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Title: Rhodol fluorophores for near-infrared imaging

Abstract

The present disclosure encompasses embodiments of a novel near-infrared-emitting molecular fluorophore and probes incorporating said fluorophore advantageous for in vitro and in vivo research studies. The fluorophore is robust, photostable, and possesses functionalities for easy bioorthogonal conjugation (e.g., click chemistry, hydrazone formation, Diels Alder, Staudinger ligation, etc.). It is biocompatible and emits at 711 nm in aqueous conditions. These fluorophores may be used to fluorescently tag biological molecules or structures of interest, or used as optical reporters (i.e., activatable molecular probes, fluorescent dyes) for specific biomarkers/analytes as they can be switched from “off” to “on.” This fluorophore is useful for cellular assays and preclinical small animal imaging as the near-infrared emission is highly penetrating, and the photophysical properties are outstanding. As such, the properties of this class of fluorophores could easily be translated for use in clinical applications.

Inventors:
; ; ;
Issue Date:
Research Org.:
Leland Stanford Junior Univ., Palo Alto, CA (United States); Univ. of Missouri, Columbia, MO (United States)
Sponsoring Org.:
USDOE
OSTI Identifier:
1650982
Patent Number(s):
10675364
Application Number:
15/738,327
Assignee:
The Board of Trustees of the Leland Stanford Junior University (Palo Alto, CA); The Curators of the University of Missouri (Columbia, MO)
Patent Classifications (CPCs):
G - PHYSICS G01 - MEASURING G01N - INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
A - HUMAN NECESSITIES A61 - MEDICAL OR VETERINARY SCIENCE A61K - PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
DOE Contract Number:  
SC0008397
Resource Type:
Patent
Resource Relation:
Patent File Date: 06/23/2016
Country of Publication:
United States
Language:
English

Citation Formats

Hettie, Kenneth, Klockow, Jessica L, Glass, Timothy, and Chin, Frederick T. Rhodol fluorophores for near-infrared imaging. United States: N. p., 2020. Web.
Hettie, Kenneth, Klockow, Jessica L, Glass, Timothy, & Chin, Frederick T. Rhodol fluorophores for near-infrared imaging. United States.
Hettie, Kenneth, Klockow, Jessica L, Glass, Timothy, and Chin, Frederick T. Tue . "Rhodol fluorophores for near-infrared imaging". United States. https://www.osti.gov/servlets/purl/1650982.
@article{osti_1650982,
title = {Rhodol fluorophores for near-infrared imaging},
author = {Hettie, Kenneth and Klockow, Jessica L and Glass, Timothy and Chin, Frederick T.},
abstractNote = {The present disclosure encompasses embodiments of a novel near-infrared-emitting molecular fluorophore and probes incorporating said fluorophore advantageous for in vitro and in vivo research studies. The fluorophore is robust, photostable, and possesses functionalities for easy bioorthogonal conjugation (e.g., click chemistry, hydrazone formation, Diels Alder, Staudinger ligation, etc.). It is biocompatible and emits at 711 nm in aqueous conditions. These fluorophores may be used to fluorescently tag biological molecules or structures of interest, or used as optical reporters (i.e., activatable molecular probes, fluorescent dyes) for specific biomarkers/analytes as they can be switched from “off” to “on.” This fluorophore is useful for cellular assays and preclinical small animal imaging as the near-infrared emission is highly penetrating, and the photophysical properties are outstanding. As such, the properties of this class of fluorophores could easily be translated for use in clinical applications.},
doi = {},
journal = {},
number = ,
volume = ,
place = {United States},
year = {2020},
month = {6}
}

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Works referenced in this record:

Compositions and methods for inhibition of hepatocyte growth factor receptor c-Met signaling
patent, October 2013


Fluorogenic hydrazine-substituted compounds
patent, July 2014


Combinatorial rosamine library to detect cell-state switching
patent, February 2015