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

Nordblad, Mathias LU and Adlercreutz, Patrick LU (2008) In Journal of Biotechnology 133(1). p.127-133
Abstract
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... (More)
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. (Less)
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author
organization
publishing date
type
Contribution to journal
publication status
published
subject
keywords
protonation effects, acrylate synthesis, lipase, acrylic acid
in
Journal of Biotechnology
volume
133
issue
1
pages
127 - 133
publisher
Elsevier
external identifiers
  • wos:000251853100018
  • scopus:36048967970
ISSN
1873-4863
DOI
10.1016/j.jbiotec.2007.09.002
language
English
LU publication?
yes
id
268fbcda-4b48-4455-a9e7-d8caf9f75390 (old id 1200273)
date added to LUP
2008-09-12 12:04:39
date last changed
2017-09-03 03:45:37
@article{268fbcda-4b48-4455-a9e7-d8caf9f75390,
  abstract     = {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.},
  author       = {Nordblad, Mathias and Adlercreutz, Patrick},
  issn         = {1873-4863},
  keyword      = {protonation effects,acrylate synthesis,lipase,acrylic acid},
  language     = {eng},
  number       = {1},
  pages        = {127--133},
  publisher    = {Elsevier},
  series       = {Journal of Biotechnology},
  title        = {Effects of acid concentration and solvent choice on enzymatic acrylation by Candida antarctica lipase B},
  url          = {http://dx.doi.org/10.1016/j.jbiotec.2007.09.002},
  volume       = {133},
  year         = {2008},
}