skip to main content
DOE Patents title logo U.S. Department of Energy
Office of Scientific and Technical Information

Title: Saccharide sensing molecules having enhanced fluorescent properties

Abstract

The present invention provides formulae for fluorescent compounds that have a number of properties which make them uniquely suited for use in sensors of analytes such as saccharides. The advantageous fluorescent properties include favorable excitation wavelengths, emission wavelengths, fluorescence lifetimes, and photostability. Additional advantageous properties include enhanced aqueous solubility, as well as temperature and pH sensitivity. The compound comprises an aryl or a substituted phenyl botonic acid that acts as a substrate recognition component, a fluorescence switch component, and a fluorophore. Fluorescent compounds are described that are excited at wavelengths greater than 400 nm and emit at wavelengths greater than 450 nm, which is advantageous for optical transmission through skin. The fluorophore is typically selected from transition metal-ligand complexes and thiazine, oxazine, oxazone, or oxazine-one as well as anthracene compounds. The fluorescent compound can be immobilized in a glucose permeable biocompatible polymer matrix that is implantable below the skin.

Inventors:
; ; ; ;
Issue Date:
Research Org.:
Univ. of California, Oakland, CA (United States); MiniMed Inc., Sylmar, CA (United States); Lawrence Livermore National Lab. (LLNL), Livermore, CA (United States)
Sponsoring Org.:
USDOE
OSTI Identifier:
1174666
Patent Number(s):
6673625
Application Number:
09/823,522
Assignee:
The Regents of the University of California (Oakland, CA); MiniMed Inc. (Sylmar, CA)
Patent Classifications (CPCs):
Y - NEW / CROSS SECTIONAL TECHNOLOGIES Y10 - TECHNICAL SUBJECTS COVERED BY FORMER USPC Y10T - TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
C - CHEMISTRY C09 - DYES C09B - ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES {, e.g. PIGMENTS},
DOE Contract Number:  
W-7405-ENG-48
Resource Type:
Patent
Country of Publication:
United States
Language:
English
Subject:
59 BASIC BIOLOGICAL SCIENCES

Citation Formats

Satcher Jr., Joe H., Lane, Stephen M., Darrow, Christopher B., Cary, Douglas R., and Tran, Joe Anh. Saccharide sensing molecules having enhanced fluorescent properties. United States: N. p., 2004. Web.
Satcher Jr., Joe H., Lane, Stephen M., Darrow, Christopher B., Cary, Douglas R., & Tran, Joe Anh. Saccharide sensing molecules having enhanced fluorescent properties. United States.
Satcher Jr., Joe H., Lane, Stephen M., Darrow, Christopher B., Cary, Douglas R., and Tran, Joe Anh. Tue . "Saccharide sensing molecules having enhanced fluorescent properties". United States. https://www.osti.gov/servlets/purl/1174666.
@article{osti_1174666,
title = {Saccharide sensing molecules having enhanced fluorescent properties},
author = {Satcher Jr., Joe H. and Lane, Stephen M. and Darrow, Christopher B. and Cary, Douglas R. and Tran, Joe Anh},
abstractNote = {The present invention provides formulae for fluorescent compounds that have a number of properties which make them uniquely suited for use in sensors of analytes such as saccharides. The advantageous fluorescent properties include favorable excitation wavelengths, emission wavelengths, fluorescence lifetimes, and photostability. Additional advantageous properties include enhanced aqueous solubility, as well as temperature and pH sensitivity. The compound comprises an aryl or a substituted phenyl botonic acid that acts as a substrate recognition component, a fluorescence switch component, and a fluorophore. Fluorescent compounds are described that are excited at wavelengths greater than 400 nm and emit at wavelengths greater than 450 nm, which is advantageous for optical transmission through skin. The fluorophore is typically selected from transition metal-ligand complexes and thiazine, oxazine, oxazone, or oxazine-one as well as anthracene compounds. The fluorescent compound can be immobilized in a glucose permeable biocompatible polymer matrix that is implantable below the skin.},
doi = {},
journal = {},
number = ,
volume = ,
place = {United States},
year = {2004},
month = {1}
}

Patent:

Save / Share:

Works referenced in this record:

Purification and partial characterization of a mitogenic lectin from vicia sativa
journal, March 1979


Synthesis of a fluorescent boronic acid which reversibly binds to cell walls and a diboronic acid which agglutinates erythrocytes
journal, September 1980


Synthesis of cyclophanes derived from 1-amino-3,7-dialkyl-4-methylnaphthalenes
journal, December 1979


Can Continuous Glucose Monitoring Be Used for the Treatment of Diabetes
journal, March 1992


Chemical Communication in Water Using Fluorescent Chemosensors
journal, October 1994


The synthesis, application and prediction of stokes shift in fluorescent dyes derived from 1,8-naphthalic anhydride
journal, January 1989


Fluorescence lifetime-based sensing of pH, Ca2+, K+ and glucose
journal, March 1993


Sugar-Assisted Chirality Control of Tris(2,2′-bipyridine)-Metal Complexes
journal, July 1994


Microporous membrane flow cell with nonimmobilized enzyme for chemiluminescent determination of glucose
journal, September 1982


Near-infrared spectroscopic measurement of glucose in a protein matrix
journal, November 1993


Synthesis, properties and uses of angular phenoxazines
journal, January 1986


Molecular Fluorescence Sensor for Saccharides Based on Amino Coumarin
journal, February 1995


Aldehyde Syntheses. Study of the preparation of 9,10-anthracenedicarboxaldehyde
journal, December 1979


.alpha.-Amino acid chelative complexation by an arylboronic acid
journal, July 1993


Quantitative determination of blood glucose using enzyme induced chemiluminescence of luminol
journal, March 1975


Salt Effects in the Reaction between Bromate and Iodide Ions
journal, July 1960


Chiral discrimination of monosaccharides using a fluorescent molecular sensor
journal, March 1995


Emerging biomedical and advanced applications of time-resolved fluorescence spectroscopy
journal, March 1994


Novel Saccharide-Photoinduced Electron Transfer Sensors Based on the Interaction of Boronic Acid and Amine
journal, September 1995