RRC ID 37487
Author Yamamura M, Takizawa H, Nabeshima T.
Title Zwitterionic N2O2-Type Protonated Dipyrrin Bearing a Phosphate Anionic Moiety as a pH-Responsive Fluorescence Indicator.
Journal Org Lett
Abstract Zwitterionic protonated-dipyrrin 1 bearing a phosphate unit was synthesized from the N2O2-type tetradentate dipyrrin ligand. Compound 1 is in equilibrium with the deprotonated form 1' with a pKa value of 5.8. Compound 1 exhibited a pH-responsive fluorescence under physiological conditions; the fluorescence intensity increased in aqueous media as the pH increased. In living cells, 1 also exhibited emission responsive to pH. Thus, 1 should be applicable as a pH probe for detecting tumor cells.
Volume 17(12)
Pages 3114-7
Published 2015-6-19
DOI 10.1021/acs.orglett.5b01414
PMID 26042936
MeSH Fluorescent Dyes / chemistry* Hydrogen-Ion Concentration* Ligands Molecular Structure Nitrous Oxide / chemistry* Phosphates / chemistry* Pyrroles / chemical synthesis* Pyrroles / chemistry* Spectrometry, Fluorescence
IF 6.091
Times Cited 5
WOS Category CHEMISTRY, ORGANIC
Resource
Human and Animal Cells HeLa(RCB0007)