SCOTfluors: Small, Conjugatable, Orthogonal, and Tunable Fluorophores for In Vivo Imaging of Cell Metabolism

Abstract

The transport and trafficking of metabolites are critical for the correct functioning of live cells. However, in situ metabolic imaging studies are hampered by the lack of fluorescent chemical structures that allow direct monitoring of small metabolites under physiological conditions with high spatial and temporal resolution. Herein, we describe SCOTfluors as novel small‐sized multi‐colored fluorophores for real‐time tracking of essential metabolites in live cells and in vivo and for the acquisition of metabolic profiles from human cancer cells of variable origin.

Highly Efficient Luminescent Solar Concentrators Based on Benzoheterodiazole Dyes with Large Stokes Shifts

“…The photoluminescence quantumy ields (F PL )a re very high for all the luminophores (closet ou nity for S2T)a nd decrease as the emission shifts to lower energies, due the energy-gap law,b ut still displaying F PL as high as 0.22 for Se4T (Table 2), the weakest andm ost red-shifted emitter of the series. In line with the absorption behavior,b yr eplacing the sulfur atom with selenium, the fluorescences pectra are red shifted (Figure 2, top), [9,12] with emission maxima spanning from the visible (e.g.,5 82 nm for S2T)t ot he NIR (i.e.,7 04 nm for Se4T,s ee Ta ble 2). Similarly,t he addition of the carbazole moietyo nt he S2T scaffold-witho rw ithout the presence of an extra aldehyde group as in CS2T and CS2TCHO,r espectively-is also able to red shift the emission of the related luminophores by approx.1 ,900 cm À1 (i.e.,0 .24 eV), but withouta ffecting the nature of the emitting state.…”

“…This is ac ommon feature of benzodiazole derivatives including Se vs. Sa toms, and it is mainly due to the stabilization of the LUMO (centered on benzoheterodiazole core) caused by the heaviers elenium atom with respect to lighter sulphur (Figure S2), as also described in the literature. [9][10][11][12] In the case of Se4T,w hich incorporates four thiophene units, the absorption spectrumm oves furthert ot he red, basically due to the strong destabilization of HOMO and HOMO-1 caused by the increased delocalization of the oligo-thiophene-phenylene moiety (Figure S2). This causes ac onsiderable red-shift of the S 0 !S 1 absorptionb and (1,925 cm À1 ,t hat is, 0.24 eV) with respectt o Se2T.S uch experimental evidence is in line with TD-DFT calculations,w hich indicates as hift of 2,296 cm À1 (i.e.,0 .285 eV as in Ta bles S1 b-c and Figure S3).…”

“…in which n edge and n abs are the number of photons collected from all the edges of the devices and absorbed by the sample, respectively.I th as been determined by comparing the absolute quantum yield of the films inside and in front of an integrating sphere (see Experimental Section for details). [9] The flux gain, F,i st he geometricg ain, G,c orrected for the efficiency losses in the concentrator[Eq. (4)]:…”

Deuterated rhodamines for protein labelling in nanoscopy

“…SNAP/Halo-tag fusions) make them an attractive choice for the visualization and interrogation of biomolecular function. [3] Several chemical scaffolds, for instance nitrobenzodioxazoles (NBDs) [4] and coumarins [5] , remain interesting synthetic targets, yet xanthene dyes, which include tetramethylrhodamine (TMR) and silicon rhodamine (SiR), experienced a renaissance in terms of novel modifications to tune and boost important parameters, such as color, brightness, lifetime and reactivity. [6][7][8][9][10] However, and best to our knowledge, isotopic labelling has not been among this repertoire.…”

Synthesis and Supramolecular Functional Assemblies of Ratiometric pH Probes

“…[70] Recently,anew series of fluorophores of derivatives of 6 (SCOTfluors; 85-89)h ave been synthesised (Figure 14 B). [71] SCOTfluors are small-sized fluorophores covering the entire visibles pectrum. These probesa re readily obtained by bridging aminoanilines with different groups and include the smallest NIR-emitting fluorophores, to date.…”