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Title: Glucose sensing molecules having selected fluorescent properties

Abstract

An analyte sensing fluorescent molecule that employs intramolecular electron transfer is designed to exhibit selected fluorescent properties in the presence of analytes such as saccharides. The selected fluorescent properties include excitation wavelength, emission wavelength, fluorescence lifetime, quantum yield, photostability, solubility, and temperature or pH sensitivity. The compound comprises an aryl or a substituted phenyl boronic acid that acts as a substrate recognition component, a fluorescence switch component, and a fluorophore. The fluorophore and switch component are selected such that the value of the free energy for electron transfer is less than about 3.0 kcal mol.sup.-1. 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.:
University Of California, The Regents Of, Oakland, CA (United States); Lawrence Livermore National Lab. (LLNL), Livermore, CA (United States)
Sponsoring Org.:
USDOE
OSTI Identifier:
1174703
Patent Number(s):
6,682,938
Application Number:
09/663,567
Assignee:
University Of California, The Regents Of OSTI
DOE Contract Number:  
W-7405-ENG-48
Resource Type:
Patent
Country of Publication:
United States
Language:
English
Subject:
42 ENGINEERING

Citation Formats

Satcher, Jr., Joe H., Lane, Stephen M., Darrow, Christopher B., Cary, Douglas R., and Tran, Joe Anh. Glucose sensing molecules having selected fluorescent properties. United States: N. p., 2004. Web.
Satcher, Jr., Joe H., Lane, Stephen M., Darrow, Christopher B., Cary, Douglas R., & Tran, Joe Anh. Glucose sensing molecules having selected fluorescent properties. United States.
Satcher, Jr., Joe H., Lane, Stephen M., Darrow, Christopher B., Cary, Douglas R., and Tran, Joe Anh. Tue . "Glucose sensing molecules having selected fluorescent properties". United States. https://www.osti.gov/servlets/purl/1174703.
@article{osti_1174703,
title = {Glucose sensing molecules having selected fluorescent properties},
author = {Satcher, Jr., Joe H. and Lane, Stephen M. and Darrow, Christopher B. and Cary, Douglas R. and Tran, Joe Anh},
abstractNote = {An analyte sensing fluorescent molecule that employs intramolecular electron transfer is designed to exhibit selected fluorescent properties in the presence of analytes such as saccharides. The selected fluorescent properties include excitation wavelength, emission wavelength, fluorescence lifetime, quantum yield, photostability, solubility, and temperature or pH sensitivity. The compound comprises an aryl or a substituted phenyl boronic acid that acts as a substrate recognition component, a fluorescence switch component, and a fluorophore. The fluorophore and switch component are selected such that the value of the free energy for electron transfer is less than about 3.0 kcal mol.sup.-1. 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}
}

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