129051-95-2Relevant academic research and scientific papers
Aggregation-Induced Orange-to-Red Fluorescence of 2,5-Bis(diarylamino)terephthalic Acid Dithioesters
Shimizu, Masaki,Fukui, Hiroki,Natakani, Masaki,Sakaguchi, Hiroshi
, p. 5950 - 5956 (2016)
π-conjugated systems substituted by electron donors (D) or acceptors (A) are useful platforms for various kinds of organic optoelectronic materials. The exploration and development of new donors and acceptors can expand the possible molecular designs of D–π–A-type electronic structures. Herein we report 2,5-bis(diarylamino)terephthalic acid dithioesters, in which organosulfanylcarbonyl groups serve as electron acceptors, as new fluorophores exhibiting efficient solid-state emission. The absorption spectra of the thioesters in toluene show two bands, with the smaller band located at the longer wavelength corresponding to the intramolecular charge-transfer transition from the diarylamino to organosulfanylcarbonyl groups. The dithioesters are faintly fluorescent in toluene, but exhibit efficient orange-to-red emission in the powder form; therefore, aggregation-induced emission was observed. Compared with the corresponding terephthalic acid diesters, the fluorescence spectra of the dithioesters in the powder form are significantly redshifted.
A Native-Chemical-Ligation-Based Turn-on Fluorescent Probe for Selective Detection of Cysteine
Shimizu, Masaki,Fukui, Hiroki,Shigitani, Ryosuke
, p. 317 - 322 (2016)
Selective and quantitative detection of biological thiols such as cysteine, homocysteine, and glutathione is often necessary because abnormal levels of such thiols can cause some diseases. Here, we report that bis(pentafluorophenyl) 1,4-benzenedicarbothionic acid diester can serve as a turn-on fluorescent probe for selective detection of cysteine vis-a-vis homocysteine and glutathione. When cysteine was added to a mixture of the diester and a sodium phosphate buffer solution with THF (60 vol%), which is non-fluorescent, the mixture became green-fluorescent. In contrast, addition of homocysteine or glutathione did not make the mixture fluorescent. A native-chemical-ligation-based mechanism is proposed.
