Polyethylene glycol-modified lipase catalyzes asymmetric alcoholysis of δ-decalactone in n-decanol

Lipase from Pseudomonas cepacia was modified with 2,4-bis[O-methoxypoly(ethylene glycol)]-6-chloro-s-triazine(activated PEG sub(2)) to form PEG-lipase. The PEG-lipase, soluble and active in organic solvents, catalyzes asymmetric alcoholysis of racemic delta -decalactone in alcohols to form (R)-5-hyd...

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Bibliographic Details
Published in:Biotechnology letters 1995, Vol.17 (1), p.61-66
Main Authors: UEMURA, T, FURUKAWA, M, KODERA, Y, HIROTO, M, MATSUSHIMA, A, KUNO, H, MATSUSHITA, H, SAKURAI, K, INADA, Y
Format: Article
Language:English
Subjects:
Bioconversions. Hemisynthesis
Biological and medical sciences
Biotechnology
Fundamental and applied biological sciences. Psychology
Methods. Procedures. Technologies
Pseudomonas cepacia
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Summary:Lipase from Pseudomonas cepacia was modified with 2,4-bis[O-methoxypoly(ethylene glycol)]-6-chloro-s-triazine(activated PEG sub(2)) to form PEG-lipase. The PEG-lipase, soluble and active in organic solvents, catalyzes asymmetric alcoholysis of racemic delta -decalactone in alcohols to form (R)-5-hydroxydecanoic acid alkyl esters. The yield was 69% with 83% enantiomeric excess after 3 hr-reaction in n-decanol at 50 degree C. The advantage of this reaction is that the alcoholysis proceeds efficiently in straight hydrophobic substrates without any organic solvents.
ISSN:0141-5492
1573-6776
DOI:10.1007/BF00134197