2836-04-6Relevant articles and documents
Quinoline-based fluorescent small molecules for live cell imaging
Lackner, Rachel M.,Jun, Joomyung V.,Petersson, E. James,Chenoweth, David M.
, p. 309 - 326 (2020)
Small molecule probes are essential tools for biomedical applications, with utility as cellular stains, labels for biomolecules, environmental indicators, and biosensors. However, a fluorophore's characteristics are difficult to predict solely through calculations or rational design, making the development of a core scaffold that is amenable to late stage functionalization particularly desirable. In this chapter, we describe the synthesis and application of a tunable quinoline scaffold that can be readily functionalized and optimized for a variety of imaging applications. We present a facile synthesis that results in three functional domains that influence the compound's photophysical properties, structural diversity, and polarization. We demonstrate a method with which to study the scaffold's tunable photophysical properties as a result of its structure and environment, and finally exhibit its utility in pH sensitive, live-cell imaging.
Helicity Control in the Aggregation of Achiral Squaraine Dyes in Solution and Thin Films
R?sch, Andreas T.,Zhu, Qirong,Robben, Jorn,Tassinari, Francesco,Meskers, Stefan C. J.,Naaman, Ron,Palmans, Anja R. A.,Meijer
, p. 298 - 306 (2021)
Squaraine dyes are well known for their strong absorption in the visible regime. Reports on chiral squaraine dyes are, however, scarce. To address this gap, we here report two novel chiral squaraine dyes and their achiral counterparts. The presented dyes are aggregated in solution and in thin films. A detailed chiroptical study shows that thin films formed by co-assembling the chiral dye with its achiral counterpart exhibit exceptional photophysical properties. The circular dichroism (CD) of the co-assembled structures reaches a maximum when just 25 % of the chiral dye are present in the mixture. The solid structures with the highest relative CD effect are achieved when the chiral dye is used solely as a director, rather than the structural component. The chiroptical data are further supported by selected spin-filtering measurements using mc-AFM. These findings provide a promising platform for investigating the relationship between the dissymmetry of a supramolecular structure and emerging material properties rather than a comparison between a chiral molecular structure and an achiral counterpart.
FLUORESCENT DYE AGENT AND CARBOSTYRIL COMPOUND
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Paragraph 0153; 0154, (2019/04/03)
PROBLEM TO BE SOLVED: To provide a novel fluorescent dye agent. SOLUTION: A fluorescent dye agent contains a carbostyril compound represented by formula (1) [in the formula (1), R1 is H, a halogen atom, a hydroxyl group, a cyano group, a nitro group or the like; R2 is O; R3 is a halogen atom, a carboxyl group, an ester group, an amide group or the like; R4-R6 and R8 independently represent H, a halogen atom, a nitro group, a cyano group or the like, where mutually adjacent groups of R4-R8 may be bound to form a ring; R7 is H, a substituted or unsubstituted aliphatic group or the like]. SELECTED DRAWING: None COPYRIGHT: (C)2019,JPOandINPIT
