Chemistry: analytical and immunological testing – Heterocyclic carbon compound – Hetero-o
Reexamination Certificate
2005-03-10
2009-12-22
Soderquist, Arlen (Department: 1797)
Chemistry: analytical and immunological testing
Heterocyclic carbon compound
Hetero-o
C422S067000, C436S095000, C436S131000, C436S172000, C548S110000, C558S286000, C558S287000, C558S288000, C564S008000, C564S009000, C564S010000, C564S011000, C568S001000, C568S006000, C600S316000, C600S317000, C600S319000
Reexamination Certificate
active
07635595
ABSTRACT:
The spectroscopic and photophysical properties of fluorescent probes comprising donor-acceptor derivatives comprising the boric acid group or a derivative of boric acid, B(OH)3(or borate ion, BO(OH)2−1), arsenious acid, H3AsO3(or arsenite ion, H2AsO3−1), telluric acid, H6TeO6(or tellurate ion, H5TeO6−1) or germanic acid, Ge(OH)6(or germanate ion, GeO(OH)3−1) are described. Method of using said probes are also provided.
REFERENCES:
patent: 2710874 (1955-06-01), Freund
patent: 3038926 (1962-06-01), Farthouat
patent: 3222379 (1965-12-01), Farthouat
patent: 3397228 (1968-08-01), Brownstein
patent: 3567439 (1971-03-01), Daniel et al.
patent: 4496722 (1985-01-01), Gallop et al.
patent: 5108502 (1992-04-01), Pawlowski et al.
patent: 5187288 (1993-02-01), Kang et al.
patent: 5248782 (1993-09-01), Haugland et al.
patent: 5274113 (1993-12-01), Kang et al.
patent: 5338854 (1994-08-01), Kang et al.
patent: 5446157 (1995-08-01), Morgan et al.
patent: 5503770 (1996-04-01), James et al.
patent: 5512246 (1996-04-01), Russell
patent: 5631364 (1997-05-01), Sundrehagen et al.
patent: 5981746 (1999-11-01), Wolfbeis et al.
patent: 6001999 (1999-12-01), Wolfbeis et al.
patent: 6002954 (1999-12-01), Van Antwerp
patent: 6011984 (2000-01-01), Van Antwerp
patent: 6106999 (2000-08-01), Ogiso et al.
patent: 6232467 (2001-05-01), Petasis et al.
patent: 6319540 (2001-11-01), Van Antwerp
patent: 6475670 (2002-11-01), Ito
patent: 6534316 (2003-03-01), Strongin et al.
patent: 6627177 (2003-09-01), Singaram et al.
patent: 6682938 (2004-01-01), Satcher et al.
patent: 6766183 (2004-07-01), Walsh et al.
patent: 2002/0043651 (2002-04-01), Darrow et al.
patent: 2002/0094586 (2002-07-01), Daniloff et al.
patent: 7-145174 (1995-06-01), None
Bauer, W. W. et al, Journal of the American Chemical Society 1924, 46, 1925-1931.
Worrall, D. E., Journal of the American Chemical Society 1930, 52, 664-669.
Doak, G. O. et al, Journal of the American Chemical Society 1942, 64, 1064-1066.
Suenaga, H. et al, Tetrahedron Letters 1995, 36, 4825-4828.
Muller, M. et al, Angewandte Chemie, International Edition in English 1996, 35, 886-888.
Superchi, S. et al, Organic Letters 1999, 1, 2093-2096.
B. Appleton, et al, “Detection of total sugar concentration using photoinduced electron transfer materials: development of operationally stable, reusable optical sensors”, Sensors and Actuators B, vol. 65, 2000, pp. 302-304.
K. Berndt, et al., “Phase-modulation fluorometry using a frequency-doubled pulsed laser diode light source”, Rev. Sci. Instrum. vol. 61, No. 7, Jul. 1990, pp. 1816-1820.
R. Corriu, et al., “Unsaturated polymers containing boron and thiophene units in the backbone”, Chem. Commun., 1998, pp. 963-964.
S. D'Auria, et al., “The fluorescence emission of the Apo-glucose Oxidase fromAspergillus nigeras Probe to Estimate Glucose Concentrations”, Biochemical and Biophysical Research Communications, vol. 263, 1999, pp. 550-553.
N. DiCesare, et al., “Evaluation of Two Synthetic Glucose Probes for Fluorescence-Lifetime-Based Sensing”, Analytical Biochemistry, vol. 294, 2001, pp. 154-160.
Z. Diwu, et al., “A Facile Protocol for the Convenient Preparation of Amino-substituted ∝-Bromo- and ∝-∝-Dibromo Arylmethylketones”, Tetrahedron Letters, vol. 39, 1998, pp. 4987-4990.
J. Hartley, et al., “Synthetic receptors”, J. Chem. Soc., Perkin Trans. vol. 1, 2000, pp. 3155-3184.
K. Hirai, et al., “Reactions and Kinetics of (2,4,6-Tri-tert-butylphenyl)phenylcarbene”, The Chemical Society of Japan, Chemistry Letters, 1994, pp. 503-506.
C. Hutchinson, et al., “Fluorescence Lifetime-Based Sensing in Tissues: A Computational Study”, Biophysical Journal, vol. 68, Apr. 1995, pp. 1574-1582.
T. James, “Novel Saccharide-Photoinduced Electron Transfer Sensors Based on the Interaction of Boronic Acid and Amine”, J. Am. Chem. Soc., 1995, vol. 117, pp. 8982-8987.
T. James, “A saccharide ‘sponge’. Synthesis and properties of a dendritic boronic acid”, Chem. Commun., 1996, pp. 705-706.
J. Lakowicz, et al., “Anisotrophy-Based Sensing with Reference Fluorophores”, Analytical Biochemistry, vol. 267, 1999, 397-405.
B. Lee, et al., “Boratastilbene: Synthesis, Structural Characterization, and Photophysics”, J. Am. Chem. Soc., vol. 122, 2000, pp. 3969-3970.
N. Matsumi, et al., “Synthesis of Organoboron π-Conjugated Polymers by Hydroboration Polymerization between Heteroaromatic Diynes and Mesitylborane and Their Light Emitting Properties”, Macromolecules, vol. 32, 1999, pp. 4467-4469.
N. Matsumi, et al., “Poly(p-phenylene-borane)s. Novel Organoboron πConjugated Polymers via Grignard Reagent”, J. Am. Chem. Soc., vol. 120, 1998, pp. 10776-10777.
D. Rehm et al., “Kinetics of Fluorescence Quenching By Electron and H-Atom Transfer”, Israel Journal of Chemistry, vol. 8, 1970, pp. 259-271.
K.R.A. S. Sandanayake, et al., “Two Dimensional Photoinduced Electorn Transfer (PET) Fluorescence Sensor for Saccharides”, Chemistry Letters, 1995, pp. 503-504.
H. Shinmori, et al., “Spectroscopic Sugar Sensing by a Stilbene Derivative with Push (Me2N-)-Pull ((HO)2B-)-Type Substituents”, Tetrahedron, vol. 51, No. 7, 1995, pp. 1893-1902.
P. Sienkiewicz, et al., “Chemical Affinity Systems-l, pH Dependence of Boronic Acid-Diol Affinity in Aqueous Solution”, J. Inorg. Nucl., Chem. vol. 42, 1980, pp. 1559-1575.
A. Singh, et al., “α,w-Diphenylpolyenes Capable of Exhibiting Twisted Intramolecular Charge Transfer Fluorescence: A Fluorescence and Fluorescence Probe Study of Nitro- and Nitrocyano-Substituted 1,4-Diphenylbutadienes”, J. Phys. Chem. A, vol. 104, 2000, pp. 464-471.
Y. Sonoda et al., Substituent Effect on thecis-transPhotoisomerization oftrans,trans,trans-1,6-Diphenyl-1,3,5-hexatrienes, The Chemical Society of Japan, Chemistry Letters, 1998, pp. 349-350.
H. Suenaga, et al., “Screening of boronic acids for strong inhibition of the hydrolytic activity of α-chymotrypsin and for sugar sensing associated with a large fluorescence change”, Pure & Appl. Chem., vol. 68, No. 11, 1996, pp. 2179-2186.
H. Szmacinski, et al., “Fluorescence lifetime-based sensing and imaging”, Sensors and Actuators B, vol. 29, 1995, pp. 16-24.
H. Szmacinski, et al., “Lifetime-Based Sensing”, Topics in Flurescence Spectroscopy, vol. 4: Probage Design and Chemical Sensing, Chap. 10, pp. 295-334.
M. Takeuchi, et al., “Fluorescence and CD Spectroscopic Sugar Sensing by a Cyanine-appended Diboronic Acid Probe”, Tetrahedron, vol. 52, No. 4, 1996, pp. 1195-1204.
R. Thompson, et al., “Phase Fluorometry Using a Continuously Modulated Laser Diode”, Anal. Chem., vol. 64, 1992, pp. 2075-2078.
W. Wang, et al., “Building Fluorescent Sensors by Template Polymerization: The Preparation of a Fluorescent Sensor for d-Fructose”, Organic Letters, vol. 1, No. 8, 1999, pp. 1209-1212.
J. Yoon, et al., “Fluorescent Chemosensors of Carbohydrates. A Means of Chemically Communicating the Binding of Polyols in Water Based on Chelaton-Enhanced Quenching”, J. Am. Chem. Soc., vol. 114, 1992, pp. 5874-5875.
Dicesare Nicolas
Lakowicz Joseph R.
Rothwell Figg Ernst & Manbeck P.C.
Soderquist Arlen
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