OPTICAL DETERMINATION OF GLUCOSE UTILIZING BORONIC ACID ADDUCTS

• US 20130121925A1
• Filed: 01/04/2013
• Published: 05/16/2013
• Est. Priority Date: 12/05/2000
• Status: Abandoned Application

• Current Assignee: Regents of the University of California (University of California)
• Original Assignee: Regents of the University of California (University of California)
• Inventors: SINGARAM, Bakthan, WESSLING, Ritchie A.
• Application Number:
  US13/734,815
• Publication Number:
  US 20130121925A1
• Time in Patent Office: Days
• US Class Current: 424/9.6
• CPC Class Codes: A61K 49/0019 characterised by the fluorescent group, e.g. oligomeric, polymeric or dendritic molecules
• CPC Class Codes: B82Y 10/00 Nanotechnology for information processing, storage or transmission, e.g. quantum computing or single electron logic
• CPC Class Codes: B82Y 15/00 Nanotechnology for interacting, sensing or actuating, e.g. quantum dots as markers in protein assays or molecular motors
• CPC Class Codes: B82Y 30/00 Nanotechnology for materials or surface science, e.g. nanocomposites
• CPC Class Codes: B82Y 5/00 Nanobiotechnology or nanomedicine, e.g. protein engineering or drug delivery
• CPC Class Codes: C07D 213/82 in position 3
• CPC Class Codes: C07F 5/025 Boronic and borinic acid compounds
• CPC Class Codes: C09K 2211/1007 Non-condensed systems
• CPC Class Codes: C09K 2211/1011 Condensed systems
• CPC Class Codes: C09K 2211/1029 containing one nitrogen atom as the heteroatom
• CPC Class Codes: C09K 9/02 Organic tenebrescent materials
• CPC Class Codes: G01N 33/542 with steric inhibition or signal modification, e.g. fluorescent quenching
• CPC Class Codes: G01N 33/543 with an insoluble carrier for immobilising immunochemicals
• CPC Class Codes: G01N 33/582 with fluorescent label
• CPC Class Codes: G01N 33/66 involving blood sugars, e.g. galactose
• CPC Class Codes: Y10T 436/144444 Glucose

Abstract

The present invention concerns an improved optical method and optical sensing device for determining the levels of polyhydroxyl-substituted organic molecules in vitro and/or in vivo in aqueous media. The range of detection is between about 400 and 800 nm. In particular, a sensory devise is implemented in a mammal to determine sugar levels. Specifically, a dye is combined with a conjugated nitrogen-containing heterocyclic aromatic boronic acid-substituted bis-onium compound in the presence of a sugar, such as fructose or glucose. The viologens are preferred as the aromatic conjugated nitrogen-containing boronic acid substituted compounds. The method is useful to determine sugar levels in a human being.

Claims

1. A method for optically determining the concentration of glucose in vivo, the method comprising:

providing an glucose sensor comprising;

a glucose permeable component;

a fluorophore associated with the glucose permeable component and configured to absorb light at a first wavelength and emit light at a second wavelength,

a glucose binding moiety associated with the glucose permeable component and configured to modify the light emitted by the fluorophore by an amount related to the amount of glucose binding;

implanting the sensor in tissue;

applying light to the sensor;

detecting emitted light; and

determining the concentration of glucose.

2. The method of Claim 1, wherein the glucose permeable component comprises a polymer matrix.

3. The method of Claim 2, wherein the polymer matrix is a hydrogel.

4. The method of Claim 2, wherein the polymer matrix is insoluble in water.

5. The method of Claim 1, wherein the fluorophore comprises a substituted pyrene.

6. The method of Claim 5, wherein the substituted pyrene comprises a pyranine sulfonate derivative.

7. The method of Claim 1, wherein the glucose binding moiety comprises a boronic acid substituted viologen.

8. The method of Claim 7, wherein the boronic acid substituted viologen further comprises an aromatic boronic acid moiety.

9. The method of Claim 1, wherein the glucose binding moiety is further configured to reduce the light emitted by the fluorophore by an amount inversely related to the amount of glucose binding.