Hydrogen-bond locked purine chromophores with high photostability for lipid droplets imaging in cells and tissues

Construction of Near-Infrared Probes with Remarkable Large Stokes Shift Based on a Novel Purine Platform for the Visualization of mtG4 Upregulation during Mitochondrial Disorder in Somatic Cells and Human Sperms

“…To the best of our knowledge, the reported purine-based probes are generally C-6 modified (Scheme ), − and the emission wavelengths of all these molecules are basically shorter than 650 nm. Based on the results of our group’s previous work, − we found that it was difficult to achieve NIR fluorescence of purine derivatives by modifying C-2, C-6, and N-9 positions. Given the advantages of purine structure (large π-conjugated plane, decent electron donor, multiple substitution positions, easy to obtain, good biocompatibility, etc.…”

Rational Design of an Intramolecular Hydrogen Bond Enhanced Fluorescent Probe for Diagnosis of Drug-Induced Liver Injury

“…When the IMHB was blocked, the probes transferred to a nonemissive state due to the nonradiation pathway. 33 Inspired by this, the purine and phenol groups were built as the fundamental skeletons and equipped with a specific recognition group on the hydroxyl group to achieve the fluorescence OFF to ON transition by enzymatic cleavage. In addition, the enhancement of fluorescence intensity was achieved by attaching an electron-rich group, triphenylamine, at the C(2) position, to strengthen the IMHB.…”

“…Purine, the primary structure of DNA, was chosen as the probe skeleton not only because of its simple synthesis, good biocompatibility, and modifiable multisite but also, more importantly, because its N atom is the natural hydrogen bond receptor. , Our previous work revealed the HOPs could form the IMHB between purine and the C(6) position-modified phenolic hydroxyl group, thus lighting up probes through the IMHB formation, with high quantum yield, high photostability, and good imaging capacity. When the IMHB was blocked, the probes transferred to a nonemissive state due to the nonradiation pathway …”