Photostable red turn-on fluorescent diketopyrrolopyrrole chemodosimeters for the detection of cysteine in living cells

Galactose functionalized diketopyrrolopyrrole as NIR fluorescent probes for lectin detection and HepG2 cell targeting based on aggregation-induced emission mechanism

“…Diketopyrrolopyrrole (DPP) and their derivatives have attracted considerable research interests over the last few decades due to their relatively simple synthesis, intense color and excellent photo-stability. Currently, DPPs have been extensively applied in construction of materials for twophoton absorption [23,24], fluorescent probes [25][26][27] and imaging [28,29]. DPP derivatives functionalized with electron donor groups usually exhibit red to near-infrared (NIR) emission and large Stokes shifts that are advantageous in biological applications [30][31][32][33].…”

A molecular design towards sulfonyl aza-BODIPY based NIR fluorescent and colorimetric probe for selective cysteine detection

“…S20 †), but the color of BDP-1 was unchanged in the highconcentration of Hcy (1 mM). [30][31][32] The color change of BDP-1 in the presence of Cys was conrmed by UV/vis absorption and uorescence emission spectra (Fig. S20 and S23 †).…”

Design, Synthesis and Evaluation of Enzyme-Responsive Fluorogenic Probes Based on Pyridine-Flanked Diketopyrrolopyrrole Dyes

“…However, as illustrated by the selected examples shown in Fig. 1 [5], the corresponding DPPbased fluorescent chemodosimeters are not constructed from a common and structurally simple fluorogenic scaffold bearing an optically tunable group (e.g., amino, hydroxyl, ...) as is frequently the case for reaction-based fluorescent probes using coumarins, cyanines or xanthenes as photoactive reporters [6]. In an effort to address this gap, the Hua group has recently proposed an unsymmetrical 3,6-diaryl-DPP core structure bearing a single 4'-pyridyl unit acting as fluorogenic reactive center [7] (Fig.…”

“…Furthermore, this will enable to assess the level of versatility of this emerging class of fluorescent platforms, particularly illustrated by the range of different enzymes (both peptidases and reductases) which could be detected. [5,7]; structures of pyridine-flanked DPP pigments and related enzyme-responsive fluorogenic probes studied in the present work (bottom) (Cys = Lcysteine, Ac = acetyl, g-GT = g-glutamyltranspeptidase, Py = pyridyl, p-Br-Ph = p-or 4-bromophenyl, p-DMA-N2 = 2- [4-(dimethylamino)phenyl]diazenyl), PhAc = phenylacetyl, for compounds 1-3, the nature of counter-ion Ywas not specified by the authors, for 6-11, Y -= CF3CO2 -).…”