Enzymatic hydrolysis in organic solvents for kinetic resolution of water-insoluble α-acyloxy esters with immobilized lipases

Chemical and Pharmaceutical Bulletin

Volumn 45, Issue 2, 1997, Pages 272-278

  Akita, Hiroyuki ^a   Umezawa, Isao ^a,c   Matsukura, Hiroko ^b  

^a TOHO UNIVERSITY   (Japan)

^b INST OF PHYS AND CHEMICAL RESEARCH   (Japan)

^c Fuji Yakuhin Co Ltd   (Japan)

Author keywords

( ) indolmycin; diltiazem hydrochloride; enantioselective hydrolysis; immobilized lipase; water insoluble substrate; acyloxy ester

Indexed keywords

ALPHA ACYLOXY ESTER; DILTIAZEM; ESTER; INDOLMYCIN; ORGANIC SOLVENT; TRIACYLGLYCEROL LIPASE; UNCLASSIFIED DRUG; WATER;

ARTICLE; DRUG HYDROLYSIS; DRUG SYNTHESIS; ENANTIOMER; KINETICS;

EID: 0030999709     PISSN: 00092363     EISSN: None     Source Type: Journal    
DOI: 10.1248/cpb.45.272     Document Type: Article

References (17)

1. A part of this work was published as a preliminary communication: Akita H., Enoki Y., Yamada H., Oishi H., Chem. Pharm. Bull., 37, 2876-2878 (1989).
2. Present address: Fuji Yakuhin Co., Ltd., 3936-2, Sashiogi, Omiya-shi, Saitama 331, Japan.
3. For example, see Akita H., Biocatalysis and Biotransformation, 13, 141-156 (1996).
4. Abe K., Inoue H., Nagao T., Yakugaku Zasshi, 108, 716-732 (1988).
5. Hoshino O., Itoh K., Umezawa B., Akita H., Oishi T., Tetrahedron Lett., 29, 567-568 (1988).
6. Fukui S., Tanaka A., Advances in Biochemical Engineering/Biotechnology, 29, 1-33 (1984).
7. Benzene was added to increase the solubility of the substrate.
8. Dale J. A., Mosher H. S., J. Am. Chem. Soc., 95, 512-519 (1973).
9. 4)
10. For example, see Terao Y., Tsuji K., Murata M., Achiwa K., Nishio T., Watanabe N., Seto K., Chem. Pharm. Bull., 37, 1653-1655 (1989).
11. Akita H., Kawaguchi T., Enoki Y., Oishi T., Chem. Pharm. Bull., 38, 323-328 (1990).
12. Schach von Wittenau M., Els H., J. Am. Chem. Soc., 85, 3425-3431 (1963).
13. a) Akita H., Matsukura H., Oishi T., Tetrahedron Lett., 27, 5397-5400 (1986);
14. b) Akita H., Todoroki R., Endo H., Ikari Y., Oishi T., Synthesis, 1993, 513-516.
15. a) Akita H., Umezawa I., Matsukura H., Oishi T., Chem. Pharm. Bull., 39, 1632-1633 (1991);
16. b) Akita H., Umezawa I., Matsukura H., Oishi T., Chem. Pharm. Bull., 40, 318-324 (1992).
17. Akita H., Umezawa I., Tisnadjaja D., Matsukura H., Oishi T., Chem. Pharm. Bull., 41, 16-20 (1993).