Photo-caged fluorescent molecules

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

Reexamination Certificate

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C548S525000

Reexamination Certificate

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10917859

ABSTRACT:
A class of photo-caged and cell permeable fluorescent molecules having high uncaging cross sections, robust fluorescence enhancement, and flexible chemistry for bioconjugation. Some of the photo-caged fluorescent molecules are derived from 6-chloro-7-hydroxy-coumarin 3-carboxamide. The fluorescent molecules are useful for cellular imaging applications and particularly for tracing the molecular transfer between cellular gap junctions. The fluorescent molecules also have an emission wavelength that spectrally complements with the emission wavelength of other fluorophores, enabling simultaneous multi-color imaging.

REFERENCES:
patent: 5635608 (1997-06-01), Haugland et al.
patent: 5830912 (1998-11-01), Gee et al.
patent: 5955604 (1999-09-01), Tsien et al.
patent: 6472205 (2002-10-01), Tsien et al.
Wu et al., “Multicolor labeling of cells using Qdot streptavidin conjugates”, Quantum Dot Corporation, pp. 10-11.
Rash et al., “Grid-mapped freeze-fracture analysis of gap junctions in gray and white matter of adult rat central nervous system, with evidence for a “panglial syncytium” that is not coupled to neurons”, The Journal of Comparative Neurology, vol., 388, pp. 265-292.
Campbell et al., Biology, second edition, 1990, p. 76.
Adams SR, Tsien RY. Controlling cell chemistry with caged compounds. Annu Rev Physiol. 1993;55:755-84.
Ando H, Furuta T, Tsien RY, Okamoto H. Photo-mediated gene activation using caged RNA/DNA in zebrafish embryos. Nat Genet. Aug. 2001;28(4):317-25.
Brown EB, Shear JB, Adams SR, Tsien RY, Webb WW. Photolysis of caged calcium in femtoliter volumes using two-photon excitation. Biophys J. Jan. 1999;76(1 Pt 1):489-99.
Canepari M, Nelson L, Papageorgiou G. Corrie JE, Ogden D. Photochemical and pharmacological evaluation of 7-nitroindolinyl-and 4-methoxy-7-nitroindolinyl-amino acids as novel, fast caged neurotransmitters. J Neurosci Methods. Nov. 15, 2001;112(1):29-42.
Deleze J. Delage B, Hentati-Ksibi O, Verrecchia F, Herve JC. Fluorescence recovery after photobleaching. Methods Mol Biol. 2001;154:313-27.
El-Fouly MH, Trosko JE, Chang CC. Scrape-loading and dye transfer. A rapid and simple technique to study gap junctional intercellular communication. Exp Cell Res. Feb. 1987;168(2):422-30.
Fedoryak OD, Dore TM. Brominated hydroxyquinoline as a photolabile protecting group with sensitivity to multiphoton excitation. Org Lett. Oct. 3, 2002;4(20):3419-22.
Furuta T, Wang SS, Dantzker JL, Dore TM, Bybee WJ, Callaway EM, Denk W, Tsien RY. Brominated 7-hydroxycoumarin-4-ylmethyls: photolabile protecting groups with biologically useful cross-sections for two photon photolysis. Proc Natl Acad Sci U S A. Feb. 16, 1999;96(4):1193-200.
Grynkiewicz G, Poenie M, Tsien RY. A new generation of Ca2+ indicators with greatly improved fluorescence properties. J Biol Chem. Mar. 25, 1985;260(6):3440-50.
Harris AL. Emerging issues of connexin channels: biophysics fills the gap. Q Rev Biophys. Aug. 2001;34(3):325-472.
Krafft GA, Sutton WR, Cummings RT. Photoactivable Fluorophores. 3. Syntehsis and Photoactivation of Fluorogenic Difunctionalized Fluoresceins. J. Am. Chem. Soc. 1988;110:301-303.
LI W, Llopis J, Whitney M, Zlokarnik G, Tsien RY. Cell-permeant caged InsP3 ester shows that Ca2+ spike frequency can optimize gene expression. Nature. Apr. 30, 1998; 392(6679):936-41.
Loewenstein WR. Junctional intercellular communication and the control of growth. Biochim Biophys Acta. Feb. 4, 1979;560(1):1-65.
Matsuzaki M, Ellis-Davies GC, Nemoto T, Miyashita Y, Iino M, Kasai H. Dendritic spine geometry is critical for AMPA receptor expression in hippocampal CA1 pyramidal neurons. Nat Neurosci. Nov. 2001;4(11):1086-92.
Meda P. Assaying the molecular permeability of connexin channels. Methods Mol Biol. 2001;154:201-24.
Mitchison TJ, Sawin KE, Theriot JA, Gee K, Mallavarapu A. Caged fluorescent probes. Methods Enzymol. 1998;291:63-78.
Peters R. Nuclear envelope permeability measured by fluorescence microphotolysis of single liver cell nuclei. J Biol Chem. Oct. 10, 1983;258(19):11427-9.
Politz JC. Use of caged fluorochromes to track macromolecular movement in living cells. Trends Cell Biol. Jul. 1999;9(7):284-7.
Rozental R, Srinivas M, Spray DC. How to close a gap junction channel. Efficacies and potencies of uncoupling agents. Methods Mol Biol. 2001;154:447-76.
Theriot JA, Mitchison TJ. Actin microfilament dynamics in locomoting cells. Nature. Jul. 11, 1991;352(6331):126-31.
Van Rijen HV, Wilders R, Rook MB, Jongsma HJ. Dual patch clamp. Methods Mol Biol. 2001;154:269-92.
Verselis V, White RL, Spray DC, Bennett MV. Gap junctional conductance and permeability are linearly related. Science. Oct. 24, 1986;234(4775):461-4.
Wade MH, Trosko JE, Schindler M. A fluorescence photobleaching assay of gap junction-mediated communication between human cells. Science. Apr. 25, 1986;232(4749):525-8.
Zlokarnik G, Negulescu PA, Knapp TE, Mere L, Burres N, Feng L, Whitney, Roemer K, Tsien RY. Quantitation of transcription and clonal selection of single living cells with beta-lactamase as reporter. Science. Jan. 2, 1998;279(5347):84-8.

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