Patent ID: 6770738
Filing Date: 2004-08-03
Classification: A61K,B82Y,C07H,C07K,C12N,C12Q

Abstract:
A chimeric compound comprising a first strand section including DNA or RNA, and a second strand section including a sequence of ligands of the formula: wherein:n is at least 2, each of L1 and Ln is independently selected from the group consisting of hydrogen, hydroxy, (C1-C4), alkanoyl, naturally occurring nucleobases, non-naturally occurring nucleobases, aromatic moieties, DNA intercalators, nucleobase-binding groups, heterocyclic moieties, and reporter ligands; wherein at least one of L1 and Ln is a naturally occurring or non-naturally occurring nucleobase; each of C1 and Cn is (CR6R7) where R6 is hydrogen and R7 is selected from the group consisting of the side chains of naturally occurring alpha amino acids, or R6 and R7 are independently selected from the group consisting of hydrogen, (C2-C6)alkyl, aryl, aralkyl, heteroaryl, hydroxy, (C1-C6)alkoxy, (C1-C6)alkylthio, NR3R4 and SR5, where: each R3 and R4 is independently selected from the group consisting of hydrogen, (C1-C4)alkyl, hydroxy- or alkoxy- or alkylthio-substituted (C1-C4)alkyl, hydroxy, alkoxy, alkylthio and amino; and R5 is hydrogen, (C1-C6)alkyl, hydroxy-, alkoxy-, or alkylthio-substituted (C1-C6)alkyl, or R6 and R7 taken together complete an alicyclic or heterocyclic system; each of D1-Dn is (CR6R7)z where R6 and R7 are as defined above; each of y and z is zero or an integer from 1 to 10, the sum y+z being greater than 2 but not more than 10; each of G1-Gnâˆ’1 is â€”NR3COâ€”, â€”NR3CSâ€”, â€”NR3SOâ€” or â€”NR3SO2â€”, in either orientation, where R3 is as defined above; each of A1-An and B1-Bn are selected such that: (a) A is a group of formula (IIa), (IIb), (IIc) or (IId), and B is N or R3N+; or (b) A is a group of formula (IId) and B is CH; â€ƒwhere: X is O, S, Se, NR3, CH2 or C(CH3)2; Y is a single bond, O, S or NR4; each of p and q is zero or an integer from 1 to 5, the sum p+q being not more than 10; each of r and s is zero or an integer from 1 to 5, the sum r+s being not more than 10; each of R1 and R2 is independently selected from the group consisting of hydrogen, (C1-C4)alkyl which may be hydroxy- or alkoxy- or alkylthio-substituted, hydroxy, alkoxy, alkylthio, amino and halogen; and Q is â€”CO2H, â€”CONRâ€²Râ€³, â€”SO3H or â€”SO2NRâ€²Râ€³ or an activated derivative of â€”CO2H or â€”SO3H; and I is â€”NHRâ€²â€³Râ€³â€³ or â€”NRâ€²â€³C(O)Râ€³â€³, where Râ€², Râ€³, Râ€²â€³ and Râ€³â€³ are independently selected from the group consisting of hydrogen, alkyl, amino protecting groups, reporter ligands, intercalators, chelators, peptides, proteins, carbohydrates, lipids, steroids, nucleosides, nucleotides, nucleotide diphosphates, nucleotide triphosphates, oligonucleotides, oligonucleosides and soluble and non-soluble polymers; said first strand section and said second strand section being covalently bound.