Compound and detectable molecules having an oligo- or polynucleotide with modifiable reactive group
First Claim
1. A compound of the formula
whereA3 is an oligo- or polynucleotide having at least one modifiable reactive group consisting of amino, hydroxy, cis OH, halide, aryl, imidazoyl, carbonyl, carboxyl, thiol or a residue comprising an activated carbon where the modifiable group is contained within or attached to a sugar or a phosphate moiety;
--X-- is selected from the group consisting of;
--NH--CO--, --NH--C(NH)--, --N═
N--, --NH--SO2 --, --OSO2 --, --NH--N═
N--, --NH--CH2 --, --CH2 --NH--, --O--CO--, --NH--CO--CH2 --S, --NH--CO--CH2 --NH--, --O--CO--CH2 --, --S--CH2 --, --O--CO--NH--;
--R1 -- is ##STR52## or a C1 -C10 branched or unbranched alkyl or aralkyl, which may be substituted by --OH;
--Y-- is a direct bond to --E--, or --Y-- is --E--R2 -- where R2 -- is a C1 -C10 branched or unbranched alkyl;
Za is chlorine, bromine or iodine;
--E-- is O, NH or an acyclic divalent sulfur atom;
m is an integer from 1 to the total number of modified reactive groups on said oligo- or polynucleotide; and
which compound has at least one couplable reactive site thereon which is attached to an entity capable of generating a signal.
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Accused Products
Abstract
A detectable molecule of the formula
A.sup.3 --(--X--R.sup.1 --E--Det.sup.b).sub.m
where A3 is A2 or a polymer, where A3 has at least one modifiable reactive group selected from the group consisting of amino, hydroxy, cis OH, halides, aryl, imidazoyl, carbonyl, carboxy, thiol or a residue comprising an activated carbon; --X-- is selected from the group consisting of ##STR1## or a C1 -C10 branched or unbranched alkyl or aralkyl, which may be substituted by --OH; --Y-- is a direct bond to --E--, or --Y-- is --E--R2 -- where R2 is a C1 -C10 branched or unbranched alkyl; Za is chlorine, bromine or iodine; E is O, NH or an acyclic divalent sulfur atom; Detb is a chemical moiety capable of being detected, preferably comprising biotin or a metal chelator of the formula: ##STR2## or the 4-hydroxy or acyloxy derivative thereof, where R3 is C1 -C4 alkyl or CH2 COOM, M is the same or different and selected from the group consisting of hydrogen, a metal or non-metal cation or is C1 -C10 alkyl, aryl or aralkyl; and m is an integer from 1 to the total number of modified reactive groups on A3. The detectable molecules are useful in in vitro or in vivo assays or therapy.
194 Citations
6 Claims
- 1. A compound of the formula
- space="preserve" listing-type="equation">A.sup.3 --(--X--R.sup.1 --E--)m
where A3 is an oligo- or polynucleotide having at least one modifiable reactive group consisting of amino, hydroxy, cis OH, halide, aryl, imidazoyl, carbonyl, carboxyl, thiol or a residue comprising an activated carbon where the modifiable group is contained within or attached to a sugar or a phosphate moiety; --X-- is selected from the group consisting of;
--NH--CO--, --NH--C(NH)--, --N═
N--, --NH--SO2 --, --OSO2 --, --NH--N═
N--, --NH--CH2 --, --CH2 --NH--, --O--CO--, --NH--CO--CH2 --S, --NH--CO--CH2 --NH--, --O--CO--CH2 --, --S--CH2 --, --O--CO--NH--;--R1 -- is ##STR52## or a C1 -C10 branched or unbranched alkyl or aralkyl, which may be substituted by --OH; --Y-- is a direct bond to --E--, or --Y-- is --E--R2 -- where R2 -- is a C1 -C10 branched or unbranched alkyl; Za is chlorine, bromine or iodine; --E-- is O, NH or an acyclic divalent sulfur atom; m is an integer from 1 to the total number of modified reactive groups on said oligo- or polynucleotide; and which compound has at least one couplable reactive site thereon which is attached to an entity capable of generating a signal. - View Dependent Claims (2, 3)
- 4. A detectable molecule of the formula
- space="preserve" listing-type="equation">A.sup.3 --(--X--R.sup.1 --E--Det.sup.b)m
where A3 is an oligo- or polynucleotide having at least one modifiable reactive group consisting of amino, hydroxy, cis OH, halide, aryl, imidazoyl, carbonyl, carboxyl, thiol or a residue comprising an activated carbon where the modifiable group is contained within or attached to a sugar or a phosphate moeity; --X-- is selected from the group consisting of;
--NH--CO--, --NH--C(NH)--, --N═
N--, --NH--SO2 --, --OSO2 --, --NH--N═
N--, --NH--CH2 --, --CH2 --NH--, --O--CO--, --NH--CO--CH2 --S, --NH--CO--CH2 --NH--, --O--CO--CH2 --, --S--CH2 --, --O--CO--NH--;--R1 -- is ##STR53## or a C1 -C10 branched or unbranched alkyl or aralkyl, which may be substituted by --OH; --Y-- is a direct bond to --E--, or --Y-- is --E--R2 -- where R2 -- is a C1 -C10 branched or unbranched alkyl; Za is chlorine, bromine or iodine; --E-- is O, NH or an acyclic divalent sulfur atom; Detb is a moiety capable of being detected; and m is an integer from 1 to the total number of modified reactive groups on said oligo- or polynucleotide. - View Dependent Claims (5, 6)
Specification