Effects of chiral additives on enantioselectivity for lipase-catalyzed esterifications in an organic solvent. A remarkable enhancement of its enantioselectivity due to cooperative effects of two kinds of additives

Bulletin of the Chemical Society of Japan

Volumn 75, Issue 10, 2002, Pages 2239-2240

  Ueji, Shin Ichi ^a   Sakamoto, Hideyuki ^a   Watanabe, Keiichi ^a   Okamoto, Takashi ^a   Mori, Shuichi ^a  

^a KOBE UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ENANTIOSELECTIVITY;

CATALYSIS; ORGANIC SOLVENTS; WATER;

ESTERIFICATION;

CAMPHOR; ORGANIC SOLVENT; TRIACYLGLYCEROL LIPASE; WATER;

ARTICLE; CHIRALITY; ENANTIOSELECTIVITY; ENZYME CONFORMATION; ENZYME MECHANISM; ESTERIFICATION; HYDROPHILICITY; HYDROPHOBICITY; REACTION ANALYSIS;

EID: 0036424876     PISSN: 00092673     EISSN: None     Source Type: Journal    
DOI: 10.1246/bcsj.75.2239     Document Type: Article

References (14)

1. Y. L. Khmelnitsky, S. H. Welch, and K. S. Dordick, J. Am. Chem. Soc., 116, 2647 (1994).
2. T. Itoh, Y. Takagi, T. Murakami, Y. Hiyama, and H. Tsukube, J. Org. Chem., 61, 2158 (1996).
3. T. Itoh, K. Mitsukura, W. Kanphai, Y. Takagi, J. Teramoto, H. Kihara, and H. Tsukube, J. Org. Chem., 62, 9165 (1997).
4. T. Okamoto, and S. Ueji, Chem. Commun., 1999, 939.
5. K. Watanabe and S. Ueji, Biocatal. Biotransform., 19, 281 (2001).
6. K. Watanabe and S. Ueji, J. Chem. Soc., Perkin Trans. 1, 2001, 1386.
7. K. Watanabe, T. Yoshida, and S. Ueji, Chem. Commun., 2001, 1260.
8. S. Ueji, M. Nishimura, R. Kudo, R. Matsumi, K. Watanabe, and Y. Ebara, Chem. Lett., 2001, 912.
9. F. Theil, Tetrahedron, 56, 2905 (2000).
10. Y. Kawashima, N. Hanioka, and H. Kozuka, J. Pharmacobiol. Dynam., 7, 286 (1984).
11. C.-S. Chen, Y. Fujimoto, G. Girdaukas, and C. J. Sih, J. Am. Chem. Soc., 104, 7294 (1982).
12. A. Zaks and A. M. Klibanov, J. Biol. Chem., 263, 8017 (1988).
13. H. Kitaguchi, I. Itoh, and M. Ono, Chem. Lett., 1990, 1203.
14. D. T. Witiak, T. C.-L. Ho and R. E. Hackney, J. Med. Chem., 11, 1086 (1968).