Item type |
文献 / Documents(1) |
公開日 |
2020-11-26 |
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アクセス権 |
open access |
資源タイプ |
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資源タイプ識別子 |
http://purl.org/coar/resource_type/c_6501 |
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資源タイプ |
journal article |
出版社版DOI |
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関連識別子 |
https://doi.org/10.1039/c4sc02780a |
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関連名称 |
10.1039/c4sc02780a |
出版タイプ |
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出版タイプ |
VoR |
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出版タイプResource |
http://purl.org/coar/version/c_970fb48d4fbd8a85 |
タイトル |
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タイトル |
Synthesis of yellow and red fluorescent 1,3a,6a-triazapentalenes and the theoretical investigation of their optical properties |
著者 |
難波, 康祐
オオサワ, アユミ
ナカヤマ, アキラ
メラ, アカネ
タノ, フミ
チュウマン, ヨシロウ
サクダ, エリ
タケツグ, テツヤ
サカグチ, カズヤス
キタムラ, ノボル
タニノ, ケイジ
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抄録 |
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内容記述 |
To expand the originally developed fluorescent 1,3a,6a-triazapentalenes as fluorescent labelling reagents, the fluorescence wavelength of the 1,3a,6a-triazapentalenes was extended to the red color region. Based on the noteworthy correlation of the fluorescence wavelength with the inductive effect of the 2-substituent, electron-deficient 2-(2-cyano-4-methoxycarbonylphenyl)-1,3a,6a-triazapentalene and 2-(2,6-dicyano-4-methoxycarbonylphenyl)-1,3a,6a-triazapentalene were synthesized. The former exhibited yellow fluorescence and the latter exhibited red fluorescence, and both compounds exhibited large Stokes shifts, and the 1,3a,6a-triazapentalene system enabled the same fluorescent chromophore to cover the entire region of visible wavelengths. The potential applications of the 1,3a,6a-triazapentalenes as fluorescent probes in the fields of the life sciences were investigated, and the 1,3a,6a-triazapentalene system was clearly proven to be useful as a fluorescent reagent for live cell imaging. Quantum chemical calculations were performed to investigate the optical properties of the 1,3a,6a-triazapentalenes. These calculations revealed that the excitation involves a significant charge-transfer from the 1,3a,6a-triazapentalene skeleton to the 2-substituent. The calculated absorption and fluorescence wavelengths showed a good correlation with the experimental ones, and thus the system could enable the theoretical design of substituents with the desired optical properties. |
書誌情報 |
en : Chemical Science
巻 6,
号 2,
p. 1083-1093,
発行日 2014-10-23
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収録物ID |
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収録物識別子タイプ |
ISSN |
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収録物識別子 |
20416539 |
出版者 |
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出版者 |
The Royal Society of Chemistry |
権利情報 |
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権利情報 |
This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. |
EID |
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識別子 |
289916 |
言語 |
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言語 |
eng |