Organic compounds -- part of the class 532-570 series – Organic compounds – Carbohydrates or derivatives
Patent
1997-01-13
2000-02-08
Fredman, Jeffrey
Organic compounds -- part of the class 532-570 series
Organic compounds
Carbohydrates or derivatives
549 13, 549 28, 549356, 536 2431, 536 2432, 536 2433, 435 6, C07H 2104, C07D33500, C12Q 168
Patent
active
060229616
ABSTRACT:
A stain for a nucleic acid characterized by containing, as an effective component, a pyrylium salt compound having Y as a negative portion and a pyrylium ring or a pyrylium-similar ring, wherein the ring is comprised of X selected from O, S, Se and Te as a hetero atom and has substituents R.sup.1, R.sup.2 and R.sup.3, wherein each of R.sup.1 and R.sup.2 is independently a hydrogen atom, sulfonate group, amino group, substituted or unsubstituted aryl group, etc., R.sup.3 is -A or -L-A, L is -L.sup.1 -, -L.sup.2 -L.sup.3 - or -L.sup.4 -L.sup.5 -L.sup.6 -, and each of L.sup.1 to L.sup.6 is independently --(CH.dbd.CH)--, a divalent group derived from the substituted or unsubstituted aryl group, etc., A is a substituted or unsubstituted aryl group, etc., and Y.sup.- is an anion. A method for detecting a nucleic acid which comprises the steps of reacting a sample with the stain, and then detecting, by an optical means, the double-strand nucleic acid stained with the stain in the case that the double-strand nucleic acid is contained in the sample.
REFERENCES:
patent: 3786369 (1974-01-01), Drexhage et al.
patent: 4341894 (1982-07-01), Regan et al.
patent: 4555396 (1985-11-01), Frank et al.
patent: 4840784 (1989-06-01), Frank et al.
patent: 5229297 (1993-07-01), Schnipelsky et al.
patent: 5434076 (1995-07-01), Freedman et al.
patent: 5624798 (1997-04-01), Yamamoto et al.
Derevyanko et al, "First examples of dyes of the pyridopyrylo-and pyridopolycarbo-cyanine series: synthesis and special spectral luminescent properties", Mendeleev Comm. (3) 91-92, 1991.
Goskov et al, Doklady Akademii Nauk SSSR, 194(5):1214-1215, 1970.
S.A. Latt et al., "New Fluorochromes . . .", Jour. Soc. Analyt. Cytology, vol. 5, No. 4, Jul. 1984, pp. 339-347.
D. Basting et al., "New Laser Dyes", Applied Physics, vol. 3, 1974, pp. 81-88.
C. Haucke et al., "Absorption and Fluorescence of Pyrylium Salts", Ber. Bunsenges, Phys. Chem., vol. 96, No. 7, 1992, pp. 880-886.
K.K. Sanford et al., Journal of the National Cancer Institute, Dec. 1948, pp. 229-246.
R. Wizinger et al., Helvetica Chimica Acta., 39, No. 24 (1956), pp. 217-222.
N. Dean et al., "Solution Phase Detection of Polynucleotides Using Interacting Fluorescent Labels & Competitive Hybridization", Analytical Biochem., 183, 231-244 (1989).
C. Picard et al., "Detection and Enumeration of Bacteria in Soil by Direct DNA Extraction and Polymerase Chain Reaction", Appl. and Env. Microbio., 59, 9, 2717-22 (1992).
D. Basting et al., "New Laser Dyes", Appl. Phys., 3, 81-88 (1974).
O. Strobel et al., "Preparation and characterization of Spin-Labeled Oligonucleotides for DNA Hybridization", Bioconjugate Chem., 1991, 2 89-85 (1991).
A. Rahman et al., Complexes involving quercetin, DNA and Cu(II) Carcinogenesis, 11, 11, 2001-03 (1990).
P. Fromherz et al., "Photoinduced Electron Transfer in DNA Matrix from Intercalated Ethidium to Condensed Methylviologen", J. Am. Chem. Soc., 108, 5351-62 (1986).
J. Barton et al., "DNA-Mediated Photoelectron Transfer Reactions", J. Am. Chem. Soc., 108, 6391-6393 (1986).
A. Brun et al., "Dynamics of Electron Transfer between Intercalated Polycylic Molecules: Effect of Interspersed Bases", J. Am. Chem. Soc., 114, 3656-60 (1986).
P. Cullis et al., "Electron Conduction and Trapping in DNA--An Electron Spin Resonance Study", J. Chem. Soc.--Faraday Trans., 86(3), 591-92 (1990).
T. Shimidzu et al., "Synthesis of oligonucleotide derivatives with P(V) porphyrin and their properties", Nucleic Acids Symp. Ser., vol. 27, 97-98 (1992).
R. Cardullo et al., "Detection of nucleic acid hybridization by nonradiative fluorescence resonance energy transfer", Proc. Natl. Acad. Sci., 85, 8790-94 (1988).
M. Purugganan et al., "Accelerated Electron Transfer Between Metal Complexes Mediated by DNA", Science, 241, Sep. 23, 1988, 1645-49.
C. Murphy et al., "Long-Range Photoinduced Electron Transfer Through a DNA Helix", Science, 262, Nov. 12, 1993, 1625-29.
Yamamoto et al., (1993), "Novel intercalators of pyrylium dye into double-stranded DNA" Nucleic Acids Symposium Series No. 29, pp. 83-84.
Detty et al., (1987), "Rational design of properties in chalcogenapyrylium dyes" In SPIE vol. 847 New Directions in Photodynamic Therapy, D. Neckers Ed., pp. 68-73.
Balaban et al., (1982), "Regioselective deuteriation kinetics of 2-, 4-, and 6-methyl groups in D.sub.2 O solutions of pyrylium and N-methyl pyridinium perchlorates possessing also 3-methyl or 3-phenyl groups" J. Labelled Compounds and Radiopharmaceuticals 19(6):783-793.
Detty et al., (1990, "Chalcogenapyrlium dyes as photochemotherapeutic agents. 2. tumor uptake, mitochondrial targeting, and singlet oxygen induced inhibition of cytochrome c oxidase", J. Med. Chem. 33:1108-1116.
Blasko et al., "Approaches to the synthesis of benzo[i]phenanthridines" J. Heterocycl. Chem. 26(6):1601-3 Abstract Only (1989).
Chatterjea et al., Synthesis of 2-phenyl [1,2-b] naphthopyrylium salts: "a study of michael reactions with 1-naphthol", Natl. Acad. Sci. Lett. (India) 11(10):311-12. Abstracts Only (1988).
Tilak et al., "Synthesis of sulfur heterocyclics. X. mono-and dicationoid heterocyclic systems containing one and two sulfur atoms", Indian J. Chem. 7(10):948-51. Abstract Only (1969).
Bringmann et al., "Novel concepts in directed biaryl synthesis. XXXVIII Synthesis and structure of a protected lactolate bridged biaryl with with relevance to the atropisomer-selective ring opening of biaryl lactones", Liebigs Ann. Chem. (4):439-44. Abstract Only (1994).
Kawaguchi Masahiro
Miyazaki Takeshi
Okamoto Tadashi
Tomida Yoshinori
Yamamoto Nobuko
Canon Kabushiki Kaisha
Fredman Jeffrey
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