Patent ID: 6414127
Filing Date: 2002-07-02
Classification: C07H,C12Q,Y02P

Abstract:
A compound having the structure (1): and tautomers, solvates and salts thereof, whereinR1 is â€”H or a binding partner having the structure 2, 2(A), 2(B), or 2(C): whereinD is â€”OH, protected â€”OH, an oligonucleotide coupling group or a solid support; D1 is an oligonucleotide coupling group, â€”OH, protected â€”OH or a solid support, wherein D1 is bonded to one 2â€² or 3â€² position in the oligonucleotide of structure (2) and the adjacent 2â€² or 3â€² position in structure (2) is substituted with R21, provided that D and D1 are not both an oligonucleotide coupling group or they are not both a solid support; D2 is â€”CO2R5, â€”C(O)N(R5)2, â€”SO3R5, â€”SO2N(R5)2 or an activated derivative of â€”CO2H or â€”SO3H; D3 is a protecting group, â€”H or â€”(CH2)2-6â€”N(R5)2, R4 independently a phosphodiester linkage or a phosphodiester substitute linkage, wherein R4 is bonded to one 2â€² or 3â€² position in the structure (2) oligonucleotide and the adjacent 2â€² or 3â€² position in structure (2) substituted with R21; R5 is independently â€”H or a protecting group; R21 is independently â€”H, â€”OH, halogen or a moiety that enhances the oligonucleotide against nuclease cleavage; R37 is independently â€”Oâ€”, â€”CH2â€” or â€”CF2â€”; n is an integer from 0 to 98; and B independently is a purine or pyrimidine base or a protected derivative thereof, provided that at least one B is a base of structure (3) R2 is A(Z)X1, wherein A is a spacer and Z independently is a label bonding group optionally bonded to a detectable label, but R2 is not amine, protected amine, nitro or cyano; R27 is independently â€”CH&boxH;, â€”N&boxH;, â€”C(C1-C8 alkyl)&boxH; or â€”C(halogen)&boxH;, but no adjacent R27 are both â€”N&boxH;, or two adjacent R27 are taken together to form a ring having the structure, â€ƒwhere Ra is independently â€”CH&boxH;, â€”N&boxH;, â€”C(C1-C8 alkyl)&boxH; or â€”C(halogen)&boxH;, but no adjacent Ra are both â€”N&boxH;; R34 is â€”Oâ€”, â€”Sâ€” or â€”N(CH3)â€”; R40 independently is hydrogen, C1-C12 alkyl, C1-C12 substituted alkyl, a protecting group or both R40 together with the nitrogen atom to which they are attached form: and X1 is 1, 2 or 3.