Propargyl substituted nucleoside compounds and methods

Chemistry: molecular biology and microbiology – Micro-organism – tissue cell culture or enzyme using process... – Preparing compound containing saccharide radical

Reexamination Certificate

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C435S091410, C536S025320, C536S026260

Reexamination Certificate

active

07998706

ABSTRACT:
Disclosed, among other things, are compounds having the structurewherein X comprises a bond or a linker, LABEL comprises at least one detectable label, W1taken alone is —H or —OH, W2is —OH or a non-extendable moiety, W3when taken alone is —H or when taken together with W1is —CH2—O—, and W4is OH, monophosphate, diphosphate, or triphosphate. Also disclosed are labeled polynucleotide compounds and methods of use thereof.

REFERENCES:
patent: 5151507 (1992-09-01), Hobbs et al.
patent: 6232103 (2001-05-01), Short
patent: 2411514 (2000-09-01), None
Stephens et al., “The Substitution of Aryl Iodides with Cuprous Acetylides. A Synthesis of Tolanes and Heterocycles,” Journal of Organic Chemistry, 28(12), 3313-3315 (Dec. 1963).
White et al., “Total Synthesis of Epothilone B, Epothilone D, and cis- and trans-9-,10-Dehydroepothilone D,” Journal of the Amer. Chem. Society, 123(23), 5407-5413 (2001): Web published May 16, 2001.
Lazrek, Hassan B. et al., “Synthesis of Novel Branched Nucleoside Dimers Containing a 1,2,3-Triazolyl Linkage,” Nucleosides and Nucleotides, 17:9-11, pp. 1851-1856, 1998.
Dupret, D., “New Technique for Fine Structure DNA Analysis using hybridization with a set of modified oligonucleotides,” Biomedical and Health Research, 23 pp. 244-255, 1998.
Darby, R.A.J, “Base Analogues and Ligands for Stabilising Triple Helical Nucleic Acids,” Dissertation Abstract International, Ann Arbor, MI, U.S.A., 64:1 pp. 92-c, 2003.
Yan, Yuan et al., “Identification of Nucleotides with Identical Fluorescent Labels Based on Fluorescence Polarization in Surfactant Solutions,” Analytical Chemistry, 73:18, pp. 4508-4513, 2001.
International Search Report from PCT/US2004/042383 mailed Jun. 27, 2005.

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