Excitation‐Wavelength‐Dependent Functionalities of Temporally Controlled Sensing and Generation of Singlet Oxygen by a Photoexcited State Engineered Rhodamine 6G‐Anthracene Conjugate

Excitation‐Wavelength‐Dependent Functionalities of Temporally Controlled Sensing and Generation of Singlet Oxygen by a Photoexcited State Engineered Rhodamine 6G‐Anthracene Conjugate
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光激发态工程罗丹明 6G-蒽共轭物的时间控制传感和单线态氧生成的激发波长依赖性功能

DOI:
10.1002/chem.202202014
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发表时间:
2022
期刊:
Chemistry - A European Journal
影响因子:
--
通讯作者:
Biju Vasudevanpillai
Biju Vasudevanpillai
中科院分区:
--
文献类型:
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作者:
Zhao Hanjun;Takano Yuta;Sasikumar Devika;Miyatake Yukiko;Biju Vasudevanpillai

文献摘要

相似文献

本研究为独特的多能分子提供了设计指导,这些分子可以感知和产生单线态氧(1 O2)。设计并合成了罗丹明6 G-氨甲基蒽连接的供体-受体分子(RA),用于证明波长依赖性功能如下:(i)当RA吸收紫外(UV)-可见光并与1 O2反应时,其充当常规荧光1 O2传感器分子,如市售试剂,单线态氧传感器绿色(SOSG)。(ii)在较长波长(~ 700 nm)光敏作用下,RA作为一种时间控制的~(10)O_2敏感试剂,在捕获~(10)O_2后进入一个中间态,直到暴露于紫外光、蓝光或绿色光时才发出强荧光。 (iii)RA作为一种有效的光敏剂,在绿色光照射下产生1 O2。自旋轨道电荷转移介导的系统间穿越(SOCT-ISC)过程实现了这一功能,RA对胰腺癌细胞显示出潜在的抗癌作用。RA中的波长可切换功能提供了以时空方式应用1 O2的分子工具。
The present study provides design guidance for unique multipotent molecules that sense and generate singlet oxygen (1O2). A rhodamine 6G‐aminomethylanthracene‐linked donor‐acceptor molecule (RA) is designed and synthesized for demonstrating wavelength‐dependent functionalities as follows; (i)RAacts as a conventional fluorogenic1O2sensor molecule like the commercially available reagent, singlet oxygen sensor green (SOSG), when it absorbs ultraviolet (UV)‐visible light and reacts with1O2. (ii)RAacts as a temporally controlled1O2sensing reagent under the longer wavelength (∼700 nm) photosensitization.RAenters an intermediate state after capturing1O2and does not become strongly fluorescent until it is exposed to UV, blue, or green light. (iii)RAacts as an efficient photosensitizer to generate1O2under green light illumination. The spin‐orbit charge transfer mediated intersystem crossing (SOCT‐ISC) process achieves this function, andRAshows a potential cancer‐killing effect on pancreatic cancer cells. The wavelength‐switchable functionalities inRAoffer to promise molecular tools to apply1O2in a spatiotemporal manner.