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US4774339A Expired / Lapsed US ⏱️ 0.0 years remaining

Chemically reactive dipyrrometheneboron difluoride dyes

Assignee: Molecular Probes Inc
•
Filing: 1987-08-10
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Granted: 1988-09-27
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Expires: 2007-08-10
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Abstract

Abstract Novel fluorescent dyes based on the dipyrrometheneboron difluoride structure are provided. The new reagents contain functional groups capable of forming a stable fluorescent product with functional groups typically found in biomolecules or polymers including amines, phenols, thiols, acids, aldehydes and ketones. Reactive groups in the dipyrrometheneboron difluoride dyes include activated esters, isocyanates, amines, hydrazines, sulfonyl halides, acids, aldehydes, alcohols and haloacetamides. The products are detected by their absorbance or fluorescence properties. The spectral properties of the fluorescent dyes are sufficiently similar in wavelengths and intensity to fluorescein as to permit use of the same euqipment. The dyes, however, have narrower spectral bandwidths than fluorescein, do not show appreciable sensitivity to pH, have higher solubility in non-polar solvents and have improved photostability.

Inventors

  • 👤 Richard P. Haugland
  • 👤 Hee C. Kang

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-26 17:05
CPC Classifications
C; C07; C07F; C07F5/00; C07F5/02; C07F5/022; G; G01; G01N; G01N33/00; G01N33/48; G01N33/50; G01N33/58; G01N33/582

Claims Analysis

Total Claims: 14
Claim 1
Independent Claim 69 words
Fluorescent dyes with the common structure, ##STR5## wherein R 1 , R 2 , R 3 , R 4 , R 5 , and R 6 are chosen among the substituents hydrogen, halogen, alkyl, cycloalkyl, aryl, arylalkyl, acyl, and sulfo alone or in combination where at least one of the groups is further modified to yield a chemically reactive group capable of forming a chemical bond with a ligand.
Claim 2
Dependent Claim 69 words
Fluorescent dyes with the common structure, ##STR5## wherein R 1 , R 2 , R 3 , R 4 , R 5 , and R 6 are chosen among the substituents hydrogen, halogen, alkyl, cycloalkyl, aryl, arylalkyl, acyl, and sulfo alone or in combination where at least one of the groups is further modified to yield a chemically reactive group capable of forming a chemical bond with a ligand.
Claim 3
Dependent Claim 14 words
Dyes according to claim 1 where the chemically reactive group is a carboxylic acid.
Claim 4
Dependent Claim 16 words
Dyes according to claim 1 where the chemically reactive group is a carboxylic acid succinimidyl ester.
Claim 5
Dependent Claim 15 words
Dyes according to claim 1 where the chemically reactive group is a carboxylic acid anhydride.
Claim 6
Dependent Claim 13 words
Dyes according to claim 1 where the chemically reactive group is sulfonyl chloride.
Claim 7
Dependent Claim 14 words
Dyes according to claim 1 where the chemically reactive group is a sulfonyl fluoride.
Claim 8
Dependent Claim 14 words
Dyes according to claim 1 where the chemically reactive group is a hydrazine derivative.
Claim 9
Dependent Claim 13 words
Dyes according to claim 1 where the chemically reactive group is an amine.
Claim 10
Dependent Claim 13 words
Dyes according to claim 1 where the chemically reactive group is an alcohol.
Claim 11
Dependent Claim 14 words
Dyes according to claim 1 where the chemically reactive group is an acyl azide.
Claim 12
Dependent Claim 13 words
Dyes according to claim 1 where the chemically reactive group is an isocyanate.
Claim 13
Dependent Claim 13 words
Dyes according to claim 1 where the chemically reactive group is a haloacetamide.
Claim 14
Dependent Claim 13 words
Dyes according to claim 1 where the chemically reactive group is an aldehyde.

References Cited (Backward Citations)

US3135789A Cited
US3201464A Cited
US3336380A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1991-09-27 1992-03-28 1992-09-27 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1995-09-27 1996-03-28 1996-09-27 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1999-09-27 2000-03-28 2000-09-27 $7700.00 Window Closed / Lapsed

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