Ben Zhong Tang
The Hong Kong University of Science and Technology, China
Posters & Accepted Abstracts: Med chem
As opposed to most fluorophores that suffer from aggregation-caused quenching (ACQ), aggregation-induced emissive luminogens (AIEgens) possess very weak fluorescence in solution, but show strong emission upon aggregation due to restriction of intramolecular motion (RIM). Since AIEgens are often comprised of propeller-shaped structures, i.e. perphenylsiloles or tetraphenylethylene, the attachment of chiral units has recently proven a powerful tool to fabricate chiral AIEgens exhibiting circularly-polarised luminescence (CPL) and for some cases the ability for chiral recognition. Different chiral moieties lead to various assembled structures, such as helical nanoribbons, superhelical ropes, hollow and solid micro-/nanospheres. Generally, these structures exhibit enhaced chiroptical properties when compared to their monomeric counterpart. In this context, we report on a perphenylsilole derivative with side-chains bearing an enantiomerically pure mannose derivative readily assembled into superhelical ropes upon aggregation, which displayed large CPL dissymmetry factors (gem) of ΓΆΒ?Β?0.32 ΓΆΒ?Β? a record for purely organic chiral materials. For many biological and pharmaceutical applications, enantiorecognition is one of the most important challenges. Chiral AIEgens that selectively bind to one enantiomer of a chiral compound serve as tool to easily differentiate between two enantiomers. For these kinds of chiral AIEgens, they have great potential to be used in devises that can detect and potentially separate enantiomers; especially chiral drugs, biomolecules, and other chiral molecules of interest.
Email: tangbenz@ust.hk
Medicinal Chemistry received 6627 citations as per Google Scholar report
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