Oligonucleotide labeling reactants based on...

Organic compounds -- part of the class 532-570 series – Organic compounds – Carbohydrates or derivatives

Reexamination Certificate

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C536S025300, C536S026100, C536S026800, C536S027100, C536S027130, C536S028100, C536S028600

Reexamination Certificate

active

09985454

ABSTRACT:
The invention relates to a labeling reactant of formula (I) useful for labeling an oligonucleotidewherein: R is a temporary protecting group. A is either a phosphorylating moiety or a solid support tethered to Z via a linker arm E″. Z is a bridge point and is formed fromE is a linker arm between R and Z. E′ is a linker arm between Z and Z′. E″ is a linker arm between Z and A. E′″ is a linker arm between Z′ and G. Z′ is a purine or pyrimidine base. G is a protected bivalent aromatic structure, tethered to two iminodiacetic acid ester groups N(CH2COOR″)2, or G is a structure selected from the group consisting ofor G is a protected functional group, or G is a protected or unprotected organic dye, hapten or a spin label.

REFERENCES:
Hovinen et al. Organic Letters, 2001, vol. 3, pp. 2473-2476.
Augustyns et al., Nucleic Acid Research, 1991, vol. 19, pp. 2587-2593.
Wojczewski et al., “Flourescent Oligonucleotides—Verstile Tools As Probes and Primers for DNA and RNA Analysis,”Synlett1667 (1999).
Beaucage et al., “The Synthesis of Modified Oligonucleotides by the Phosphoramidite Approach and Their Applications,” 49Tetrahedron6123 (1993).

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