Lipase-catalyzed esterification of (S)-naproxen ethyl ester in supercritical carbon dioxide

Cheong Hoon Kwon, Jong H. Lee, Seung Wook Kim, Jeong Won Kang

Research output: Contribution to journalArticle

6 Citations (Scopus)

Abstract

A lipase-catalyzed esterification reaction of (S)-naproxen ethyl ester by CALB (Candida antarctica lipase B) enzyme was performed in supercritical carbon dioxide. Experiments were performed in a high-pressure cell for 10 h at a stirring rate of 150 rpm over a temperature range of 313.15 to 333.15 K and a pressure range of 50 to 175 bar. The productivity of (S)-naproxen ethyl ester was compared with the result in ambient condition. The total reaction time and conversion yields of the catalyzed reaction in supercritical carbon dioxide were compared with those at ambient temperature and pressure. The experimental results show that the conversion and reaction rate were significantly improved at critical condition. The maximum conversion yield was 9.9% (216 h) at ambient condition and 68.9% (3 h) in supercritical state. The effects of varying amounts of enzyme and water were also examined and the optimum condition was found (7 g of enzyme and 2% water content).

Original languageEnglish
Pages (from-to)1596-1602
Number of pages7
JournalJournal of Microbiology and Biotechnology
Volume19
Issue number12
DOIs
Publication statusPublished - 2009 Dec 1

Fingerprint

Esterification
Lipase
Carbon Dioxide
Pressure
Enzymes
Conversion Disorder
Temperature
Water
(S)-naproxen ethyl ester

Keywords

  • (S)-naproxen ethyl ester
  • Candida antartica lipase B
  • Esterification
  • Naproxen
  • Statistical analysis method
  • Supercritical carbon dioxide

ASJC Scopus subject areas

  • Biotechnology
  • Applied Microbiology and Biotechnology

Cite this

Lipase-catalyzed esterification of (S)-naproxen ethyl ester in supercritical carbon dioxide. / Kwon, Cheong Hoon; Lee, Jong H.; Kim, Seung Wook; Kang, Jeong Won.

In: Journal of Microbiology and Biotechnology, Vol. 19, No. 12, 01.12.2009, p. 1596-1602.

Research output: Contribution to journalArticle

@article{f115fe8707c6420480d76e84e8b10d04,
title = "Lipase-catalyzed esterification of (S)-naproxen ethyl ester in supercritical carbon dioxide",
abstract = "A lipase-catalyzed esterification reaction of (S)-naproxen ethyl ester by CALB (Candida antarctica lipase B) enzyme was performed in supercritical carbon dioxide. Experiments were performed in a high-pressure cell for 10 h at a stirring rate of 150 rpm over a temperature range of 313.15 to 333.15 K and a pressure range of 50 to 175 bar. The productivity of (S)-naproxen ethyl ester was compared with the result in ambient condition. The total reaction time and conversion yields of the catalyzed reaction in supercritical carbon dioxide were compared with those at ambient temperature and pressure. The experimental results show that the conversion and reaction rate were significantly improved at critical condition. The maximum conversion yield was 9.9{\%} (216 h) at ambient condition and 68.9{\%} (3 h) in supercritical state. The effects of varying amounts of enzyme and water were also examined and the optimum condition was found (7 g of enzyme and 2{\%} water content).",
keywords = "(S)-naproxen ethyl ester, Candida antartica lipase B, Esterification, Naproxen, Statistical analysis method, Supercritical carbon dioxide",
author = "Kwon, {Cheong Hoon} and Lee, {Jong H.} and Kim, {Seung Wook} and Kang, {Jeong Won}",
year = "2009",
month = "12",
day = "1",
doi = "10.4014/jmb.0905.05051",
language = "English",
volume = "19",
pages = "1596--1602",
journal = "Journal of Microbiology and Biotechnology",
issn = "1017-7825",
publisher = "Korean Society for Microbiolog and Biotechnology",
number = "12",

}

TY - JOUR

T1 - Lipase-catalyzed esterification of (S)-naproxen ethyl ester in supercritical carbon dioxide

AU - Kwon, Cheong Hoon

AU - Lee, Jong H.

AU - Kim, Seung Wook

AU - Kang, Jeong Won

PY - 2009/12/1

Y1 - 2009/12/1

N2 - A lipase-catalyzed esterification reaction of (S)-naproxen ethyl ester by CALB (Candida antarctica lipase B) enzyme was performed in supercritical carbon dioxide. Experiments were performed in a high-pressure cell for 10 h at a stirring rate of 150 rpm over a temperature range of 313.15 to 333.15 K and a pressure range of 50 to 175 bar. The productivity of (S)-naproxen ethyl ester was compared with the result in ambient condition. The total reaction time and conversion yields of the catalyzed reaction in supercritical carbon dioxide were compared with those at ambient temperature and pressure. The experimental results show that the conversion and reaction rate were significantly improved at critical condition. The maximum conversion yield was 9.9% (216 h) at ambient condition and 68.9% (3 h) in supercritical state. The effects of varying amounts of enzyme and water were also examined and the optimum condition was found (7 g of enzyme and 2% water content).

AB - A lipase-catalyzed esterification reaction of (S)-naproxen ethyl ester by CALB (Candida antarctica lipase B) enzyme was performed in supercritical carbon dioxide. Experiments were performed in a high-pressure cell for 10 h at a stirring rate of 150 rpm over a temperature range of 313.15 to 333.15 K and a pressure range of 50 to 175 bar. The productivity of (S)-naproxen ethyl ester was compared with the result in ambient condition. The total reaction time and conversion yields of the catalyzed reaction in supercritical carbon dioxide were compared with those at ambient temperature and pressure. The experimental results show that the conversion and reaction rate were significantly improved at critical condition. The maximum conversion yield was 9.9% (216 h) at ambient condition and 68.9% (3 h) in supercritical state. The effects of varying amounts of enzyme and water were also examined and the optimum condition was found (7 g of enzyme and 2% water content).

KW - (S)-naproxen ethyl ester

KW - Candida antartica lipase B

KW - Esterification

KW - Naproxen

KW - Statistical analysis method

KW - Supercritical carbon dioxide

UR - http://www.scopus.com/inward/record.url?scp=74749084267&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=74749084267&partnerID=8YFLogxK

U2 - 10.4014/jmb.0905.05051

DO - 10.4014/jmb.0905.05051

M3 - Article

VL - 19

SP - 1596

EP - 1602

JO - Journal of Microbiology and Biotechnology

JF - Journal of Microbiology and Biotechnology

SN - 1017-7825

IS - 12

ER -