Fluorogenic pH-Sensitive Dyes and Their Methods of Use (II)

摘要

Disclosed herein are compounds, compositions, methods and kits for detecting pH in samples using pH-sensitive fluorescent dyes. The compounds disclosed herein are novel xanthene-derivative dyes comprising an aniline moiety with one or more electron donating groups, which dyes are for detecting pH in samples either in vitro or in vivo. Also described herein are processes for preparing said dyes for use in the disclosed compositions, methods and kits.

主权项

1. A pH-sensitive fluorescent dye compound of structural formula (I): wherein R1 is alkoxy or thioalkyl; R2 and R6, which may be the same or different, are each independently H, halogen, —ORa, —SRa, —NRaRb, or an electron donating group; R3 is —NR′R″, wherein R′ and R″, which may be the same or different, are each independently alkyl or substituted alkyl; R4 is selected from the group consisting of alkyl and substituted alkyl; R5 is selected from the group consisting of alkyl; substituted alkyl; alkenyl; substituted alkenyl; acyl; aryl; substituted aryl; carboxyalkyl; heteroaryl; substituted heteroaryl; heterocyclyl; substituted heterocyclyl; alkylcarboxy; alkylalkoxycarbonyl; alkylaminocarbonyl; alkylaryloxycarbonyl; alkylheteroaryl; (CH2)CO(O)R; (CH2)nC(O)R; (CH2)nC(O)NHR; (CH2)nC(O)NRRc, wherein n is an integer from 1 to 6, and R and Rc, which may be the same or different, are each independently H, alkyl, substituted alkyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, substituted amino, alkylaminocarbonyl, aminodextran, amide, a protein, a lipophilic group, or Rd, wherein Rd is (CH2)nC(O)NHRx, wherein n is an integer from 1 to 6, and R is a reactive group; -L-Rx; and -L-Sc, wherein L is a linker, R is a reactive group, and S, is a conjugated substance; Ra is H, alkyl, or substituted alkyl; Rb is alkyl or substituted alkyl; and R7, R8, R9, and R10, which may be the same or different, are each independently alkyl or alkenyl.