Lipase-catalyzed Esterification of (S)-Naproxen Ethyl Ester in Supercritical Carbon Dioxide

被引:7
|
作者
Kwon, Cheong Hoon [1 ]
Lee, Jong Ho [1 ]
Kim, Seung Wook [1 ]
Kang, Jeong Won [1 ]
机构
[1] Korea Univ, Dept Biol & Chem Engn, Seoul 136701, South Korea
关键词
Supercritical carbon dioxide; Candida antartica lipase B; naproxen; (S)-naproxen ethyl ester; esterification; statistical analysis method; RESPONSE-SURFACE METHODOLOGY; ENANTIOSELECTIVE ESTERIFICATION; IMMOBILIZED LIPASE; ENZYME-ACTIVITY; OPTIMIZATION; NAPROXEN; PRODRUGS; TRANSESTERIFICATION; INTERESTERIFICATION; TRIGLYCERIDES;
D O I
10.4014/jmb.0905.05051
中图分类号
Q81 [生物工程学(生物技术)]; Q93 [微生物学];
学科分类号
071005 ; 0836 ; 090102 ; 100705 ;
摘要
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).
引用
收藏
页码:1596 / 1602
页数:7
相关论文
共 50 条
  • [31] Lipase-catalyzed esterification in organic solvent to resolve racemic naproxen
    Cui, YM
    Wei, DZ
    Yu, JT
    BIOTECHNOLOGY LETTERS, 1997, 19 (09) : 865 - 868
  • [32] Lipase-catalyzed Synthesis of Sugar Ester in Mixed Biphasic System of Ionic Liquids and Supercritical Carbon Dioxide
    Chang, Panpan
    Zhang, Zhixia
    Tang, Shaokun
    JOURNAL OF THE CHINESE CHEMICAL SOCIETY, 2018, 65 (04) : 452 - 458
  • [33] Lipase-catalyzed synthesis of (S)-naproxen ester prodrug by transesterification in organic solvents
    Shau-Wei Tsai
    Chin-Shain Tsai
    Chun-Sheng Chang
    Applied Biochemistry and Biotechnology, 1999, 80 : 205 - 219
  • [34] Lipase-catalyzed synthesis of (S)-naproxen ester prodrug by transesterification in organic solvents
    Tsai, SW
    Tsai, CS
    Chang, CS
    APPLIED BIOCHEMISTRY AND BIOTECHNOLOGY, 1999, 80 (03) : 205 - 219
  • [35] Lipase-catalyzed randomization of fats and oils in flowing supercritical carbon dioxide
    Jackson, M.A.
    King, J.W.
    List, G.R.
    Neff, W.E.
    JAOCS, Journal of the American Oil Chemists' Society, 1997, 74 (06): : 635 - 639
  • [36] Lipase-catalyzed esterification
    Gandhi, NN
    Patil, NS
    Sawant, SB
    Joshi, JB
    Wangikar, PP
    Mukesh, D
    CATALYSIS REVIEWS-SCIENCE AND ENGINEERING, 2000, 42 (04): : 439 - 480
  • [37] Lipase-catalyzed alcoholysis of cod liver oil in supercritical carbon dioxide
    Gunnlaugsdottir, H., 1600, Springer Verlag (72):
  • [38] Optimization of Lipase-Catalyzed Synthesis of Cetyl Octanoate in Supercritical Carbon Dioxide
    Kuo, Chia-Hung
    Ju, Hen-Yi
    Chu, Shuan-Wei
    Chen, Jiann-Hwa
    Chang, Chieh-Ming J.
    Liu, Yung-Chuan
    Shieh, Chwen-Jen
    JOURNAL OF THE AMERICAN OIL CHEMISTS SOCIETY, 2012, 89 (01) : 103 - 110
  • [39] LIPASE-CATALYZED INTERESTERIFICATION OF TRIGLYCERIDE WITH SUPERCRITICAL CARBON-DIOXIDE EXTRACTION
    ADSCHIRI, T
    AKIYA, H
    CHIN, LC
    ARAI, K
    FUJIMOTO, K
    JOURNAL OF CHEMICAL ENGINEERING OF JAPAN, 1992, 25 (01) : 104 - 105
  • [40] Supercritical Carbon Dioxide Effect on Lipase-Catalyzed Geranyl Acetate Synthesis
    Tavares, Matheus V. L.
    Kanda, Luis R. S.
    Giacomin Junior, Wanderson R.
    Ramos, Luiz P.
    Vandenberghe, Luciana P. S.
    Corazza, Marcos L.
    JOURNAL OF THE BRAZILIAN CHEMICAL SOCIETY, 2022, 33 (07) : 715 - 724