Fluorescent zinc ion sensor

Details Fluorescent zinc ion sensor Fluorescent zinc ion sensor

2004-07-30

2009-06-02

Aulakh, Charanjit S (Department: 1625)

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C546S010000, C546S140000, C546S176000, C252S30160R

Reexamination Certificate

active

07541467

ABSTRACT:
A compound represented by the following general formula (I) or a salt thereof:wherein R1, R2, R3, and R4independently represent 2-quinolyl group which may be substituted, 1-isoquinolyl group which may be substituted, or 3-isoquinolyl group which may be substituted; m, n, p, and q independently represent 1 or 2; and L represents a single bond, or an alkylene group having 1 to 5 carbon atoms wherein said alkylene group may contain one or more heteroatoms in the main chain, and may have one or more substituents on the main chain, which is useful as a fluorescent zinc ion sensor.

REFERENCES:
patent: 4891075 (1990-01-01), Dakubu et al.
patent: 4968631 (1990-11-01), Dakubu
patent: 5037615 (1991-08-01), Kane
patent: 5049673 (1991-09-01), Tsien et al.
patent: 5208148 (1993-05-01), Haugland et al.
patent: 5246867 (1993-09-01), Lakowiez et al.
patent: 5302731 (1994-04-01), Pitner et al.
patent: 5340716 (1994-08-01), Ullman et al.
patent: 5380880 (1995-01-01), Pitner et al.
patent: 5393514 (1995-02-01), Pitner et al.
patent: 5451343 (1995-09-01), Neckers et al.
patent: 5622821 (1997-04-01), Selvin et al.
patent: 5623080 (1997-04-01), Neckers et al.
patent: 5639615 (1997-06-01), Selvin et al.
patent: 5648270 (1997-07-01), Kuhn et al.
patent: 5656433 (1997-08-01), Selvin et al.
patent: 5800996 (1998-09-01), Lee et al.
patent: 5863727 (1999-01-01), Lee et al.
patent: 5874590 (1999-02-01), Nagano et al.
patent: 6013802 (2000-01-01), Hoyland et al.
patent: 6201134 (2001-03-01), Nagano et al.
patent: 6403625 (2002-06-01), Nagao et al.
patent: 6441197 (2002-08-01), Nagano et al.
patent: 6469051 (2002-10-01), Nagano et al.
patent: 6525088 (2003-02-01), Nagano et al.
patent: 6569892 (2003-05-01), Nagano et al.
patent: 6656927 (2003-12-01), Nagano et al.
patent: 6753156 (2004-06-01), Mathis et al.
patent: 6756231 (2004-06-01), Nagano et al.
patent: 6833386 (2004-12-01), Nagano et al.
patent: 6903226 (2005-06-01), Nagano et al.
patent: 6936687 (2005-08-01), Komoriya et al.
patent: 6972182 (2005-12-01), Colyer et al.
patent: 2002/0177120 (2002-11-01), Elliott et al.
patent: 2003/0153027 (2003-08-01), Nagano et al.
patent: 2003/0157727 (2003-08-01), Nagano et al.
patent: 2003/0162298 (2003-08-01), Nagano et al.
patent: 2004/0043498 (2004-03-01), Nagano et al.
patent: 2004/0147035 (2004-07-01), Nagano et al.
patent: 2005/0037332 (2005-02-01), Komatsu et al.
patent: 2005/0064308 (2005-03-01), Nagano et al.
patent: 2005/0123478 (2005-06-01), Nagano et al.
patent: 2005/0130314 (2005-06-01), Nagano et al.
patent: 2005/0182253 (2005-08-01), Yano et al.
patent: 2006/0030054 (2006-02-01), Nagano et al.
patent: 0314480 (1989-05-01), None
patent: 0515133 (1992-11-01), None
patent: 0582836 (1994-02-01), None
patent: 1069121 (2001-01-01), None
patent: 1260508 (2002-11-01), None
patent: 1260510 (2002-11-01), None
patent: 60-54381 (1985-03-01), None
patent: 6-207112 (1994-07-01), None
patent: 06-211831 (1994-08-01), None
patent: 08-271430 (1996-10-01), None
patent: 9-101262 (1997-04-01), None
patent: 10-88124 (1998-04-01), None
patent: 10-226688 (1998-08-01), None
patent: 5-180773 (1999-07-01), None
patent: 2000-111480 (2000-04-01), None
patent: 2000-239272 (2000-05-01), None
patent: 89/09408 (1989-10-01), None
patent: 96/42016 (1996-12-01), None
patent: 98/15830 (1998-04-01), None
patent: 99/15896 (1999-04-01), None
patent: 99/51586 (1999-10-01), None
patent: 00/00819 (2000-01-01), None
patent: 01/62755 (2001-08-01), None
patent: 01/63265 (2001-08-01), None
patent: 01/64664 (2001-09-01), None
patent: 2004/040296 (2004-05-01), None
patent: 2005/024049 (2005-03-01), None
Anderegg et al., Helvetica Chimica Acta, Vo.. 50, pp. 2330-2333 (1967).
T. Hirano et al., “Highly Zinc-Selective Fluorescent Sensor Molecules Suitable for Biological Applications,” Journal of the American Chemical Society, vol. 122, No. 49, pp. 12399-12400 (2000).
R.P. Haugland, “Handbook of Fluorescent probes and Research Products,” 9thEdition Supplement, Chapter 20, pp. 805-817 (2002).
G.K. Walkup et al., “A New Cell-Permeable Fluorescent Probe for Zn2+,” Journal of the American Chemical Society, vol. 122, No. 23, pp. 5644-5645 (2000).
J. Kawakami et al., “Ab initioMolecular Orbital Study of Emission Mechanism of 2,6-Bis (quinolinecarboxy) methylpyridine as Fluorescent Chemosensors for Zinc and Cadmium Ions,” Journal of Computer Chemistry, Japan, vol. 2, No. 2, pp. 57-62 (2003).
C.J. Frederickson et al., “A quinoline fluorescence method for visualizing and assaying the histochemically reactive zinc (bouton zinc) in the brain,” Journal of Neuroscience Methods, vol. 20, pp. 91-103 (1987).
D. Zalewski et al., “Correleation of apoptosis with change in intracellular labile Zn(II) using Zinquin[(2-methyl-8-p-toluenesulphonamido-6-quinolyloxy)acetic acid], a new specific fluorescent probe for Zn(II),” Biochemical Journal, vol. 296, Part 2, pp. 403-408 (1993).
Reyes, J.G., et al., Biol. Res., 27, pp. 49-56, 1994.
Tsuda, M., et al., Neurosci., 17, pp. 6678-6684, 1997.
Koike, T., et al., J. Am. Chem. Soc., 118, pp. 12696-12703, 1996;
Saibou Kougaku (Cell Technology), 17, pp. 584-595, 1998.
Tanpakushitsu.Kakusan.Kouso (Protein, Nucleic Acid and Enzyme), extra No., 42, pp. 171-176, 1997.
Tetsuji Kametani, Nankodo Co., Ltd., pp. 214-215, 1997.
Handbook of Fluorescent Probes and Research Chemicals, 6th Edition by Richard P. Haugland, pp. 503 and 531-540.
Protective Groups in Organic Synthesis, T. W. Greene, John Wiley & Sons, Inc. pp. v-xxi and 369-405.
Angew. Chem., Int. Ed. (1999), 38(21), pp. 3209-3212.
Anal. Chem. (1998), 70(13), pp. 2446-2453.
Bioorganic & Medicinal Chemistry, vol. 4, No. 6, pp. 901-916, (1996).
Bioorg. Khim. (1995), 21(10), pp. 795-801.
Sci. China, Ser. B: Chem. (1998), 41(5), pp. 549-555.
J. Am. Chem. Soc. (1996), 118, pp. 6514-6515.
Hirano T. et al., “Highly Zinc-Selective Fluorescent Sensor Molecules Suitable for Biological Applications”, J. Am. Chem. Soc., vol. 122, No. 49, Dec. 13, 2000, pp. 12399-12400.
Walkup G. K. et al., “A New Cell-Permeable Fluorescent Probe for Zn2+”, J. Am. Chem. Soc., vol. 122, No. 23, Jun. 14, 2000, pp. 5644-5645.
Bambot, S.B. et al., “Potential Applications of Lifetime-Based, Phase-Modulation Fluorimetry in Bioprocess and Clinical Monitoring”, Trends in Biotechnology, vol. 13, No. 3, Mar. 1995, pp. 106-115, XP 004207135.
Sipior, J. et al., “Lifetime-Based Optical Sensing of pH Using Resonance Energy Transfer in Sol-Gel Films”, Sensors and Actuators B; vol. 22, No. 3, Dec. 1994, pp. 181-188, XP004011062.
Selvin, P.R. et al., “Luminescence Energy Transfer Using a Terbium Chelate:Improvements on Fluorescence Energy Transfer”, Proceedings of the National Academy of Science of USA, National Academy of Science, Washington, DC, US, vol. 91, Oct. 1994, pp. 10024-10028, XP001018013.
Yuan, J. et al., “Functionalization of Fluorescent Lanthanide Complexes and Their Applications to Biotechnology”, Bunseki Kagaku—Japan Analyst; vol. 48, No. 12, pp. 1077-1083 (1999), XP002932633.
Rogers, M. V., Drug Discovery Today, vol. 2, pp. 156-160, 1997.
Selvin, P. R., et al., J. Am. Chem. Soc., vol. 117, pp. 8132-8138, 1995.
Stryer, L., Ann. Rev. Biochem., vol. 47, pp. 819-846, 1978.
Hemmilä, I., Drug Discovery Today, vol. 2, pp. 373-381, 1997.
New Apoptosis Experimental Protocol, 2nd ed., Yodosha, pp. 201-204, 1999.
Selvin, P. R., et al., J. Am. Chem. Soc., vol. 116, pp. 6029-6030, 1994.
J. Burch, “The Inhibition of Horse-Liver Esterase by Rhodamine B,” Biochemical Journal, vol. 59, pp. 97-110 (1955).
D.D. Thomas et al., “Flourescence energy transfer in the rapid-diffusion limit,” Proceedings of the National Academy of Sciences of the United States of America, vol. 75, No. 12, pp. 5746-5750 (1978).
S.M. Yeh et al., “Characterization of Transferin Metal-Binding Sites by Diffusion-Enhanced Energy Transfer,” Biochemistry, 19, pp. 5057-5062 (1980).
R.A. Edwards et al., “Spectroscopic Studies of Ci

Affiliated with

Also associated with

Rating

Fluorescent zinc ion sensor does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Fluorescent zinc ion sensor, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Fluorescent zinc ion sensor will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-4145617