Abstract
Boronic acid receptors with the capacity to bind selectively saccharides and signal this event by altering their optical signature have attracted considerable interest in recent years.1–9 Boronic acids are known to bind saccharides via covalent interactions in aqueous media. The most common interaction is with cis- 1,2- or 1,3-diols of saccharides to form five- or six-membered rings respectively.10
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A. P. de Silva, H. Q. N. Gunaratne, T. Gunnlaugsson, A. J. M. Huxley, C. P. McCoy, J. T. Rademacher, T. E. Rice Chem. Rev. 97(5), 1515–1566 (1997).
T. D. James, S. Shinkai Top. Curr. Chem. 218, 159 (2002).
W. Yang, H. He, D. G. Drueckhammer Angew. Chem., Int. Ed. 40(9), 1714–1718 (2001).
Z. Zhong, E. V. Anslyn J. Am. Chem. Soc. 124(31), 9014–9015 (2002).
A.-J. Tong, A. Yamauchi, T. Hayashita, Z.-Y. Zhang, B. D. Smith, N. Teramae Anal. Chem. 73(7), 1530–1536 (2001).
V. V. Karnati, X. Gao, S. Gao, W. Yang, W. Ni, S. Sankar, B. Wang Bioorg. Med. Chem. Lett. 12(23), 3373–3377 (2002).
N. DiCesare, J. R. Lakowicz Chem. Commun. (19), 2022–2023 (2001).
H. Cao, D. I. Diaz, N. Di Cesare, J. R. Lakowicz, M. D. Heagy Org. Lett. 4, 1503–1505 (2002).
H. Eggert, J. Frederiksen, C. Morin, J. C. Norrild J. Org. Chem. 64(11), 3846–3852 (1999).
J. P. Lorand, J. O. Edwards J. Org. Chem. 24, 769–774 (1959).
S. Arimori, L. I. Bosch, C. J. Ward, T. D. James Tetrahedron Lett. 42(27), 4553–4555 (2001).
L. I. Bosch, M. F. Mahon, T. D. James Tetrahedron Lett. 45, 2859–2862 (2004).
Z. R. Grabowski, K. Rotkiewicz, A. Siemiarczuk, D. J. Cowley, W. Baumann Nouv. J. Chim 3(7), 443 (1979).
W. Rettig, E. A. Chandross J. Am. Chem. Soc. 107, 5617 (1985).
W. Rettig Angew. Chem. Int. Ed. Engl 25, 971 (1986).
C. J. Joedicke, H. P. Luethi J. Am. Chem. Soc. 125(1), 252–264 (2003).
J. C. Norrild, I. Sotofte J. Chem. Soc., Perkin Trans. 2, 303–311 (2002).
H. Hopfl J. Organomet. Chem 581, 129–149 (1999).
D. D. Perrin, B. Dempsey (1974) Buffers for pH and Metal Ion Control. Chapman and Hall, London
G. Perichet, R. Chapelon, B. Pouyet J. Photochem 13, 67 (1980).
S. G. Schulman (1977) Fluorescence and Phosphorescence Spectroscopy: Physiochemical Principles and Practice. Pergamon Press, Oxford
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Bosch, L.I., James, T.D. (2006). Fluorescent Tict Sensors for Saccharides. In: Geddes, C.D., Lakowicz, J.R. (eds) Glucose Sensing. Topics in Fluorescence Spectroscopy, vol 11. Springer, Boston, MA. https://doi.org/10.1007/0-387-33015-1_14
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DOI: https://doi.org/10.1007/0-387-33015-1_14
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