hedenström, M. Lundh, O. Nordin, S. Servi & C. Vörde. (1994) Biocatalysis as a useful tool in pheromone synthesis. Enantiomerically pure building blocks from baker's yeast reductions and enzyme catalysed resoluti. Catalysis Today 22:3, pages 591-606.
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