发明名称 Imidazo[1,5-a]pyridinium ion fluorophores, and methods of making and using the same
摘要 A fluorophore and methods of detecting cations and hydrophobic environments using the fluorophore are disclosed. The fluorophore includes an imidazo[1,5-a]pyridinium ion core and has the formula; where R1, R2, R3 and X− are as defined in the specification, and n is an integer from 1 to 4.
申请公布号 US9371448(B2) 申请公布日期 2016.06.21
申请号 US201313784150 申请日期 2013.03.04
申请人 INDIANA UNIVERSITY RESEARCH AND TECHNOLOGY CORPORATION 发明人 Hutt Johnathon T.;Aron Zachary David;Lee Dongwhan;Jo Junyong
分类号 C12Q1/02;C09B57/00 主分类号 C12Q1/02
代理机构 代理人 Johnson, P.A. Allison
主权项 1. A method of detecting a proton in a sample, the method comprising: contacting the sample with a proton sensor to form a mixture; exposing the mixture to radiation to obtain an irradiated mixture; monitoring the florescence emission of the irradiated mixture, the proton sensor comprising a compound with an imidazo[1,5-α]pyridinium ion core of the structure of formula (I): wherein R1 is alkyl, aryl, arylalkyl, glycoalkyl, haloalkyl, heteroaryl, heterocyclyl, or cycloalkyl, and when R1 is aryl, heteroaryl, heterocyclyl, or cycloalkyl, R1 optionally is substituted with at least one R4, R2 is H, alkyl, aryl, arylalkyl, carbonyl, cycloalkyl, cycloalkoxy, ether, thioether, halogen, haloalkyl, heteroaryl, or heterocyclyl, and when R2 is aryl, heteroaryl, heterocyclyl or cycloalkyl, R2 optionally is substituted with at least one R4, R3 isH, alkyl, alkoxy, alkenyl alkenyloxy, alkynyl, alkynoxy, amide, amidino, amine, aryl, arylalkyl, azido, azo, carbamate, carbamide, carbonyl, carboxamido, carboxy, cycloalkyl, cycloalkoxy, ether, thioether, halogen, haloalkyl, heteroaryl, heterocyclyl, hydrazine, imino, nitro, phosphate, sulfate, sulfonamide, sulfonyl, sulfide, or thiocarbonyl, and when R3 is alkenyl, alkenoxy, alkynyl, alkynoxy, aryl, heteroaryl, heterocyclyl or cycloalkyl, R3 optionally is substituted with at least one R4, each R4 is independently H, alkyl, alkoxy, alkenyl, alkenoxy, alkynyl, alkynoxy, amide, amidino, amino, aryl, arylalkyl, azido, azo, carbamate, carbamide, carbonyl, carboxamido, carboxy, cycloalkyl, cycloalkoxy, cyano, ether, thioether, halogen, haloalkyl, heteroaryl, heterocyclyl, hydrazine, imino, nitro, phosphate, sulfate, sulfonamide, sulfonyl, sulfide, or thiocarbonyl, each R5 is independently H, aryl, heteroaryl, ether, thioether, alkyl, alkenyl, arylalkyl, cycloalkyl, haloalkyl, heteroaryl, or heterocyclyl, and when R5 is alkenyl, aryl, heteroaryl, heterocyclyl or cycloalkyl, R5 optionally is substituted with at least one R4,X− is a counter ion, and n is an integer from 1 to 4, wherein at least one of R1, R2 and R3 comprises a) a heteroaryl comprising a heteroatom comprising at least one pair of electrons conjugated to the imidazo[1.5-α]pyridinium ion core, the heteroatom being selected from the group consisting of nitrogen, oxygen, sulfur, and phosphorus, b) an aryl comprising a substituent comprising a heteroatom comprising at least one pair or electrons conjugated to the aryl, the heteroatom being selected from the group consisting of nitrogen, oxygen, sulfur, and phosphorous, or c) a combination of a) and b).
地址 Indianapolis IN US