Fluorescent organotin compounds as dyes in silk fibroin (Bombyx mori): ultrasound-assisted synthesis, chemo-optical characterization, cytotoxicity, and confocal fluorescence microscopyElectronic supplementary information (ESI) available: 1H and 13C NMR, HRMS. CCDC 1871700 and 1872097. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c8nj05248d

The fluorescent silk fibroin (FSF) is useful in a number of biomedical applications. However, some FSFs are less useful for medical applications because they are derived from toxic compounds. Here we report for the first time a fast (∼20 min), ultrasonic assisted, eco-friendly synthesis of four fluo...

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Main Authors: Berrones-Reyes, Jessica C, Muñoz-Flores, Blanca M, Molina-Paredes, Abigail, Ibarra Rodríguez, Marisol, Rodríguez-Ortega, Alejandro, Dias, H. V. Rasika, Jiménez-Pérez, Víctor M
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Summary:The fluorescent silk fibroin (FSF) is useful in a number of biomedical applications. However, some FSFs are less useful for medical applications because they are derived from toxic compounds. Here we report for the first time a fast (∼20 min), ultrasonic assisted, eco-friendly synthesis of four fluorescent organotin Schiff compounds using the corresponding aldehyde, benzoic hydrazide, and diorganotin oxide ( 1 : MeO-L-SnPh 2 , 2 : t Bu 2 -L-SnPh 2 , 3 : HO-L-SnPh 2 , and 4 : HO-L-SnBu 2 ). These compounds were fully characterized by NMR spectroscopy ( 1 H, 13 C, and 119 Sn), HRMS, and UV/Vis and fluorescence spectroscopy. Single crystal X-ray diffraction investigations of complexes 1 and 2 are also reported. The as-prepared organotin Schiff compounds exhibit fluorescence at ambient temperature with good photophysical properties (fluorescence quantum yields Φ : 18-55%). These organotin compounds serve as fluorescent dyes in silk fibroin ( Bombyx mori ). The organotin dyed fluorescent silk fibroin showed a uniform staining, high viability, and good capacity to retain organotin compounds which might be used as innocuous scaffolds in tissue engineering. The fluorescent silk fibroin (FSF) is useful in a number of biomedical applications.
ISSN:1144-0546
1369-9261
DOI:10.1039/c8nj05248d