Department of Chemistry, Soongsil University, Seoul 06978, Korea.
Integrative Institute of Basic Science, Soongsil University, Seoul 06978, Korea.
Molecules. 2021 Dec 21;27(1):12. doi: 10.3390/molecules27010012.
A new fluorescent indolizine-based scaffold was developed using a straightforward synthetic scheme starting from a pyrrole ring. In this fluorescent system, an ,-dimethylamino group in the aryl ring at the C-3 position of indolizine acted as an electron donor and played a crucial role in inducing a red shift in the emission wavelength based on the ICT process. Moreover, various electron-withdrawing groups, such as acetyl and aldehyde, were introduced at the C-7 position of indolizine, to tune and promote the red shift of the emission wavelength, resulting in a color range from blue to orange (462-580 nm). Furthermore, the ICT effect in indolizine fluorophores allowed the design and development of new fluorescent pH sensors of great potential in the field of fluorescence bioimaging and sensors.
开发了一种新型的基于荧光吲哚嗪的支架，该支架采用了一种从吡咯环开始的简单合成方案。在这个荧光体系中，吲哚嗪 C-3 位芳环上的,-二甲基氨基作为电子给体，在基于 ICT 过程的发射波长红移中起着关键作用。此外，在吲哚嗪的 C-7 位引入了各种吸电子基团，如乙酰基和醛基，以调节和促进发射波长的红移，从而产生从蓝色到橙色的颜色范围（462-580nm）。此外，吲哚嗪荧光团中的 ICT 效应使得设计和开发新型荧光 pH 传感器成为可能，这些传感器在荧光生物成像和传感器领域具有很大的潜力。
