Detectable molecules, method of preparation and use
First Claim
1. A detectable molecule of the formula
whereA3 is an oligo- or polynucleotide having at least one modifiable reactive group which is attached to the 6 position of the base, when the base selected is adenine, to the 4 position of the base, when the base selected is cytosine, or to the 2 position of the base, when the base selected is guanine, which reactive group consists of amino, hydroxy, cis OH, halide, aryl, imidazoly, carbonyl, carboxyl, thio or a residue comprising an activated carbon;
--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## 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 -- wherein --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, comprising biotin or a substituted metal chelator or a compound cable of yielding a metal chelator; and
m is an integer from 1 to the total number of modified reactive groups on said oligo- or polynucleotide.
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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## 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.
167 Citations
2 Claims
- 1. 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 which is attached to the 6 position of the base, when the base selected is adenine, to the 4 position of the base, when the base selected is cytosine, or to the 2 position of the base, when the base selected is guanine, which reactive group consists of amino, hydroxy, cis OH, halide, aryl, imidazoly, carbonyl, carboxyl, thio or a residue comprising an activated carbon; --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## 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 -- wherein --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, comprising biotin or a substituted metal chelator or a compound cable of yielding a metal chelator; and m is an integer from 1 to the total number of modified reactive groups on said oligo- or polynucleotide.
- 2. 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 which is attached to the 5 position of the base, when the base selected is pyrimidine, or to the 7 position of the base, when the base selected is 7-deazapurine, which reactive group consists of amino, hydroxy, cis OH, halide, aryl, imidazoyl, carbonyl, carboxyl, thiol or a residue comprising an activated carbon; --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## 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, comprising biotin or a substituted metal chelator or a compound capable of yielding a metal chelator; and m is an integer from 1 to the total number of modified reactive groups on said oligo- or polynucleotide.
Specification
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- Resources
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Current AssigneeEnzo Diagnostics, Inc.
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Original AssigneeEnzo Biochem Incorporated
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InventorsStavrianopoulos, Jannis G.
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Primary Examiner(s)NUCKER, CHRISTINE M
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Application NumberUS07/521,762Time in Patent Office364 DaysField of Search536/27-29, 435/6US Class Current536/25.32CPC Class CodesA61K 51/0497 conjugates with a carrier b...A61K 51/1093 conjugates with carriers be...G01N 33/533 with fluorescent labelG01N 33/553 Metal or metal coated
