Fluorescent sensing of uronic acids based on a cooperative action
of boronic acid and metal chelate
(Note: The full text of this document is currently only available in the PDF Version )
Masayuki Takeuchi, Masashi Yamamoto and Seiji Shinkai
Abstract
A new fluorescent molecular sensor for uronic acids is designed, which
features two-point interactions of boronic acid–diol complexation
and zinc(II)–carboxylate coordination.
References
S. S. Cohen, J. Biol. Chem., 1953, 201, 71 CAS and references therein.
Z. Dische, J. Biol. Chem., 1953, 204, 983 CAS and references therein.
For comprehensive reviews see: T. D. James, P. Linnane and S. Shinkai, Chem. Commun., 1996, 281 Search PubMed; T. D. James, K. R. A. S. Sandanayake and S. Shinkai, Angew. Chem., Int. Ed. Engl., 1996, 35, 1910 RSC.
A. P. de Silva, H. Q. N. Gunarathe and C. P. McCoy, Chem. Commun., 1996, 2399 RSC; A. P. de Silva, H. Q. N. Gunaratne, C. McVeigh, G. E. M. Maguine, P. R. S. Maxwell and E. Q'Hanlon, Chem. Commun., 1996, 2191 RSC; A. P. de Silva, H. Q. N. Gunaratne, T. Gunnlaugsson, C. P. McCoy, P. R. S. Maxwell, J. T. Rademacher and T. E. Rice, Pure Appl. Chem., 1996, 68, 1443 CrossRefCAS.
A. W. Czarnik, Acc. Chem. Res., 1994, 27, 302 CrossRefCAS; Fluorescent Chemosensors for Ion and Molecular Recognition,
ed. A. W. Czarnik,
ACS Books,
Washington,
1993 Search PubMed.
T. D. James, K. R. A. S. Sandanayake and S. Shinkai, Angew. Chem., Int. Ed. Engl., 1994, 33, 2207 CrossRef; T. D. James, K. R. A. S. Sandanayake, R. Iguchi and S. Shinkai, J. Am. Chem. Soc., 1995, 117, 8982 CrossRefCAS Although the distance between the phenanthroline and the amino group is apparently farther than that in L′, the fluorescence change is as large as that in L′.
Presumably the 2-phenyl group is included in the fluorophore.
M. S. Goodman, A. D. Hamilton and J. Weiss, J. Am. Chem. Soc., 1995, 117, 8447 CrossRefCAS.
T. Imada, H. Kijima, M. Takeuchi and S. Shinkai, Tetrahedron Lett., 1995, 36, 2093 CrossRefCAS; Tetrahedron,
1996,
52,
2817 Search PubMed.
Click here to see how this site uses Cookies. View our privacy policy here.