L-Ascorbic Acid a-Glucoside Formed by Regioselective Transglucosylation with Rat Intestinal and Rice Seed a-Glucosidases: Its Improved Stability and Structure Determination

Chemical and Pharmaceutical Bulletin

Volumn 38, Issue 11, 1990, Pages 3020-3023

  Yamamoto, Itaru ^a   Muto, Norio ^a   Murakami, Kouki ^a   Suga, Sadaharu ^a   Yamaguchi, Hisao ^b  

^a OKAYAMA UNIVERSITY   (Japan)

^b Japan and Tejin Institue for medical Research ^*  (Japan)

Author keywords

a glucosidase; chemical stability; enzymatic hydrolysis; L ascorbic acid; L ascorbic acid 2 glucoside; regioselective transglucosylation; structural determination

Indexed keywords

ALPHA GLUCOSIDASE; ASCORBIC ACID; ASCORBIC ACID DERIVATIVE;

ANIMAL TISSUE; ARTICLE; ASPERGILLUS; DRUG METABOLISM; DRUG STABILITY; INTESTINE; MASS SPECTROMETRY; NONHUMAN; NUCLEAR MAGNETIC RESONANCE; PH; PLANT; RAT; ULTRAVIOLET SPECTROPHOTOMETRY; YEAST;

ALPHA-GLUCOSIDASES; ANIMAL; ASCORBIC ACID; DRUG STABILITY; INTESTINES; ORYZA SATIVA; RATS; SEEDS;

EID: 0025633123     PISSN: 00092363     EISSN: 13475223     Source Type: Journal    
DOI: 10.1248/cpb.38.3020     Document Type: Article

References (25)

1. H. Nomura, T. Ishiguro and S. Morimoto, Chem. Pharm. Bull., 17, 381, 387 (1969).
2. R. O. Mumma, A. J. Verlangieri and W. W. Weber, Carbohydr. Res., 19, 127 (1971).
3. B. M. Tolbert, M. Downing, R. W. Carlson, K. Knight and E. M. Baker, Ann. N. Y. Acad. Sci., 258, 48 (1975).
4. P. -W. Lu, D. W. Lillard, Jr., P. A. Seib, K. J. Kramer and Y. -T. Liang, J. Agric. Food Chem., 32, 21 (1984).
5. I. Yamamoto, N. Muto, E. Nagata, T. Nakamura and Y. Suzuki, Biochim. Biophys. Acta, 1035, 44 (1990).
6. N. Muto, T. Nakamura and I. Yamamoto, J. Biochem. (Tokyo), 107, 222 (1990).
7. N. Muto, S. Suga, K. Fujii, K. Goto and I. Yamamoto, Agric. Biol. Chem., 54, 1697 (1990).
8. Y. Suzuki, T. Miyake, K. Uchida and A. Mino, Vitamins, 47, 259 (1973).
9. Y. Suzuki, and K. Uchida, Vitamins, 63, S-197 (1989).
10. M. S. Blois, Nature (London), 181, 1199 (1958).
11. S. Marklund and G. Marklund, Eur. J. Biochem., 47, 469 (1974).
12. J. Jernow, J. Blount, E. Oliveto, A. Perrotta, P. Rosen and V. Toome, Tetrahedron, 35, 1483 (1979).
13. C. G. Mead and F. J. Finamore, Biochemistry, 8, 2652 (1969).
14. H. Hatanaka, Y. Ogawa and F. Egami, J. Biochem. (Tokyo), 75, 861 (1974).
15. T. C. Crawford and S. A. Crawford, Carbohydr. Chem., 37, 79 (1980).
16. J. Cabral and P. Haake, J. Org. Chem., 53, 5742 (1988).
17. T. Radford, J. G. Sweeny and G. A. Iacobucci, J. Org. Chem., 44, 658,(1979).
18. K. Tadera, M. Arima and F. Yagi, Agric. Biol. Chem., 52, 2359 (1988).
19. N. Subramanian, B. K. Nandi, A. K. Majumder and I. B. Chatterjee, Biochem. Pharmacol., 22, 1671 (1973).
20. I. Yamamoto and H. Ohmori, J. Pharmacobio-Dyn., 4, 15 (1981).
21. K. Yamamoto, M. Takahashi and E. Niki, Chem. Lett., 1987, 1149.
22. M. H. Lee and C. R. Dawson, Methods Enzymol., 62, 30 (1979).
23. K. Kato, S. Terao, N. Shimamoto and M. Hirata, J. Med. Chem., 31, 793 (1988).
24. I. Yamamoto, S. Suga, Y. Mitoh, M. Tanaka and N. Muto, J. Pharmacobio-Dyn., in press.
25. N. Muto, K. Fujii, I. Yamamoto and J. Akiyama, Seikagaku, 61, 971 (1989).