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Water-soluble, neutral 3,5-diformyl-BODIPY with extended fluorescence lifetime in a self-healable chitosan hydrogel
Photochemical & Photobiological Sciences ( IF 2.7 ) Pub Date : 2017-10-10 00:00:00 , DOI: 10.1039/c7pp00316a Simin Belali 1, 1, 2, 3, 4 , Ganapathi Emandi 1, 1, 2, 3, 4 , Atillio A. Cafolla 5, 6, 7, 8 , Barry O'Connell 6, 7, 8, 9 , Benjamin Haffner 4, 10, 11, 12, 13 , Matthias E. Möbius 4, 10, 11, 12, 13 , Alireza Karimi 14, 15, 16, 17, 18 , Mathias O. Senge 1, 1, 2, 3, 4
Photochemical & Photobiological Sciences ( IF 2.7 ) Pub Date : 2017-10-10 00:00:00 , DOI: 10.1039/c7pp00316a Simin Belali 1, 1, 2, 3, 4 , Ganapathi Emandi 1, 1, 2, 3, 4 , Atillio A. Cafolla 5, 6, 7, 8 , Barry O'Connell 6, 7, 8, 9 , Benjamin Haffner 4, 10, 11, 12, 13 , Matthias E. Möbius 4, 10, 11, 12, 13 , Alireza Karimi 14, 15, 16, 17, 18 , Mathias O. Senge 1, 1, 2, 3, 4
Affiliation
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3,5-Diformyl-4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (3,5-diformyl-BODIPY) can be used as an efficient biofunctional cross-linker to generate a new class of chitosan-based hydrogels with fluorescence resonance energy transfer (FRET) dynamics and good solubility in water. The hydrogel was fully characterized by FT-IR, UV-vis, fluorescence, FE-SEM, AFM, rheology and picosecond time-resolved spectroscopic techniques. The self-healing ability was demonstrated by rheological recovery and macroscopic and microscopic observations. The fluorescence lifetime was found to increase in aqueous solution of the BODIPY-chitosan hydrogel compared to the 3,5-diformyl-BODIPY monomer. Calculations based on experimental results such as red-shift and decreased intensity of the emission spectrum of highly dye-concentrated hydrogel in comparison to dilute hydrogels, together with changes in the fluorescence lifetime of the hydrogel at different concentration of dyes, suggest that the BDP-CS hydrogels fluorescence dynamics obey the Förster resonance energy transfer (FRET). Improvements in mechanical and photochemical properties and the acceptable values of BODIPY fluorescence lifetime in the hydrogel matrix indicate the utility of the newly synthesized hydrogels for biomedical applications.
中文翻译：
水溶性中性3,5-二甲酰基-BODIPY，在可自修复的壳聚糖水凝胶中具有延长的荧光寿命
3,5-二甲酰基-4,4-二氟-4-硼-3a，4a-二氮杂-小号-茚并四烯（3,5-二甲酰基-BODIPY）可以用作高效的生物功能交联剂，以产生具有荧光共振能量转移（FRET）动力学和在水中良好溶解性的新型基于壳聚糖的水凝胶。通过FT-IR，UV-vis，荧光，FE-SEM，AFM，流变学和皮秒时间分辨光谱技术充分表征了水凝胶。通过流变恢复以及宏观和微观观察证明了其自我修复能力。发现与3，5-二甲酰基-BODIPY单体相比，BODIPY-壳聚糖水凝胶的水溶液的荧光寿命增加。根据实验结果进行计算，例如与稀释水凝胶相比，高染料浓缩水凝胶的红移和发射光谱强度降低，以及在不同浓度的染料下水凝胶的荧光寿命的变化，表明BDP-CS水凝胶的荧光动力学遵循Förster共振能量转移（FRET）。机械和光化学性能的改善以及水凝胶基质中BODIPY荧光寿命的可接受值表明了新合成的水凝胶在生物医学应用中的实用性。
更新日期：2017-11-08
中文翻译：
水溶性中性3,5-二甲酰基-BODIPY，在可自修复的壳聚糖水凝胶中具有延长的荧光寿命
3,5-二甲酰基-4,4-二氟-4-硼-3a，4a-二氮杂-小号-茚并四烯（3,5-二甲酰基-BODIPY）可以用作高效的生物功能交联剂，以产生具有荧光共振能量转移（FRET）动力学和在水中良好溶解性的新型基于壳聚糖的水凝胶。通过FT-IR，UV-vis，荧光，FE-SEM，AFM，流变学和皮秒时间分辨光谱技术充分表征了水凝胶。通过流变恢复以及宏观和微观观察证明了其自我修复能力。发现与3，5-二甲酰基-BODIPY单体相比，BODIPY-壳聚糖水凝胶的水溶液的荧光寿命增加。根据实验结果进行计算，例如与稀释水凝胶相比，高染料浓缩水凝胶的红移和发射光谱强度降低，以及在不同浓度的染料下水凝胶的荧光寿命的变化，表明BDP-CS水凝胶的荧光动力学遵循Förster共振能量转移（FRET）。机械和光化学性能的改善以及水凝胶基质中BODIPY荧光寿命的可接受值表明了新合成的水凝胶在生物医学应用中的实用性。
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