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US5260433A Expired / Lapsed US ⏱️ 0.0 years remaining

Saccharide specific binding system labeled nucleotides

Assignee: Enzo Diagnostics Inc
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Filing: 1990-08-13
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Granted: 1993-11-09
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Expires: 2010-08-13
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Abstract

Abstract The present invention provides nucleotides and polynucleotides which are chemically modified or labeled so as to be capable of ready detection when attached to and/or incorporated in nucleic acid material. More particularly, this invention provides a nucleotide selected from the group consisting of (i) a ribonucleotide having the formula, ##STR1## wherein PM is a phosphate moiety, SM is a sugar moiety, BASE is a pyrimidine, purine or 7-deazapurine moiety, and Sig is a saccharide moiety. PM is attached at the 2',3' or 5' position of SM, BASE is attached to the 1' position of SM from the N 1 position when BASE is a pyrimidine or covalently attached to SM; and (ii) a nucleotide having the formula, ##STR2## wherein PM, SM, BASE and Sig are as defined above but PM is attached to the 3' or the 5' position of SM when said nucleotide is a deoxyribonucleotide and at the 2', 3' or 5' position when said nucleotide is a ribonucleotide, BASE is attached to the 1' position of SM from the N 1 position when BASE is a pyrimidine or the N 9 position when BASE is a purine, and wherein Sig is covalently attached to PM.

Inventors

  • 👤 Dean Engelhardt
  • 👤 Elazar Rabbani
  • 👤 Stanley Kline
  • 👤 Jannis G. Stavrianopoulos
  • 👤 Dollie Kirtikar

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-03 17:25
CPC Classifications
C; C07; C07K; C07K17/00; C07K17/02; C07K17/06; A; A61; A61K; A61K47/00; A61K47/50; A61K47/51; A61K47/62; C07H; C07H19/00; C07H19/02; C07H19/04; C07H19/06; C07H19/10

Claims Analysis

Total Claims: 25
Claim 1
Independent Claim 193 words
A nucleotide selected from the group consisting of: (i) a ribonucleotide having the formula, ##STR21## wherein PM is a phosphate moiety, SM is a sugar moiety, BASE is a pyrimidine, purine or 7-deazapurine moiety, and Sig is a detectable saccharide moiety, PM is attached at the 2', 3' or 5' position of SM, BASE is attached to the 1' position of SM from the N 1 position when BASE is a pyrimidine or the N 9 position when BASE is a purine or 7-deazapurine; and Sig is covalently attached to SM; and (ii) a nucleotide having the formula: ##STR22## wherein PM is a phosphate moiety, SM is a sugar moiety, BASE is a pyrimidine, purine or 7-deazapurine moiety, Sig is a detectable saccharide moiety, PM is attached at the 3' or the 5' position of SM when said nucleotide is a deoxyribonucleotide and at the 2', 3' or 5' position when said nucleotide is a ribonucleotide, BASE is attached to the 1' position of SM from the N 1 position when BASE is a pyrimidine or the N 9 position when BASE is a purine, and wherein Sig is covalently attached to PM.
Claim 2
Dependent Claim 193 words
A nucleotide selected from the group consisting of: (i) a ribonucleotide having the formula, ##STR21## wherein PM is a phosphate moiety, SM is a sugar moiety, BASE is a pyrimidine, purine or 7-deazapurine moiety, and Sig is a detectable saccharide moiety, PM is attached at the 2', 3' or 5' position of SM, BASE is attached to the 1' position of SM from the N 1 position when BASE is a pyrimidine or the N 9 position when BASE is a purine or 7-deazapurine; and Sig is covalently attached to SM; and (ii) a nucleotide having the formula: ##STR22## wherein PM is a phosphate moiety, SM is a sugar moiety, BASE is a pyrimidine, purine or 7-deazapurine moiety, Sig is a detectable saccharide moiety, PM is attached at the 3' or the 5' position of SM when said nucleotide is a deoxyribonucleotide and at the 2', 3' or 5' position when said nucleotide is a ribonucleotide, BASE is attached to the 1' position of SM from the N 1 position when BASE is a pyrimidine or the N 9 position when BASE is a purine, and wherein Sig is covalently attached to PM.
Claim 3
Dependent Claim 12 words
The nucleotide of claim 1 wherein the nucleotide has the formula ##STR23##
Claim 4
Dependent Claim 12 words
A polynucleotide comprising at least one nucleotide in accordance with claim 2.
Claim 5
Dependent Claim 12 words
A polynucleotide comprising at least one nucleotide in accordance with claim 2.
Claim 6
Dependent Claim 12 words
The nucleotide of claim 1 wherein the nucleotide has the formula ##STR24##
Claim 7
Dependent Claim 12 words
The nucleotide of claim 1 wherein the saccharide moiety is a monosaccharide.
Claim 8
Dependent Claim 60 words
The nucleotide according to claim 1 wherein Sig is attached to the nucleotide directly or through a linkage group which linkage group does not interfere substantially with the characteristic ability of Sig to form a detectable signal and which Sig is detectable when an oligo- or polynucleotide containing the nucleotide is incorporated into a double-stranded ribonucleic or deoxyribonucleic acid duplex.
Claim 9
Dependent Claim 18 words
The nucleotide according to claim 1 wherein Sig is covalently attached to PM via the chemical linkage ##STR25##
Claim 10
Dependent Claim 17 words
A nucleotide in accordance with claim 1 wherein Sig is a monosaccharide, a polysaccharide or an oligosaccharide.
Claim 11
Dependent Claim 25 words
A nucleotide in accordance with claim 1 wherein Sig is a sugar selected from the group consisting of triose, tetrose, pentose, hexose, heptose and octose.
Claim 12
Dependent Claim 14 words
A nucleotide in accordance with claim 1 wherein Sig includes a glycosidic linkage moiety.
Claim 13
Dependent Claim 13 words
A nucleotide in accordance with claim 1 wherein Sig is a hexose moiety.
Claim 14
Dependent Claim 25 words
A nucleotide in accordance with claim 1 wherein Sig is a sugar residue and wherein said sugar residue is attached to a saccharide binding protein.
Claim 15
Dependent Claim 13 words
A nucleotide in accordance with claim 13 wherein said protein is a lectin.
Claim 16
Dependent Claim 13 words
A nucleotide in accordance with claim 13 wherein said protein is a lectin.
Claim 17
Dependent Claim 13 words
A nucleotide in accordance with claim 15 wherein said lectin is Concanavalin A.
Claim 18
Dependent Claim 33 words
A nucleotide in accordance with claim 14 wherein said lectin is a plant lectin selected from the group consisting of Concanavalin A, LCH lentil lectin, PSA pea lectin and BFA Vicia Faba lectin.
Claim 19
Dependent Claim 23 words
A nucleotide in accordance with claim 1 wherein Sig comprises an α-mannosyl residue and wherein said α-mannosyl residue is bound to Concanavalin A.
Claim 20
Dependent Claim 24 words
A nucleotide in accordance with claim 1 wherein Sig comprises an N-acetylglucosamine residue and wherein the N-acetylglucosamine residue is bound to wheat germ agglutinin.
Claim 21
Dependent Claim 12 words
A polynucleotide comprising at least one nucleotide in accordance with claim 1.
Claim 22
Dependent Claim 43 words
A nucleotide in accordance with claim 1 wherein Sig comprises a component selected from the group consisting of a saccharide component, a protein component capable of binding to said saccharide component and a glycosylated enzyme component capable of binding to said protein component.
Claim 23
Dependent Claim 14 words
A nucleotide in accordance with claim 21 wherein said protein component is a lectin.
Claim 24
Dependent Claim 27 words
A nucleotide in accordance with claim 21 wherein said enzyme component is an enzyme selected from the group consisting of alkaline phosphatase, acid phosphatase and horseradish peroxidase.
Claim 25
Dependent Claim 17 words
A nucleotide in accordance with claim 1 wherein said saccharide component is a monosaccharide, oligosaccharide or polysaccharide.

References Cited (Backward Citations)

GB2019408A Cited
US4358535A Cited
US4358535B1 Cited
EP0063879A2 Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1996-11-08 1997-05-10 1997-11-09 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 2000-11-08 2001-05-10 2001-11-09 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2004-11-08 2005-05-10 2005-11-09 $7700.00 Window Closed / Lapsed

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