메뉴 건너뛰기




Volumn 35, Issue 3, 2007, Pages 318-324

Carica papaya lipase: An effective biocatalyst for esterification resolution of (RS)-2-(chlorophenoxy)propionic acid

Author keywords

(R,S) 2 (Chlorophenoxy)propionic acid; Carica papaya lipase; Esterification; Regio substituent effect

Indexed keywords

ANHYDROUS ISOOCTANE; CARICA PAPAYA LIPASE; PROPIONIC ACID; REGIOSUBSTITUENT EFFECT;

EID: 34249734194     PISSN: 1369703X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bej.2007.01.030     Document Type: Article
Times cited : (12)

References (27)
  • 1
    • 0031162606 scopus 로고    scopus 로고
    • Applications of lipase
    • Gandhi N.N. Applications of lipase. J. Am. Oil Chem. Soc. 74 (1997) 621-634
    • (1997) J. Am. Oil Chem. Soc. , vol.74 , pp. 621-634
    • Gandhi, N.N.1
  • 2
    • 0038499601 scopus 로고    scopus 로고
    • Plant lipases and their applications in oils and fats modification
    • Villeneuve P. Plant lipases and their applications in oils and fats modification. Eur. J. Lipid Sci. Technol. 105 (2003) 308-317
    • (2003) Eur. J. Lipid Sci. Technol. , vol.105 , pp. 308-317
    • Villeneuve, P.1
  • 3
    • 12144266261 scopus 로고    scopus 로고
    • Hydrolytic resolution of (R,S)-Naproxen 2,2,2-trifluoroethyl thioester by Carica papaya lipase in water-saturated organic solvents
    • Ng I.S., and Tsai S.W. Hydrolytic resolution of (R,S)-Naproxen 2,2,2-trifluoroethyl thioester by Carica papaya lipase in water-saturated organic solvents. Biotechnol. Bioeng. 89 (2005) 88-95
    • (2005) Biotechnol. Bioeng. , vol.89 , pp. 88-95
    • Ng, I.S.1    Tsai, S.W.2
  • 4
    • 9944237836 scopus 로고    scopus 로고
    • Carica papaya lipase: a novel biocatalyst for enantioselective hydrolysis of (R,S)-naproxen 2,2,2-trifluoroethyl ester
    • Chen C.C., and Tsai S.W. Carica papaya lipase: a novel biocatalyst for enantioselective hydrolysis of (R,S)-naproxen 2,2,2-trifluoroethyl ester. Enzyme Microb. Technol. 36 (2005) 127-132
    • (2005) Enzyme Microb. Technol. , vol.36 , pp. 127-132
    • Chen, C.C.1    Tsai, S.W.2
  • 6
    • 0023584016 scopus 로고
    • Enantioselective hydrolysis of 2-(chlorophenoxy) propionic esters by esterases
    • Dernoncour R., and Azerad R. Enantioselective hydrolysis of 2-(chlorophenoxy) propionic esters by esterases. Tetrahedron Lett. 28 (1987) 4661-5664
    • (1987) Tetrahedron Lett. , vol.28 , pp. 4661-5664
    • Dernoncour, R.1    Azerad, R.2
  • 8
    • 0033583123 scopus 로고    scopus 로고
    • Resolution of (R,S)-mandelic and (R,S)-2-(chlorophenoxy)propionic acid derivatives by crystallization of their diastereomeric amides with (R)- or (S)-α-arylethylamines
    • Jourdain F., Hirokawa T., and Kogane T. Resolution of (R,S)-mandelic and (R,S)-2-(chlorophenoxy)propionic acid derivatives by crystallization of their diastereomeric amides with (R)- or (S)-α-arylethylamines. Tetrahedron Lett. 40 (1999) 2307-2310
    • (1999) Tetrahedron Lett. , vol.40 , pp. 2307-2310
    • Jourdain, F.1    Hirokawa, T.2    Kogane, T.3
  • 9
    • 34249729518 scopus 로고    scopus 로고
    • The kinetic resolution of 2-(4-chlorophenoxy)propionic acid using Candida rugosa lipase
    • Ujang Z., Husain W.H., Seng M.C., Abdul A.H., and Rashid A.H.A. The kinetic resolution of 2-(4-chlorophenoxy)propionic acid using Candida rugosa lipase. Proc. Biochem. 37 (2003) 63-71
    • (2003) Proc. Biochem. , vol.37 , pp. 63-71
    • Ujang, Z.1    Husain, W.H.2    Seng, M.C.3    Abdul, A.H.4    Rashid, A.H.A.5
  • 10
    • 3342912261 scopus 로고    scopus 로고
    • Ionic liquids: efficient additives for Candida rugosa lipase-catalyzed enantioselective hydrolysis of butyl 2-(4-chlorophenoxy)propionate
    • Mohile S.S., Potdar M.K., Harjani J.R., Nara S.J., and Salunkhe M.M. Ionic liquids: efficient additives for Candida rugosa lipase-catalyzed enantioselective hydrolysis of butyl 2-(4-chlorophenoxy)propionate. J. Mol. Catal. B: Enzymatic 30 (2004) 185-188
    • (2004) J. Mol. Catal. B: Enzymatic , vol.30 , pp. 185-188
    • Mohile, S.S.1    Potdar, M.K.2    Harjani, J.R.3    Nara, S.J.4    Salunkhe, M.M.5
  • 12
    • 0032788667 scopus 로고    scopus 로고
    • Resolution of racemic carboxylic acids via the lipase-catalyzed irreversible transesterification of vinyl esters
    • Miyazawa T., Kurita S., Shimaoka M., Ueji S., and Yamada T. Resolution of racemic carboxylic acids via the lipase-catalyzed irreversible transesterification of vinyl esters. Chirality 11 (1999) 554-560
    • (1999) Chirality , vol.11 , pp. 554-560
    • Miyazawa, T.1    Kurita, S.2    Shimaoka, M.3    Ueji, S.4    Yamada, T.5
  • 13
    • 0025144808 scopus 로고
    • Stereoselective esterification of halogen-containing carboxylic acids by lipase in organic solvent: effects of alcohol chain length
    • Pan S.H., Kawamoto T., Fikui T., Sonomoto K., and Tanaka A. Stereoselective esterification of halogen-containing carboxylic acids by lipase in organic solvent: effects of alcohol chain length. Appl. Microbiol. Biotechnol. 34 (1990) 47-51
    • (1990) Appl. Microbiol. Biotechnol. , vol.34 , pp. 47-51
    • Pan, S.H.1    Kawamoto, T.2    Fikui, T.3    Sonomoto, K.4    Tanaka, A.5
  • 14
    • 3242827412 scopus 로고
    • Enzyme catalyzed hydrolysis of chlorophenoxypropionates
    • Chenevert R., and D'Astous L. Enzyme catalyzed hydrolysis of chlorophenoxypropionates. Can. J. Chem. 66 (1988) 1219-1222
    • (1988) Can. J. Chem. , vol.66 , pp. 1219-1222
    • Chenevert, R.1    D'Astous, L.2
  • 15
    • 0035653245 scopus 로고    scopus 로고
    • Effects of chemical modification of lipase on its enantioselectivity in organic solvents
    • Ueji S.I., Tanaka H., Hanaoka T., Ueda A., Watanabe K., Kaihatsu K., and Ebara Y. Effects of chemical modification of lipase on its enantioselectivity in organic solvents. Chem. Lett. 1 (2001) 1066-1067
    • (2001) Chem. Lett. , vol.1 , pp. 1066-1067
    • Ueji, S.I.1    Tanaka, H.2    Hanaoka, T.3    Ueda, A.4    Watanabe, K.5    Kaihatsu, K.6    Ebara, Y.7
  • 16
    • 0025284519 scopus 로고
    • Enhancing the enantioselectivity of Candida lipase catalyzed ester hydrolysis via noncovalent enzyme modification
    • Wu S.H., Guo Z.W., and Sih C.J. Enhancing the enantioselectivity of Candida lipase catalyzed ester hydrolysis via noncovalent enzyme modification. J. Am. Chem. Soc. 112 (1990) 1990-1995
    • (1990) J. Am. Chem. Soc. , vol.112 , pp. 1990-1995
    • Wu, S.H.1    Guo, Z.W.2    Sih, C.J.3
  • 17
    • 33751155794 scopus 로고
    • A 2-propanol treatment increases the enantioselectivity of Candida rugosa lipase toward esters of chiral carboxylic acids
    • Colton I.J., Ahmed S.N., and Kazlauskas R.J. A 2-propanol treatment increases the enantioselectivity of Candida rugosa lipase toward esters of chiral carboxylic acids. J. Org. Chem. 60 (1995) 212-217
    • (1995) J. Org. Chem. , vol.60 , pp. 212-217
    • Colton, I.J.1    Ahmed, S.N.2    Kazlauskas, R.J.3
  • 18
    • 10144255828 scopus 로고    scopus 로고
    • Extraordinary enantiospecificity of lipase catalysis in organic media induced by purification and catalyst engineering
    • Tsai S.W., and Dordick J.S. Extraordinary enantiospecificity of lipase catalysis in organic media induced by purification and catalyst engineering. Biotechnol. Bioeng. 52 (1996) 296-300
    • (1996) Biotechnol. Bioeng. , vol.52 , pp. 296-300
    • Tsai, S.W.1    Dordick, J.S.2
  • 19
    • 0034743027 scopus 로고    scopus 로고
    • Dimethyl sulfoxide as a co-solvent dramatically enhances the enantioselectivity in lipase-catalyzed resolutions of 2-phenoxypropionic acyl derivatives
    • Watanabe K., and Ueji S.I. Dimethyl sulfoxide as a co-solvent dramatically enhances the enantioselectivity in lipase-catalyzed resolutions of 2-phenoxypropionic acyl derivatives. J. Chem. Soc. Perkin Trans. 1 (2001) 1386-1390
    • (2001) J. Chem. Soc. Perkin Trans. , vol.1 , pp. 1386-1390
    • Watanabe, K.1    Ueji, S.I.2
  • 20
    • 0026081474 scopus 로고
    • Efficient optical resolution of 2-(4-chlorophenoxy)propanoic acid with lipase by use of organosilicon compounds as substrate: the role of silicon atom in enzymatic recognition
    • Kawamoto T., Sonomoto K., and Tanaka A. Efficient optical resolution of 2-(4-chlorophenoxy)propanoic acid with lipase by use of organosilicon compounds as substrate: the role of silicon atom in enzymatic recognition. J. Biotechnol. 18 (1991) 85-92
    • (1991) J. Biotechnol. , vol.18 , pp. 85-92
    • Kawamoto, T.1    Sonomoto, K.2    Tanaka, A.3
  • 21
    • 4644225291 scopus 로고    scopus 로고
    • Enantioselective esterification of (R,S)-2-(4-chlorophenoxy)-propionic acid via Carica Papaya lipase in organic solvents
    • Cheng Y.C., and Tsai S.W. Enantioselective esterification of (R,S)-2-(4-chlorophenoxy)-propionic acid via Carica Papaya lipase in organic solvents. Tetrahedron Asymmetry 15 (2004) 2917-2920
    • (2004) Tetrahedron Asymmetry , vol.15 , pp. 2917-2920
    • Cheng, Y.C.1    Tsai, S.W.2
  • 22
    • 33749132151 scopus 로고    scopus 로고
    • Dynamic kinetic resolution of (R,S)-profen 2,2,2-trifluoroethyl thioesters in organic solvents via partially purified Carica papaya lipase
    • Ng I.S., and Tsai S.W. Dynamic kinetic resolution of (R,S)-profen 2,2,2-trifluoroethyl thioesters in organic solvents via partially purified Carica papaya lipase. ChIChE 37 (2006) 375-382
    • (2006) ChIChE , vol.37 , pp. 375-382
    • Ng, I.S.1    Tsai, S.W.2
  • 23
    • 0030066698 scopus 로고    scopus 로고
    • Temperature modulation of the stereochemistry of enzymatic catalysis: prospects for exploitation
    • Phillips R.S. Temperature modulation of the stereochemistry of enzymatic catalysis: prospects for exploitation. Trends Biotechnol. 14 (1996) 13-16
    • (1996) Trends Biotechnol. , vol.14 , pp. 13-16
    • Phillips, R.S.1
  • 24
    • 20644469267 scopus 로고
    • Quantitative analyses of biochemical kinetic resolutions of enantiomers
    • Chen C.S., Fujimoto Y., Girkaudas G., and Sih C.J. Quantitative analyses of biochemical kinetic resolutions of enantiomers. J. Am. Chem. Soc. 104 (1982) 7294-7299
    • (1982) J. Am. Chem. Soc. , vol.104 , pp. 7294-7299
    • Chen, C.S.1    Fujimoto, Y.2    Girkaudas, G.3    Sih, C.J.4
  • 25
    • 21344471683 scopus 로고    scopus 로고
    • Partially purified Carica papaya lipase: a versatile biocatalyst for the hydrolytic resolution of (R,S)-2-arylpropionic thioesters in water-saturated organic solvents
    • Ng I.S., and Tsai S.W. Partially purified Carica papaya lipase: a versatile biocatalyst for the hydrolytic resolution of (R,S)-2-arylpropionic thioesters in water-saturated organic solvents. Biotechnol. Bioeng. 91 (2005) 106-113
    • (2005) Biotechnol. Bioeng. , vol.91 , pp. 106-113
    • Ng, I.S.1    Tsai, S.W.2
  • 26
    • 0037245983 scopus 로고    scopus 로고
    • Flexibility of lipase brought about by solvent effects control its enantioselectivity in organic media
    • Ueji S.I., Taniguchi T., Okamoto T., Watanabe K., Ebara Y., and Ohta H. Flexibility of lipase brought about by solvent effects control its enantioselectivity in organic media. Bull. Chem. Soc. Jpn. 76 (2003) 399-403
    • (2003) Bull. Chem. Soc. Jpn. , vol.76 , pp. 399-403
    • Ueji, S.I.1    Taniguchi, T.2    Okamoto, T.3    Watanabe, K.4    Ebara, Y.5    Ohta, H.6
  • 27
    • 0037416684 scopus 로고    scopus 로고
    • Effects of water activity and alcohol concentration on the kinetic resolution of lipase-catalyzed acyl transfer in organic solvents
    • Cheng Y.C., and Tsai S.W. Effects of water activity and alcohol concentration on the kinetic resolution of lipase-catalyzed acyl transfer in organic solvents. Enzyme Microb. Technol. 32 (2003) 362-368
    • (2003) Enzyme Microb. Technol. , vol.32 , pp. 362-368
    • Cheng, Y.C.1    Tsai, S.W.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.