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1.
Org Biomol Chem ; 19(36): 7920-7929, 2021 09 22.
Article in English | MEDLINE | ID: mdl-34549222

ABSTRACT

Highly sensitive and selective near-infrared fluorescent bioprobes for serum albumin detection and quantification are in high demand for biomedical applications. Herein, we report a near-infrared emitting BODIPY-O-glycoside dye as a turn-on emission sensor for serum albumin. To the best of our knowledge, this is the first report of NIR-emitting BODIPY dyes for serum albumin sensing. Despite the various outstanding photophysical properties of the BODIPY dyes, their insolubility in water/biological media restricts their real biomedical applications. To overcome this issue, highly stable unadulterated BODIPY-O-glycoside nanoparticles (BDP-Glu-NPs) were prepared in aqueous solution by self-assembly of amphiphilic BODIPY-O-glycoside dyes. The BDP-Glu-NPs were characterized by spectroscopic, NMR, DLS and TEM studies. The ability of the BDP-Glu-NPs for the detection and quantification of serum albumin was demonstrated. It showed a 150-fold fluorescence enhancement in the presence of serum albumin, with excellent selectivity over other amino acids, porphyrin, proteins and various inorganic salts. Detection of human serum albumin (HSA) in urine samples showed that the bioprobe is applicable to a clinically significant range of the analytes with very low detection limit. These results suggested that the BDP-Glu-NPs can act as potential bioprobe to quantify albumin in biochemical and clinical samples.


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Boron Compounds
2.
Chemistry ; 25(35): 8304-8312, 2019 Jun 21.
Article in English | MEDLINE | ID: mdl-30964574

ABSTRACT

In the present study, we demonstrated the effect of hydrogen bonding in the semiconducting behaviour of a small molecule used in organic field-effect transistors (OFETs). For this study, the highly soluble dumbbell-shaped molecule, Boc-TATDPP based on a Boc-protected thiophene-diketopyrrolopyrrole (DPP) and triazatruxene (TAT) moieties was used. The two Boc groups of the molecule were removed by annealing at 200 °C, which created a strong hydrogen-bonded network of NH-TATDPP supported by additional π-π stacking. These were characterised by thermogravimetric analysis (TGA), UV/Vis and IR spectroscopy, XRD and high-resolution (HR)-TEM measurements. FETs were fabricated with the semiconducting channel made of Boc-TATDPP and NH-TATDPP separately. It is worth mentioning that the Boc-TATDPP film can be cast from solution and then annealed to get the other systems with NH-TATDPP. More importantly, NH-TATDPP showed significantly higher hole mobilities compared to Boc-TATDPP. Interestingly, the high hole mobility in the case of NH-TATDPP was unaffected upon blending with [6,6]-phenyl-C71-butyric acid methyl ester (PC71 BM). Thus, this robust hydrogen-bonded supramolecular network is likely to be useful in designing efficient and stable organic optoelectronic devices.

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