6-Methoxy-2-Naphthoate as a Standard Chromophore for Chiroptical Studies by Fluorescence-Detected Exciton-Coupled Circular Dichroism

IF 2.8 4区 化学 Q2 CHEMISTRY, ANALYTICAL Chirality Pub Date : 2024-09-24 DOI:10.1002/chir.23718
Yui Nagase, Yoshiki Naka, Tatsuo Nehira
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Abstract

This study investigated the applicability of fluorescent chromophores for exciton-coupled circular dichroism (ECCD) exploiting fluorescence-detected circular dichroism (FDCD). FDCD had been previously reported useful in allowing the sensitive detection of ECCD in favorable conditions. However, fluorescence detection may prevent applications of the combined method especially when solutions are polarized in emission. Even without polarization of emission, FDCD deviates from circular dichroism (CD) in some cases when the fluorophore of interest interacts with nonfluorescent chromophore. Herein, it was confirmed that employing 6-methoxy-2-naphthoate always yielded interpretable exciton-coupled FDCD spectra even when coupling with nonfluorescent p-substituted benzoates. The 6-methoxy-2-naphthoate chromophore (6-MN) is prescribed in special cases when only a small amount of sample is available for determining the absolute stereochemistry by the CD exciton chirality method observed by FDCD.

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将 6-甲氧基-2-萘甲酸酯作为标准色团,通过荧光检测的激子耦合环二色性进行智光学研究
本研究利用荧光检测圆二色性(FDCD)研究了荧光发色团对激子耦合圆二色性(ECCD)的适用性。以前曾有报道称,FDCD 可以在有利条件下对 ECCD 进行灵敏检测。然而,荧光检测可能会妨碍组合方法的应用,尤其是在溶液发射极化的情况下。即使没有极化发射,当感兴趣的荧光团与非荧光发色团相互作用时,FDCD 在某些情况下也会偏离圆二色性(CD)。本文证实,即使与非荧光对取代苯甲酸酯耦合,使用 6-甲氧基-2-萘甲酸酯也总能产生可解释的激子耦合 FDCD 光谱。在只有少量样品的特殊情况下,可以使用 6-甲氧基-2-萘甲酸酯发色团(6-MN),通过 FDCD 观察到的 CD 激发子手性方法确定绝对立体化学。
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来源期刊
Chirality
Chirality 医学-分析化学
CiteScore
4.40
自引率
5.00%
发文量
124
审稿时长
1 months
期刊介绍: The main aim of the journal is to publish original contributions of scientific work on the role of chirality in chemistry and biochemistry in respect to biological, chemical, materials, pharmacological, spectroscopic and physical properties. Papers on the chemistry (physiochemical, preparative synthetic, and analytical), physics, pharmacology, clinical pharmacology, toxicology, and other biological aspects of chiral molecules will be published.
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