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US5175269A Expired / Lapsed US ⏱️ 0.0 years remaining

Compound and detectable molecules having an oligo- or polynucleotide with modifiable reactive group

Assignee: Enzo Diagnostics Inc
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Filing: 1991-04-29
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Granted: 1992-12-29
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Expires: 2011-04-29
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Abstract

Abstract A detectable molecule of the formula A.sup.3 --(--X--R.sup.1 --E--Det.sup.b).sub.m where A 3 is A 2 or a polymer, where A 3 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 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, preferably comprising biotin or a metal chelator of the formula: ##STR2## or the 4-hydroxy or acyloxy derivative thereof, where R 3 is C 1 -C 4 alkyl or CH 2 COOM, M is the same or different and selected from the group consisting of hydrogen, a metal or non-metal cation or is C 1 -C 10 alkyl, aryl or aralkyl; and m is an integer from 1 to the total number of modified reactive groups on A 3 . 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 2026-11-07 23:47
CPC Classifications
G; G01; G01N; G01N33/00; G01N33/48; G01N33/50; G01N33/53; G01N33/543; G01N33/551; G01N33/553; A; A61; A61K; A61K51/00; A61K51/02; A61K51/04; A61K51/0497; A61K51/08; A61K51/10; A61K51/1093; G01N33/531; G01N33/532; G01N33/533

Claims Analysis

Total Claims: 8
Claim 1
Independent Claim 204 words
A compound of the formula A.sup.3 --(--X--R.sup.1 --E--)m where A 3 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--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## or 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; 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.
Claim 2
Dependent Claim 204 words
A compound of the formula A.sup.3 --(--X--R.sup.1 --E--)m where A 3 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--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## or 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; 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.
Claim 3
Dependent Claim 11 words
The compound of claim 1 wherein X is --NH--CH 2 --.
Claim 4
Dependent Claim 11 words
The compound of claim 1 wherein X is --S--CH 2 --.
Claim 5
Dependent Claim 193 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 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--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## or 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 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.
Claim 6
Dependent Claim 193 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 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--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## or 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 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.
Claim 7
Dependent Claim 12 words
The detectable molecule of claim 4 wherein X is --NH--CH 2 --.
Claim 8
Dependent Claim 12 words
The detectable molecule of claim 4 wherein X is --S--CH 2 --.

References Cited (Backward Citations)

US4707440A Cited
US4767609A Cited
US4952685A Cited
US5002885A Cited
US5013831A Cited
US4904582A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1995-12-29 1996-06-29 1996-12-29 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1999-12-29 2000-06-29 2000-12-29 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2003-12-29 2004-06-29 2004-12-29 $7700.00 Window Closed / Lapsed

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