Organic compounds -- part of the class 532-570 series – Organic compounds – Carbohydrates or derivatives
Patent
1994-12-30
1999-12-07
Wilson, James O.
Organic compounds -- part of the class 532-570 series
Organic compounds
Carbohydrates or derivatives
536 111, 536 41, 536 186, 546 1, 546 26, 546 42, 546 61, 546 79, 546 80, 546 81, 546112, 552500, 562433, 562562, 562573, 568 8, C07G 300, C07D21300, C07D47104
Patent
active
059985941
ABSTRACT:
A chromogenic receptor comprises a self-assembled chromogenic compound having at least one intrinsic binding site. The chromogenic compound is characterized by the property of producing a reversible color change responsive to binding a target substrate to the receptor. The chromogenic compound has a transition metal ion and at least one ligand bound to the transition metal ion. The ligand is selected from the group consisting of substituted phenanthroline, substituted 2,2'-bipyridine and substituted 2,2':6',2"-terpyridine. The transition metal is selected from the group consisting of Cu(I), Cu(II), Ag(I), Ni(II), Fe(II), Fe(III), Ru(II), Co(III), and Os(II). Self-assembly can be effected in the presence of Cu(I) to form receptors for dicarboxylic acids, carbohydrate, amino acids, steroids and pyrophosphates. The receptors are characterized by the formation of a 2:1 complex of the target substrate with the receptor producing a visible color change from orange to red and a measurable change in its luminescence. Methods of using these receptors are also disclosed.
REFERENCES:
Dietrich-Buchecker et al., "Une Nouvelle Famille de Molecules: les Metallatenanes", Tetrahedron Letters, vol. 24, No. 46, pp. 5095-5098, 1983.
Chapman et al., "A Remarkable Effect of Solvent Size on the Stability of a Molecular Complex", J. Am. Chem. Soc., vol. 111, No. 8, pp. 3075-3077, 1989.
Blundell et al., "The 3-D Structure of HIV-1 Proteinase and the Design of Antiviral Agents for the Treatment of AIDS", Trends in Biological Chemistry, vol. 15, pp. 425-430, Nov. 1990.
Tanaka et al., "Two-Point Hydrogen-Bonding Interaction: A Remarkable Chain-Length Selectivity in the Binding of Dicarboxylic Acids with Resorcinol-Aldehyde Cyclotetramer as a Multidentate Host"; J. Am. Chem. Soc., vol. 112, pp. 2807-2808, 1990.
Garcia-Tellado et al., "Molecular Recognition: A Remarkably Simple Receptor for the Selective Complexation of Dicarboxylic Acids", J. Am. Chem. Soc., vol. 112, No. 20, pp. 7393-7394, 1990.
Zimmerman et al., "Improved Binding of Adenine by a Synthetic Receptor", J. Org. Chem., vol. 55, No. 16, pp. 4789-4791, 1990.
Rebek, Jr. et al., "Molecular Recognition and Biophysical Organic Chemistry", Acc. Chem. Res., vol. 23, No. 12, pp. 399-404, Dec. 1990.
Garcia-Tellado et al., "Chiral Recognition of Tartaric Acid Derivatives by a Synthetic Receptor", J. Chem. Soc., Chem. Commun., pp. 1761-1763, 1991.
Zhang et al., "Dissociative Inhibition of Dimeric Enzymes. Kinetic Characterization of the Inhibition of HIV-1 Protease by its COOH-Terminal Tetrapeptide", The Journal of Biological Chemistry, vol. 266, No. 24, pp. 15591-15594, Aug. 1991.
Dugas et al., Bioorganic Chemistry Frontiers: vol. 2, Springer-Verlag, Jan. 1991.
Kelly-Rowley et al., "Enolate Complexation in Acetonitrile with a Neutral Polyaza Cleft", J. Am. Chem. Soc., vol. 113, pp. 9687-9688, 1991.
Diederich, Monographs in Supramolecular Chemistry: No. 2 Cyclophanes, The Royal Society of Chemistry, 1991.
Murakami et al., "Metal-induced Conversion of a `Closed` Receptor to an `Open` Receptor on a p-tert-Butycalix[4]arene Diamide Derivative; Fluorescence Detection of a Molecular Recognition Process", J. Chem. Soc., Chem. Commun., No. 20, pp. 1533-1535, 1993.
Drain et al., "Self-assembly of a Bisporphyrin Supramolecular Cage Induced by Molecular Recognition Between Complementary Hydrogen Bonding Sites", J. Chem. Soc., Chem. Commun., pp. 243-245, 1993.
Inouye et al., "Artificial Allosteric Receptors for Nucleotide Bases and Alkali-Metal Cations", J. Am. Chem. Soc., vol. 115, No. 18, pp. 8091-8095, 1993.
Ziessel et al., "Self-Assembly of a New Class of Tetranuclear Copper(I) and Silver(I) Complexes", Angew. Chem. Int. Ed. Engl., vol. 32, No. 6, pp. 877-880, 1993.
Kramer et al., "Self-recognition in helicate self-assembly: Spontaneous formation of helical metal complexes from mixtures of ligands and metal ions", Proc. Natl. Acad. Sci. USA, vol. 90, pp. 5394-5398, Jun. 1993.
Fujimoto et al., "Synthesis of and Amine Recognition with a Cu(II)-bridged Biscalix[4]arene", Tetrahedron Letters, vol. 35, No. 18, pp. 2915-2918, 1994.
Deng et al., "Allosteric Interaction of Metal Ions with Saccharides in a Crowned Diboronic Acid", J. Am. Chem. Soc., vol. 116, No. 11, pp. 4567-4572, 1994.
Kramer et al., Angew. Chem. Int. Ed. Engl., vol. 32, No. 5, pp. 703-706 (1993).
Kramer et al., Proc. Natl Acad. Sci, vol. 90, pp. 5394-5398 (1993).
Goodman M. Scott
Hamilton Andrew D.
Meyers Diane R.
Silverman Arnold B.
University of Pittsburgh of the Commonwealth System of Higher Ed
Wilson James O.
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