Enantioselective esterification of ibuprofen in supercritical carbon dioxide by immobilized lipase

Markku Rantakylä, Olli Aaltonen

Research output: Contribution to journalArticleScientificpeer-review

51 Citations (Scopus)

Abstract

The enantioselective esterification of racemic ibuprofen with n-propanol by immobilized Mucor miehel lipase in supercritical carbon dioxide was studied. The enantiomeric excess of the product (eep) was 70 % at 15...20 % conversion. The enantioselectivity was faintly affected by temperature and the concentration of ibuprofen and lipase. The optimum temperature was 45 °C. The initial reaction rate increased with pressure, but enantioselectivity was not affected by pressure changes. The reaction rates in supercritical carbon dioxide at optimized conditions and in n-hexane were similar.
Original languageEnglish
Pages (from-to)825-830
Number of pages6
JournalBiotechnology Letters
Volume16
Issue number8
DOIs
Publication statusPublished - 1994
MoE publication typeA1 Journal article-refereed

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Esterification
Enantioselectivity
Ibuprofen
Lipases
Lipase
Carbon Dioxide
Reaction rates
Carbon dioxide
Mucor
Pressure
1-Propanol
Temperature
Propanol
Hexane
n-hexane

Cite this

Rantakylä, Markku ; Aaltonen, Olli. / Enantioselective esterification of ibuprofen in supercritical carbon dioxide by immobilized lipase. In: Biotechnology Letters. 1994 ; Vol. 16, No. 8. pp. 825-830.
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abstract = "The enantioselective esterification of racemic ibuprofen with n-propanol by immobilized Mucor miehel lipase in supercritical carbon dioxide was studied. The enantiomeric excess of the product (eep) was 70 {\%} at 15...20 {\%} conversion. The enantioselectivity was faintly affected by temperature and the concentration of ibuprofen and lipase. The optimum temperature was 45 °C. The initial reaction rate increased with pressure, but enantioselectivity was not affected by pressure changes. The reaction rates in supercritical carbon dioxide at optimized conditions and in n-hexane were similar.",
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Enantioselective esterification of ibuprofen in supercritical carbon dioxide by immobilized lipase. / Rantakylä, Markku; Aaltonen, Olli.

In: Biotechnology Letters, Vol. 16, No. 8, 1994, p. 825-830.

Research output: Contribution to journalArticleScientificpeer-review

TY - JOUR

T1 - Enantioselective esterification of ibuprofen in supercritical carbon dioxide by immobilized lipase

AU - Rantakylä, Markku

AU - Aaltonen, Olli

PY - 1994

Y1 - 1994

N2 - The enantioselective esterification of racemic ibuprofen with n-propanol by immobilized Mucor miehel lipase in supercritical carbon dioxide was studied. The enantiomeric excess of the product (eep) was 70 % at 15...20 % conversion. The enantioselectivity was faintly affected by temperature and the concentration of ibuprofen and lipase. The optimum temperature was 45 °C. The initial reaction rate increased with pressure, but enantioselectivity was not affected by pressure changes. The reaction rates in supercritical carbon dioxide at optimized conditions and in n-hexane were similar.

AB - The enantioselective esterification of racemic ibuprofen with n-propanol by immobilized Mucor miehel lipase in supercritical carbon dioxide was studied. The enantiomeric excess of the product (eep) was 70 % at 15...20 % conversion. The enantioselectivity was faintly affected by temperature and the concentration of ibuprofen and lipase. The optimum temperature was 45 °C. The initial reaction rate increased with pressure, but enantioselectivity was not affected by pressure changes. The reaction rates in supercritical carbon dioxide at optimized conditions and in n-hexane were similar.

U2 - 10.1007/BF00133961

DO - 10.1007/BF00133961

M3 - Article

VL - 16

SP - 825

EP - 830

JO - Biotechnology Letters

JF - Biotechnology Letters

SN - 0141-5492

IS - 8

ER -