메뉴 건너뛰기




Volumn 22, Issue 7, 2000, Pages 599-603

Dimethyl sulfoxide-induced high enantioselectivity of subtilisin Carlsberg for hydrolysis of ethyl 2-(4-substituted phenoxy)propionates

Author keywords

Conformational flexibility; Dimethyl sulfoxide (DMSO); Enantioselectivity; Kinetic study; Subtilisin Carlsberg

Indexed keywords

DIMETHYL SULFOXIDE; PROPIONIC ACID DERIVATIVE; SUBTILISIN;

EID: 0034028673     PISSN: 01415492     EISSN: None     Source Type: Journal    
DOI: 10.1023/A:1005661101202     Document Type: Article
Times cited : (24)

References (15)
  • 1
    • 84990106353 scopus 로고
    • General aspects and optimization of enantioselective biocatalysis in organic solvents: The use of lipase
    • Chen C-S, Sih C-J (1989) General aspects and optimization of enantioselective biocatalysis in organic solvents: the use of lipase. Angew. Chem. Int. Ed. Engl. 28: 695-707.
    • (1989) Angew. Chem. Int. Ed. Engl. , vol.28 , pp. 695-707
    • Chen, C.-S.1    Sih, C.-J.2
  • 2
    • 20644469267 scopus 로고
    • Quantitative analyses of biochemical kinetic resolutions of enantiomers
    • Chen C-S, Fujimoto Y, Girdaukas G, Sih CJ (1982) Quantitative analyses of biochemical kinetic resolutions of enantiomers. J. Am. Chem. Soc. 104: 7294-7299.
    • (1982) J. Am. Chem. Soc. , vol.104 , pp. 7294-7299
    • Chen, C.-S.1    Fujimoto, Y.2    Girdaukas, G.3    Sih, C.J.4
  • 3
    • 0024655878 scopus 로고
    • Enzymatic catalysis in monophasic organic solvents
    • Dordick JS (1989) Enzymatic catalysis in monophasic organic solvents. Enzyme Microbiol. Tech. 11: 194-211.
    • (1989) Enzyme Microbiol. Tech. , vol.11 , pp. 194-211
    • Dordick, J.S.1
  • 4
    • 0000626186 scopus 로고
    • How can the solvent affect enzyme enantioselectivity?
    • Fitzpatrick PA, Klibanov AM (1991) How can the solvent affect enzyme enantioselectivity? J. Am. Chem. Soc. 113: 3166-3171.
    • (1991) J. Am. Chem. Soc. , vol.113 , pp. 3166-3171
    • Fitzpatrick, P.A.1    Klibanov, A.M.2
  • 5
    • 0342275236 scopus 로고    scopus 로고
    • Can conformational changes be responsible for solvent and excipient effects on the catalytic behavior of subtilisin Carlsberg in organic solvents?
    • Griebenow K, Klibanov AM (1997) Can conformational changes be responsible for solvent and excipient effects on the catalytic behavior of subtilisin Carlsberg in organic solvents? Biotechnol. Bioeng. 53: 351-362.
    • (1997) Biotechnol. Bioeng. , vol.53 , pp. 351-362
    • Griebenow, K.1    Klibanov, A.M.2
  • 6
    • 33751499686 scopus 로고
    • A rule to predict which enantiomer of a secondary alcohol reacts faster in reactions catalyzed by cholesterol esterase, lipase from Pseudomonas cepacia, and lipase from Candida rugosa
    • Kazlauskas RJ, Weissfloch ANE, Rappaport AT, Cuccia LA (1991) A rule to predict which enantiomer of a secondary alcohol reacts faster in reactions catalyzed by cholesterol esterase, lipase from Pseudomonas cepacia, and lipase from Candida rugosa. J. Org. Chem. 56: 2656-2665.
    • (1991) J. Org. Chem. , vol.56 , pp. 2656-2665
    • Kazlauskas, R.J.1    Ane, W.2    Rappaport, A.T.3    Cuccia, L.A.4
  • 7
    • 0642367795 scopus 로고
    • Asymmetric transformations catalyzed by enzymes in organic solvents
    • Klibanov AM (1990) Asymmetric transformations catalyzed by enzymes in organic solvents. Acc. Chem. Res. 23: 114-120.
    • (1990) Acc. Chem. Res. , vol.23 , pp. 114-120
    • Klibanov, A.M.1
  • 8
    • 0025916409 scopus 로고
    • Effect of solvent structure on enantioselectivity of lipase-catalyzed transesterification
    • Nakamura K, Takebe Y, Kitayama T, Ohno A (1991) Effect of solvent structure on enantioselectivity of lipase-catalyzed transesterification. Terahedron Lett. 32: 4941-4944.
    • (1991) Terahedron Lett. , vol.32 , pp. 4941-4944
    • Nakamura, K.1    Takebe, Y.2    Kitayama, T.3    Ohno, A.4
  • 9
    • 0033591415 scopus 로고    scopus 로고
    • Drastic enhancement of the enantioselectivity of lipase-catalyzed esterification in organic solvents by the addition of metal ions
    • Okamoto T, Ueji S (1999) Drastic enhancement of the enantioselectivity of lipase-catalyzed esterification in organic solvents by the addition of metal ions. Chem. Commun. 10: 939-940.
    • (1999) Chem. Commun. , vol.10 , pp. 939-940
    • Okamoto, T.1    Ueji, S.2
  • 10
    • 12044249414 scopus 로고
    • Substrate structure and solvent hydrophobicity control lipase catalysis and enantioselectivity in organic media
    • Parida S, Dordick JS (1991) Substrate structure and solvent hydrophobicity control lipase catalysis and enantioselectivity in organic media. J. Am. Chem. Soc. 113: 2253-2259.
    • (1991) J. Am. Chem. Soc. , vol.113 , pp. 2253-2259
    • Parida, S.1    Dordick, J.S.2
  • 11
    • 33751385630 scopus 로고
    • Tailoring lipase specificity by solvent and substrate chemistries
    • Parida S, Dordick JS (1993) Tailoring lipase specificity by solvent and substrate chemistries. J. Org. Chem. 58: 3238-3244.
    • (1993) J. Org. Chem. , vol.58 , pp. 3238-3244
    • Parida, S.1    Dordick, J.S.2
  • 12
    • 4243794106 scopus 로고
    • The biocatalytic approach to the preparation of enantiomerically pure chiral building blocks
    • Santaniello E, Ferraboschi P, Grisenti P, Manzocchi A (1992) The biocatalytic approach to the preparation of enantiomerically pure chiral building blocks. Chem. Rev. 92: 1071-1140.
    • (1992) Chem. Rev. , vol.92 , pp. 1071-1140
    • Santaniello, E.1    Ferraboschi, P.2    Grisenti, P.3    Manzocchi, A.4
  • 13
    • 0014325161 scopus 로고
    • Hypocholesterolemic agents. Compounds related to ethyl α-(4-chlorophenoxy)-α-methyl-propionate
    • Witiak DT, Ho TC-L, Hackney RE, Connor WE (1968) Hypocholesterolemic agents. Compounds related to ethyl α-(4-chlorophenoxy)-α-methyl-propionate. J. Med. Chem. 11: 1086-1089.
    • (1968) J. Med. Chem. , vol.11 , pp. 1086-1089
    • Witiak, D.T.1    Ho, T.C.-L.2    Hackney, R.E.3    Connor, W.E.4
  • 14
    • 0029614341 scopus 로고
    • Effect of temperature on lipase-catalyzed esterification in organic solvent
    • Yasufuku Y, Ueji S (1995) Effect of temperature on lipase-catalyzed esterification in organic solvent. Biotechnol. Lett. 17: 1311-1316.
    • (1995) Biotechnol. Lett. , vol.17 , pp. 1311-1316
    • Yasufuku, Y.1    Ueji, S.2
  • 15
    • 0031126436 scopus 로고    scopus 로고
    • High temperature-induced high enantioselectivity of lipase for esterification of 2-phenoxypropionic acids in organic solvent
    • Yasufuku Y, Ueji S (1997) High temperature-induced high enantioselectivity of lipase for esterification of 2-phenoxypropionic acids in organic solvent. Bioorganic. Chem. 25: 88-99.
    • (1997) Bioorganic. Chem. , vol.25 , pp. 88-99
    • Yasufuku, Y.1    Ueji, S.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.