Oligonucleotides having universal nucleoside spacers
First Claim
1. An oligonucleotide comprising at least ten nucleosides, including at least two different nucleoside members of the group consisting of A, T, C and G, and wherein at least one nucleoside is a universal nucleoside of the formula HO--CH2 ##STR8## wherein in the first cyclic structure illustrated above:
- each Rn is H, Oh, F or OCH3 ;
Z is a member of the group consisting of O, S and CH2 ; and
B is a second cyclic structure comprising a five-membered, cyclic base having at least two double bonds in one of the possible tautomeric forms of the cyclic structure, and further having an electron withdrawing group bonded thereto, said base with electron withdrawing group being represented by the formula;
##STR9## wherein;
said base with electron withdrawing group is bonded at X4 to the second cyclic structure of the nucleoside;
X1, X3 and X5 are each members of the group consisting of N and C;
X2 and X4 are each members of the group consisting of N and C; and
W is NO2 or a carboxamide; and
wherein B is a member selected from the group consisting of substituted pyrroles, substituted pyrazoles, substituted imidazoles and substituted triazoles.
3 Assignments
0 Petitions
Accused Products
Abstract
Oligonucleotides having at least ten nucleosides, at least two of which are selected from the group consisting of A, T, C and G, and at least one nucleoside being a universal nucleoside of the formula: ##STR1## wherein: each Rn is H, OH, F or OCH3 ;
Z is a member of the group consisting of O, S and CH2 ; and
B is a five-membered, heterocyclic base having at least two double bonds, and further having an electron withdrawing group bonded thereto, said base with electron withdrawing group being represented by the formula: ##STR2## wherein: said base with electron withdrawing group is bonded at X4 to the sugar portion of the nucleoside;
X1, X3 and X5 are each members of the group consisting of N, O, C, S and Se;
X2 and X4 are each members of the group consisting of N and C; and
W is a member of the group consisting of F, Cl, Br, I, O, S, OH, SH, NH2, NO2, C(O)H, C(O)NHOH, C(S)NHOH, NO, C(NOCH3)NH2, OCH3, SCH3, SeCH3, ONH2, NHOCH3, N3, CN, C(O)NH2, C(NOH)NH2, CSNH2 and CO2 H.
-
Citations
16 Claims
-
1. An oligonucleotide comprising at least ten nucleosides, including at least two different nucleoside members of the group consisting of A, T, C and G, and wherein at least one nucleoside is a universal nucleoside of the formula HO--CH2 ##STR8## wherein in the first cyclic structure illustrated above:
- each Rn is H, Oh, F or OCH3 ;
Z is a member of the group consisting of O, S and CH2 ; and B is a second cyclic structure comprising a five-membered, cyclic base having at least two double bonds in one of the possible tautomeric forms of the cyclic structure, and further having an electron withdrawing group bonded thereto, said base with electron withdrawing group being represented by the formula;
##STR9## wherein;
said base with electron withdrawing group is bonded at X4 to the second cyclic structure of the nucleoside;X1, X3 and X5 are each members of the group consisting of N and C; X2 and X4 are each members of the group consisting of N and C; and W is NO2 or a carboxamide; and
wherein B is a member selected from the group consisting of substituted pyrroles, substituted pyrazoles, substituted imidazoles and substituted triazoles. - View Dependent Claims (2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16)
- each Rn is H, Oh, F or OCH3 ;
Specification
-
- Resources
-
Current AssigneePurdue Research Foundation (Purdue University), Board of Regents of the University of Michigan (University of Michigan)
-
Original AssigneePurdue Research Foundation (Purdue University), Board of Regents of the University of Michigan (University of Michigan)
-
InventorsZhang, Peiming, Andrews, Philip Charles, Nichols, Ruthann, Bergstrom, Donald Eugene
-
Primary Examiner(s)Lankford, Blaine
-
Application NumberUS08/330,423Time in Patent Office1,096 DaysField of Search536/28.6, 536/18.7, 536/22.1, 536/26.1, 536/26.9, 536/28.7, 536/28.8, 536/28.9US Class Current536/28.6CPC Class CodesC07H 19/04 Heterocyclic radicals conta...C07H 19/044 Pyrrole radicalsC07H 19/052 Imidazole radicalsC07H 19/056 Triazole or tetrazole radicalsC07H 19/24 Heterocyclic radicals conta...C07H 21/00 Compounds containing two or...
