Effects of acid concentration and solvent choice on enzymatic acrylation by Candida antarctica lipase B

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Effects of acid concentration and solvent choice on enzymatic acrylation by Candida antarctica lipase B. / Nordblad, Mathias; Adlercreutz, Patrick.

In: Journal of Biotechnology, Vol. 133, No. 1, 2008, p. 127-133.

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TY - JOUR

T1 - Effects of acid concentration and solvent choice on enzymatic acrylation by Candida antarctica lipase B

AU - Nordblad, Mathias

AU - Adlercreutz, Patrick

PY - 2008

Y1 - 2008

N2 - Lipase-mediated acrylation is an attractive alternative to more traditional chemical processes, since it provides specific catalysis under mild conditions. A detailed study of the effects of solvent choice and substrate concentrations on the acrylation of octanol by Candida antarctica lipase B (Novozyme(R) 435) is presented. Acrylic acid was found to have a pronounced inhibitory effect. Partial neutralisation of the acid substrate by addition of an organo-soluble base markedly altered the activity profile, indicating the inhibitory mechanism to be related to acid-base interactions. The concentration of acrylic acid to be employed was found to be important in the choice of an appropriate solvent. At low acrylic acid concentrations, the highest rates and conversions were obtained using hydrophobic solvents, whereas at higher acrylic acid concentrations more polar solvents were advantageous.

AB - Lipase-mediated acrylation is an attractive alternative to more traditional chemical processes, since it provides specific catalysis under mild conditions. A detailed study of the effects of solvent choice and substrate concentrations on the acrylation of octanol by Candida antarctica lipase B (Novozyme(R) 435) is presented. Acrylic acid was found to have a pronounced inhibitory effect. Partial neutralisation of the acid substrate by addition of an organo-soluble base markedly altered the activity profile, indicating the inhibitory mechanism to be related to acid-base interactions. The concentration of acrylic acid to be employed was found to be important in the choice of an appropriate solvent. At low acrylic acid concentrations, the highest rates and conversions were obtained using hydrophobic solvents, whereas at higher acrylic acid concentrations more polar solvents were advantageous.

KW - protonation effects

KW - acrylate synthesis

KW - lipase

KW - acrylic acid

U2 - 10.1016/j.jbiotec.2007.09.002

DO - 10.1016/j.jbiotec.2007.09.002

M3 - Article

VL - 133

SP - 127

EP - 133

JO - Journal of Biotechnology

T2 - Journal of Biotechnology

JF - Journal of Biotechnology

SN - 1873-4863

IS - 1

ER -