Chiral H‐aggregation‐induced large stokes shift with CPL generation assisted by α‐helical poly(L‐lysine) substructure

Author:

Yoshida Kyohei12ORCID,Kuwahara Yutaka1ORCID,Hano Nanami13ORCID,Horie Yumi1,Takafuji Makoto1ORCID,Ryu Naoya2ORCID,Nagaoka Shoji12ORCID,Oda Reiko3ORCID,Ihara Hirotaka14ORCID

Affiliation:

1. Department of Applied Chemistry and Biochemistry Kumamoto University Kumamoto Japan

2. Kumamoto Industrial Research Institute Kumamoto Japan

3. University of Bordeaux, CNRS, Bordeaux INP, CBMN Pessac France

4. Okinawa College National Institute of Technology Okinawa Japan

Abstract

AbstractFluorescent materials with large Stokes shifts have significant potential for use in optical applications. Typically, a synthetic design strategy is utilized for this purpose. In this study, we demonstrated a novel method by binding a chiral template to a nonchiral fluorescent agent without chemical modification. Specifically, α‐helical poly(L‐lysine) was employed as the chiral template, which interacted with a disulfonic fluorescent dye, such as NK2751. The dye caused excimer luminescence by inducing the formation of a chirally H‐aggregated dimer only when poly(L‐lysine) was in an α‐helical shape. The result was a Stokes shift of 230 nm. Similar effects were not observed when the chiral template was in a random coil condition and the Stokes shift was less than 40 nm. These findings imply that H‐aggregated dimerization, which often results in quenching, permits the electronic transitions necessary for fluorescence events by the formation of the chirally twisted state. In addition, we introduce for the first time the generation of circularly polarized luminescence using the chirality induction phenomena in a dye supported by poly(L‐lysine).

Funder

Centre National de la Recherche Scientifique

Ministry of Education, Culture, Sports, Science and Technology

Publisher

Wiley

Subject

Organic Chemistry,Spectroscopy,Drug Discovery,Pharmacology,Catalysis,Analytical Chemistry

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