The effect of ethanol on the kinetics of lipase-mediated enantioselective esterification of 4-methyloctanoic acid and the hydrolysis of its ethyl ester

Biotechnology and Bioengineering

Volumn 76, Issue 3, 2001, Pages 193-199

  Heinsman, Nicole W J T ^a   Valente, Ana M ^a   Smienk, Henry G F ^a   Van Padt, Albert Der ^a   Franssen, Maurice C R ^a   De Groot, Aede ^a   Van Riet, Klaas T ^a  

^a WAGENINGEN UNIVERSITY   (Netherlands)

Author keywords

4 methyloctanoic acid; Enantiomeric ratio; Esterification; Hydrolysis; Kinetic parameters; Novozym 435

Indexed keywords

CATALYSTS; ENZYMES; ESTERIFICATION; ETHANOL; HYDROLYSIS; REACTION KINETICS;

ENANTIOSELECTIVE;

ESTERS;

4 METHYLOCTANOIC ACID; ALCOHOL; ESTER DERIVATIVE; OCTANOIC ACID DERIVATIVE; TRIACYLGLYCEROL LIPASE; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; CHEMICAL REACTION KINETICS; ENANTIOMER; ESTERIFICATION; HYDROLYSIS; KINETICS;

CAPRYLATES; ESTERIFICATION; ETHANOL; HYDROLYSIS; KINETICS; LIPASE; MOLECULAR CONFORMATION; TEMPERATURE;

EID: 0035149580     PISSN: 00063592     EISSN: None     Source Type: Journal    
DOI: 10.1002/bit.10008     Document Type: Article

References (22)

1. Temperature and DMSO increase the enantioselectivity of hydrolysis of methyl alkyl dimethylmalonates catalyzed by pig liver esterase
2. Alcohols as enantioselective inhibitors in a lipase catalysed esterification of a chiral acyl donor
3. The effect of dimethyl sulfoxide on the enantioselectivity in the pig liver esterase catalyzed hydrolysis of dialkylated propanedioic acid dimethyl esters
4. Sequential kinetic resolution of (±)-2,3-butanediol in organic solvent using lipase from Pseudomonas cepacia
5. Quantitative analysis of biochemical kinetic resolution of enantiomers. 2. Enzyme-catalyzed esterifications in water-organic solvent biphasic systems
6. Lipase-catalyzed double kinetic resolution of DL-2,4-dimethyl-1,5-pentanediol: A useful synthon in natural product synthesis
7. Enantiomeric analysis of 4-methyloctanoic acid by chiral gas chromatography
8. Lipase mediated resolution of γ-branched chain fatty acid methyl esters
9. Lipase-catalyzed asymmetric hydrolysis of esters having remote chiral/prochiral centers
10. Enantioselective catalysis. 1. A novel method to determine the enantiomeric ratio
11. Stereoisomeric flavour compounds LXVII. 2-, 3-, and 4-alkyl-branched acids, part 1: General approach to the synthesis of the enantiopure acids
12. Stereoisomeric flavour compounds LXVII. 2-, 3-, and 4-alkyl-branched acids, part 2: Chirospecific analysis and sensory evaluation
13. Why are enzymes less active in organic solvents than in water?
14. A computer program for analysis, simulation and optimization of asymmetric catalytic processes proceeding through two consecutive steps. Type 2: Sequential kinetic resolutions
15. Organic co-solvents restore the inherently high enantiomeric ratio of lipase B from Candida antarctica in hydrolytic resolution by relieving the enantiospecific inhibition of product alcohol
16. Modification of the enzyme enantioselectivity by product inhibition
17. Thermodynamics and kinetics of lipase catalysed hydrolysis of oleyl oleate
18. The properties of proteins in nonaqueous solvents
19. Optimized double kinetic resolution for the preparation of (S)-solketal
20. Probing enzymic transition state hydrophobicities
21. Enantio-selective hydrolysis of 3-hydroxy-3-methylalkanoic acid esters with pig liver esterase
22. Solvent induced change of enzyme enantioselectivity: Rule or exception?