Synthesis and characterization of citrate-based fluorescent small molecules and biodegradable polymers.
Synthesis and characterization of citrate-based fluorescent small molecules and biodegradable polymers.
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DOI：
10.1016/j.actbio.2017.01.019
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发表时间：
2017-03-01
影响因子：
9.7
通讯作者：
Yang J
中科院分区：
文献类型：
--
作者：
Xie Z;Kim JP;Cai Q;Zhang Y;Guo J;Dhami RS;Li L;Kong B;Su Y;Schug KA;Yang J
通过简单的“一锅”反应合成了新型柠檬酸基光致发光染料和可降解聚合物。全面了解所产生的柠檬酸基荧光团的荧光机制。确定了两种不同类型的荧光团：具有高量子产率，长寿命和特殊光稳定性的硫代唑吡啶家族，以及具有相对较低量子产率，多寿命和溶剂依赖的带移行为的二氧吡啶家族。演示了在分子标记和细胞成像方面的应用。上述发现为荧光化学领域做出了贡献，并为进一步开发新的荧光团和材料奠定了坚实的基础，这些材料在各种基于荧光的应用中显示出前景。光致发光材料是基于荧光成像、标记和传感应用的关键。了解它们的荧光机制是具有挑战性和必要的。我们通过一步无溶剂反应，以聚合物和小分子染料的形式开发了一类新的柠檬酸衍生荧光材料。我们发现了两种不同的柠檬酸衍生的荧光团。双环噻唑吡啶结构具有很强的荧光性和优异的抗光漂白性。单环二氧吡啶表现出相对弱的荧光，但具有有趣的激发和溶剂依赖的发射波长漂移。我们合成柠檬酸衍生荧光团的方法及其对其发光的理解有助于设计和生产大量用于生物和生物医学应用的新型光致发光材料。
Novel citric acid based photoluminescent dyes and degradable polymers are synthesized via a facile “one-pot” reaction. A comprehensive understanding of the fluorescence mechanisms of the resulting citric acid-based fluorophores is reported. Two distinct types of fluorophores are identified: a thiozolopyridine family with high quantum yield, long lifetime, and exceptional photostability, and a dioxopyridine family with relatively lower quantum yield, multiple lifetimes, and solvent-dependent band shifting behavior. Applications in molecule labeling and cell imaging were demonstrated. The above discoveries contribute to the field of fluorescence chemistry and have laid a solid foundation for further development of new fluorophores and materials that show promise in a diversity of fluorescence-based applications. Photoluminescent materials are pivotal for fluorescence based imaging, labeling and sensing applications. Understanding their fluorescence mechanism is challenging and imperative. We develop a new class of citric acid-derived fluorescent materials in forms of polymers and small molecular dyes by a one-step solvent free reaction. We discovered two different classes of citric acid-derived fluorophores. A two-ring thiozolopyridine structure demonstrates strong fluorescence and exceptional resistance to photo-bleaching. A one-ring dioxopryridine exhibits relative weak fluorescence but with intriguing excitation and solvent-dependent emission wavelength shifting. Our methodology of synthesizing citric acid-derived fluorophores and the understanding on their luminescence are instrumental to the design and production of a large number of new photoluminescent materials for biological and biomedical applications.