SMMR (small molecule metabolite reporters) for use as in vivo glucose biosensors

• US 8,008,088 B2
• Filed: 06/26/2006
• Issued: 08/30/2011
• Est. Priority Date: 12/24/2003
• Status: Active Grant

• Current Assignee: Cercacor Laboratories
• Original Assignee: Masimo Laboratories, Inc. (Masimo Corporation)
• Inventors: Bellott, Emile M., Workman, Jerome J., Nienaber, Hubert A., Lambert, Christopher, Shi, Shirley J., Bu, Dongsheng, Childs, James J., Wang, Zhaolin, Zelenchuk, Alex R.
• Primary Examiner(s): Griffin; Walter D
• Assistant Examiner(s): Mui; Christine T
• Application Number:
  US11/475,784
• Publication Number:
  US 20070110672A1
• Time in Patent Office: 1,891 Days
• Field of Search: 436/95, 436/172, 436/518, 436/546, 436/68, 436/164, 436/516, 549/223, 252/582, 600/316, 424/9.6, 424/9.1
• US Class Current: 436/95
• CPC Class Codes: A61K 49/0021 the fluorescent group being a small organic molecule
• CPC Class Codes: A61K 49/0041 Xanthene dyes, used in vivo, e.g. administered to a mice, e.g. rhodamines, rose Bengal in vivo G01N
• CPC Class Codes: A61K 49/0052 Small organic molecules oligomers, polymers, dendrimers A61K49/0054
• CPC Class Codes: C07F 5/025 Boronic and borinic acid compounds
• CPC Class Codes: C07F 7/1804 Compounds having Si-O-C linkages Si-O-acyl linkages C07F7/1896
• CPC Class Codes: Y10T 436/144444 Glucose

Abstract

Small Molecule Metabolite Reporters (SMMRs) for use as in vivo glucose biosensors, sensor compositions, and methods of use, are described. The SMMRs include boronic acid-containing xanthene, coumarin, carbostyril and phenalene-based small molecules which are used for monitoring glucose in vivo, advantageously on the skin.

Claims

1. A small molecule metabolite reporter compound of the following formula:

2. The reporter compound of claim 1, wherein D is N.

3. The small molecule metabolite reporter compound of claim 1, wherein:

D is N;

R₁ and R₂ are different and are selected from the group consisting of H and OH;

R₃ and R₄ are different and are selected from the group consisting of H,

6. A topical sensor composition comprising a compound of any one of claims 1, 2, 4, 5, and 3, and a carrier or binder.

4. A small molecule metabolite reporter compound of the following formula:

5. The small molecule metabolite reporter compound of claim 4, wherein:

A is