US5013831A
Expired / Lapsed
US
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Detectable molecules, method of preparation and use
Assignee: Enzo Diagnostics Inc
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Filing: 1990-05-08
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Granted: 1991-05-07
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Expires: 2010-05-08
Abstract
Abstract A detectable molecule of the formula A3-(-X-R1-E-Detb)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 <IMAGE> <IMAGE> <IMAGE> <IMAGE> +TR <IMAGE> 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: <IMAGE> or the 4-hydroxy or acyloxy derivative thereof, where R3 is C1-C4 alkyl or CH2COOM, 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.
Inventors
- 👤 Jannis G. Stavrianopoulos
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-01 12:49
CPC Classifications
G; G01; G01N; G01N33/00; G01N33/48; G01N33/50; G01N33/53; G01N33/531; G01N33/532; G01N33/533; A; A61; A61K; A61K51/00; A61K51/02; A61K51/04; A61K51/0497; A61K51/08; A61K51/10; A61K51/1093; G01N33/543; G01N33/551; G01N33/553
Claims Analysis
Total Claims: 4
Claim 1
Independent Claim
239 words
A detectable molecule of the formula A.sup.3 --(--X--R.sup.1 --E--Det.sup.b)m where A 3 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--SO 2 --, --OSO 2 --, --NH--N═N--, --NH--CH 2 --, --CH 2 --NH--, --O--CO--, --NH--CO--CH 2 --S--, --NH--CO--CH 2 --NH--, --O--CO--CH 2 --, --S--CH 2 --, --O--CO--NH-- --R 1 -- is ##STR52## a C 1 -C 10 branched or unbranched alkyl or aralkyl which may be substituted by --OH; --Y-- is a direct bond to --E--, or --Y-- is --E--R 2 -- wherein --R 2 -- is a C 1 -C 10 branched or unbranched alkyl; Z a is chlorine, bromine or iodine; --E-- is O, NH or an acyclic divalent sulfur atom; Det b 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.
Claim 2
Dependent Claim
239 words
A detectable molecule of the formula A.sup.3 --(--X--R.sup.1 --E--Det.sup.b)m where A 3 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--SO 2 --, --OSO 2 --, --NH--N═N--, --NH--CH 2 --, --CH 2 --NH--, --O--CO--, --NH--CO--CH 2 --S--, --NH--CO--CH 2 --NH--, --O--CO--CH 2 --, --S--CH 2 --, --O--CO--NH-- --R 1 -- is ##STR52## a C 1 -C 10 branched or unbranched alkyl or aralkyl which may be substituted by --OH; --Y-- is a direct bond to --E--, or --Y-- is --E--R 2 -- wherein --R 2 -- is a C 1 -C 10 branched or unbranched alkyl; Z a is chlorine, bromine or iodine; --E-- is O, NH or an acyclic divalent sulfur atom; Det b 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.
Claim 3
Dependent Claim
226 words
A detectable molecule of the formula A.sup.3 --(--X--R.sup.1 --E--Det.sup.b)m where A 3 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--SO 2 --, --OSO 2 --, --NH--N═N--, --NH--CH 2 --, --CH 2 --NH--, --O--CO--, --NH--CO--CH 2 S--, --NH--CO--CH 2 --NH--, --O--CO--CH 2 --, --S--CH 2 --, --O--CO--NH-- --R 1 -- is ##STR53## a C 1 -C 10 branched or unbranched alkyl or aralkyl which may be substituted by --OH; --Y-- is a direct bond to --E--, or --Y-- is --E--R 2 -- where --R 2 -- is a C 1 -C 10 branched or unbranched alkyl; Z a is chlorine, bromine or iodine; --E-- is O, NH or an acyclic divalent sulfur atom; Det b 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.
Claim 4
Dependent Claim
226 words
A detectable molecule of the formula A.sup.3 --(--X--R.sup.1 --E--Det.sup.b)m where A 3 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--SO 2 --, --OSO 2 --, --NH--N═N--, --NH--CH 2 --, --CH 2 --NH--, --O--CO--, --NH--CO--CH 2 S--, --NH--CO--CH 2 --NH--, --O--CO--CH 2 --, --S--CH 2 --, --O--CO--NH-- --R 1 -- is ##STR53## a C 1 -C 10 branched or unbranched alkyl or aralkyl which may be substituted by --OH; --Y-- is a direct bond to --E--, or --Y-- is --E--R 2 -- where --R 2 -- is a C 1 -C 10 branched or unbranched alkyl; Z a is chlorine, bromine or iodine; --E-- is O, NH or an acyclic divalent sulfur atom; Det b 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.
References Cited (Backward Citations)
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