Organic compounds -- part of the class 532-570 series – Organic compounds – Four or more ring nitrogens in the bicyclo ring system
Reexamination Certificate
2005-10-04
2005-10-04
Moran, Marjorie A. (Department: 1631)
Organic compounds -- part of the class 532-570 series
Organic compounds
Four or more ring nitrogens in the bicyclo ring system
C544S224000, C435S006120, C422S068100, C526S160000
Reexamination Certificate
active
06951936
ABSTRACT:
The invention provides a probe for detecting a highly ordered structural site of a nucleic acid of a gene by specifically binding with the structural site to generate an electrochemical response. The inventive probe comprises a cyclic ligand containing ferrocenyl group and a DNA threading intercalating moiety, such as 1,4,5,8-tetrasubstituted naphthalene, 9,10-disubstituted anthracene, and 1,5-disubstituted anthraquinone. Current of the cyclic ligand is not observed due to interaction such as stacking or so called charge transfer between ferrocenyl group and the DNA threading intercalating moiety in conventional electrolyte. The binding of the ligand with a highly ordered structural site of a single stranded nucleic acid, where nucleic base inserts between the cavity of cyclic ligand, inhibits the intramolecular interaction of the ligand to convert the ligand into its electrically active form, and as a result, current is observed.
REFERENCES:
patent: 9-288080 (1997-11-01), None
Carey, “Organic Chemistry: Second Edition” pp. 110-112, McGraw-Hill, New York 1992.
Takenaka et al., “Enhanced electron transfer from glucose oxidase to a DNA-immobilized electrode aided by ferrocenyl naphthalene dimide, a threading intercalator”, Chemistry Letters, pp. 989-990, 1998.
Takenaka et al., “Electrochemically active threading intercalator with high double stranded DNA selectivity”, Chem. Commun., pp. 1111-1112, 1998.
Okamura et al., “An amide-linked ferrocene dimer, [(CH3CONHC5H4)Fe (C5H4CONHC5H4)Fe(C5H4CONHCH3]. Formation of inter- and intramolecular NH—O=C hydrogen bonds”, Inorganic Chemistry, vol. 37, pp. 6731-6736, 1998.
Buchanan & Ingersoll PC
Burns Doane Swecker & Mathis
Clow Lori A.
Kyushu University
Moran Marjorie A.
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