Patent ID: 6949639

Claim:
A labeling reactant of formula (I) suitable for labeling an oligonucleotide wherein R is a protecting group or is hydrogen; A is either a phosphorylating moiety where L is O, S, or is not present L′ is H, L′″CH 2 CH 2 CN or L′″Ar, where Ar is phenyl or its substituted derivative, where the substituent is nitro or chlorine, and L′″ is O or S; L″ is O − , S − , Cl, N(i-Pr) 2 ; or A is a solid support tethered to Z via a linker arm, which is formed of one to ten moieties, each moiety being selected from a group consisting of phenylene, alkylene containing 1-12 carbon atoms, ethynediyl, ether, thioether, amide, carbonyl, ester, disulfide, diaza, and tertiary amine; Z is a bridge point and is formed from where R″ is H or X′X″, where X′ is —O—, —S—, —N—, ON— or —NH— and X″ is a protection group or X′ is —O— and X″ is alkyl or alkoxyalkyl; X is H, alkyl, alkynyl, allyl, Cl, Br, I, F, S, O, NHCOCH(CH 3 ) 2 , NHCOCH 3 , NHCOPh, SPh 3 , OCOCH 3 or OCOPh; E′ is a linker arm between G and Z, bonded to Z at nitrogen in the pyrimidyl ring and is formed of one to ten moieties, each moiety being selected from the group consisting of phenylene, alkylene containing 1-12 carbon atoms, ethynediyl, ether, thioether, amide, carbonyl, ester, disulfide, diaza, and tertiary amine, or is not present; G is a bivalent aromatic structure, tethered to two iminodiacetic acid ester groups N(CH 2 COOR′″) 2 where R′″ is an alkyl of 1 to 4 carbon atoms, allyl, ethyltrimethylsilyl, phenyl or benzyl, and said bivalent aromatic structure is capable of absorbing light or energy and transferring the excitation energy to a lanthanide ion after the solid phase synthesis made labeling reactant has been released from the used solid support, deprotected and converted to a lanthanide chelate, or G is a structure selected from a group consisting of where R′″ is an alkyl of 1 to 4 carbon atoms, allyl, ethyltrimethylsilyl, phenyl or benzyl, and one of the hydrogen atoms is substituted with E′, or G is a protected functional group, where the functional group is amino, aminooxy, carboxyl, thiol, and the protecting group is pthaloyl, trityl, 2-(4-nitrophenylsulfonyl)ethoxycarbonyl, fluorenylmethyloxycarbonyl, benzyloxycarbonyl, trifluoroacetyl or t-butoxycarbonyl for amino and aminooxy, alkyl for carbonyl and alkyl or trityl for thiol.