Fluorogenic or fluorophoric compounds and uses thereof

Patent metadata

Field	Value
Publication number	US-9896711-B2
Application number	US-201615226096-A
Country	US
Kind code	B2
Filing date	Aug 2, 2016
Priority date	Mar 30, 2011
Publication date	Feb 20, 2018
Grant date	Feb 20, 2018

Abstract

Compounds are provided that are either fluorogenic or fluorophoric. Compositions and articles that include the compounds are also provided. Additionally, methods of detecting a microorganism using the compounds are provided. The compounds are fluorinated and can be used advantageously under acidic conditions.

First claim

What is claimed is:

1. A method of detecting a microorganism, the method comprising:
providing a fluorogenic compound of Formula (Ia)

wherein
R 1 is —(CO)—OR 3 , —(CO)—NR 4 R 5 , heterocyclic group, aryl, aralkyl, or cyano;
R 2a is an enzyme-labile group;
R 3 is alkyl, alkenyl, aryl, or aralkyl;
R 4 and R 5 are each independently hydrogen, alkyl, aryl, or aralkyl; and
either (a) X1 is hydrogen and X2 is fluoro or (b) X1 is fluoro and X2 is hydrogen; and

incubating a test sample with the fluorogenic compound of Formula (Ia), wherein the test sample contains an enzyme that cleaves reacts with group R 2a resulting in the formation of a fluorophoric compound of Formula (Ib); and

exciting the fluorophoric compound of Formula (Ib) with a first wavelength of light and detecting light emitted at a second wavelength of light that is longer than first wavelength of light.

2. The method of claim 1 , wherein the first wavelength of light and the second wavelength of light are in the ultraviolet, visible, or infrared region.

3. The method of claim 1 , wherein the step of incubating the test sample with the fluorogenic compound comprises adding the test sample in a liquid form to a dehydrated layer containing the fluorogenic compound of Formula (Ia) and a growth medium.

4. The method of claim 1 , wherein the method further comprises sequestering the compound of Formula (Ib) on polymeric particles.

5. The method of claim 1 , wherein the polymeric particles have an average particle diameter in a range of 0.01 micrometers to 1 micrometer.

Assignees

• 3M Innovative Properties Co

Inventors

• Roscoe Stephen B
• Chou Shih Hung
• Moeller Stephanie J
• Miller Jesse D
• Halverson Kurt J
• Bjork Jason W

Classifications

• C07D405/04

  directly linked by a ring-member-to-ring-member bond · CPC title

• C07D311/16 Primary

  substituted in position 7 · CPC title

• C12Q1/045

  Culture media therefor · CPC title

• G01N33/525

  Multi-layer analytical elements · CPC title

• G01N33/582

  with fluorescent label · CPC title