Skip to main content
Log in

Terminal Modified 2-Chloro-4-nitrophenyl β-d-Maltotetraosides as Substrates for a Human α-Amylase Assay

  • Published:
Analytical Sciences Aims and scope Submit manuscript

Abstract

Eight novel 2-chloro-4-nitropheny] maltotetraosides modified at the 64- and/or 44-position were synthesized for human pancreatic and salivary a-amylase substrates. In these compounds, 2-chloro-4-nitrophenyl O-[4,6-di-O-(N-isopro-pyl)carbamoyl-α-d-glucopyranosyl]-(l→4)-bis[O-α-d-glucopyranosyl-(1→4)]-β-d-glucopyranoside (9) was rapidly hydrolyzed by the two amylases at a limited position to produce 2-chloro-4-nitrophenyl β-d-glucopyranoside. Taking advantage of the properties, 9 was found to be a good substrate for a human a-amylase assay using only β-glucosidase as a coupled enzyme.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

References

  1. M. Ogawa, Shokaki Geka, 3, 1115 (1980).

    Google Scholar 

  2. H. Song, N. W.Tietz and C. Tan, Clin. Chem., 16, 264 (1970).

    Article  CAS  Google Scholar 

  3. M. Somogyi, J. BioL Chem., 195, 19 (1952)

    Article  CAS  Google Scholar 

  4. B. W. Smith and J. E. Roe, J. Biol. Chem., 179, 53 (1949)

    Article  CAS  Google Scholar 

  5. M. Ceska, Clin. Chim. Acta, 26, 437 (1969)

    Article  CAS  Google Scholar 

  6. G. P. James, R. B. Passey, J. B. Fuller and M. L. Giles, Clin. Chem., 23, 546 (1977)

    Article  CAS  Google Scholar 

  7. V. E. Henkel, J. Clin. Chem. Clin. Biochem., 17, 705 (1979).

    CAS  PubMed  Google Scholar 

  8. Y. Nakagiri, T. Kanda, M. Otaki, K. Inamoto, T. Asai, S. Okada and S. Kitahata, J. Jpn. Soc. Starch. Sci., 29, 161 (1982)

    Article  CAS  Google Scholar 

  9. E. O. Hagele, E. Schaich, E. Rauscher, P. Lehmann, H. Burk and A. W. Wahlefeld, Clin. Chem., 34, 2201 (1982)

    Article  Google Scholar 

  10. H. Henkel, S. Mode and R. Henkel, J. Clin. Chem. Clin. Biochem., 22, 489 (1984)

    CAS  PubMed  Google Scholar 

  11. E. S. Winn-Deen, H. David, G. Sigler and R. Chavez, Clin. Chem., 34, 2205 (1988).

    Article  Google Scholar 

  12. E. Rauscher, S. V. Bullow, E. O. Hagele, U. Neumann and E. Schaich, Fresenius’Z. Anal Chem., 324, 304 (1986)

    Article  Google Scholar 

  13. G. Dupuy, G. Hilaire and C. Aubry, Clin. Chem., 33, 524 (1987)

    Article  CAS  Google Scholar 

  14. S. Satomura, Y. Sakata, K. Omichi and T. Ikenaka, Clin. Chim. Acta, 174, 315 (1988)

    Article  CAS  Google Scholar 

  15. S. Teshima, Y. Hayashi, K. Ishimaru and A. Shimada, Eur. Pat. 319, 993 (1989); [Chem. Abstr., 112, 94592a (1990)]

    Google Scholar 

  16. H. Matsui, H. Kawagishi and T. Usui, Biochim. Biophys. Acta, 1035, 90 (1990).

    Article  CAS  Google Scholar 

  17. R. C. Burns and A. L. Johnson, Belg. Pat. 868, 574; [Chem. Abstr., 91, 39786q (1979)].

    Google Scholar 

  18. S. Tokutake, N. Yamaji and M. Kato, Chem. Pharm. Bull., 38, 13 (1990)

    Article  CAS  Google Scholar 

  19. S. Tokutake, K. Kasai, T. Tomikura, N. Yamaji and M. Kato, Chem. Pharm. Bull, 38, 3466 (1990).

    Article  CAS  Google Scholar 

  20. S. Tokutake, R. Uchida, K. Kotani, K. Saito and N. Yamaji, Carbohydr. Res., in press.

  21. S. Tokutake, N. Yamaji, K. Saito and K. Kotani, Abstracts of Papers, 111th Nippon Yakugakukai, Tokyo, March, 1991, p. 109; S. Tokutake, T. Oguma, K. Tobe, K. Kotani, K. Saito and N. Yamaji, Carbohydr. Res., in press.

  22. S. Tokutake, R. Uchida, K. Kotani, K. Saito and N. Yamaji, Chem. Pharm. Bull, in press.

  23. K. Tobe and A. Maki, Japan Kokai Patent 78994 (1985); [Chem. Abstr., 104, 225181a (1986)].

    Google Scholar 

  24. H. Katsuta and K. Yoshii, Rinsyo-kensa Kiki Shiyaku, 8, 161 (1985).

    Google Scholar 

  25. J. Ohkawa and N. Handa, Med Techno!., 15, 333 (1987).

    Google Scholar 

  26. K. Ishikawa and H. Hirata, Arch. Biochem. Biophys., 272, 356 (1989).

    Article  CAS  Google Scholar 

  27. K. Omichi, K. Shiosaki, K. Matsubara and T. Ikenaka, J. Biochem., 106, 646 (1989).

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Rights and permissions

Reprints and permissions

About this article

Cite this article

Tokutake, S., Saito, S. & Yamaji, N. Terminal Modified 2-Chloro-4-nitrophenyl β-d-Maltotetraosides as Substrates for a Human α-Amylase Assay. ANAL. SCI. 8, 669–674 (1992). https://doi.org/10.2116/analsci.8.669

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.2116/analsci.8.669

Keywords

Navigation