Pyrimidine derivatives for labeled binding partners

Chemistry: molecular biology and microbiology – Measuring or testing process involving enzymes or... – Involving nucleic acid

Reexamination Certificate

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C435S091100, C435S091200, C536S023100, C536S024300, C536S024330, C536S025300, C536S026600

Reexamination Certificate

active

06967079

ABSTRACT:
Compounds having particular interest as labels and various novel uses in diagnostics and therapeutics are provided which have structure (1)wherein R1is a binding partner, a linker or H;a and b are 0 or 1, provided that the total of a and b is 0 or 1;A is N or C;X is S, O, —C(O)—, NH or NCH2R6;Y is —C(O)—;Z is taken together with A to form an aryl or heteroaryl ring structure comprising 5 or 6 ring atoms wherein the heteroaryl ring comprises a single O ring heteroatom, a single N ring heteroatom, a single S ring heteroatom, a single O and a single N ring heteroatom separated by a carbon atom, a single S and a single N ring heteroatom separated by a carbon atom, 2 N ring heteroatoms separated by a carbon atom, or 3 N ring heteroatoms at least two of which are separated by a carbon atom, and wherein the aryl or heteroaryl ring carbon atoms are unsubstituted with other than H or at least 1 nonbridging ring carbon atom is substituted with R6or ═O;R6is independently H, C1-C6alkyl, C2-C6alkenyl, C2-C6alkynyl, NO2, N(R3)2, C≡N or halo, or an R6is taken together with an adjacent R6to complete a ring containing 5 or 6 ring atoms;R3is a protecting group or H; and tautomers, solvates and salts thereof; and provided that where a is 0, b is 1, and R1isin which D2is independently hydroxyl, blocked hydroxyl, mono, di or triphosphate, or an oligodeoxyribonucleotide otherwise containing only the bases A, G, T and C; andD3is H or OH;then Z is not unsubstituted phenyl.Also provided are novel intermediates and methods for the preparation and use of the structure (1) compounds.

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