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| Type |
Poster Presentation |
| Area |
Organic Chemistry |
| Room No. |
Event Hall |
| Time |
4월 19일 (목요일) 11:00~12:30 |
| Code |
ORGN.P-459 |
| Subject |
Development of new benzorhodamine dyes |
| Authors |
Mingchong Dai, Kyo Han Ahn1,*
Chemistry, Pohang University of Science and Technology, Korea
1Department of Chemistry, Pohang University of Science and Technology, Korea
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| Abstract |
Rhodamine and its derivatives have high absorption coefficient, high fluorescence quantum yield and photostability. Therefore, rhodamines have been widely used as laser dyes, fluorescence standards, pigments, and fluorescent probes. They are also used for studying structure and dynamics of micelles and single-molecule imaging in live cells.[1]. But most of the rhodamine derivatives have very small Stokes shifts and they absorb and emit below 600 nm. Large Stokes shifts (typically over 80 nm) are desirable to minimize cross-talk between the excitation source and the fluorescent emission for cellular imaging with high signal-to-noise ratio.[2] Also, the rather shorter wavelength absorption and emission windows can cause significant autofluorescence from intrinsic biomolecules such as NADH, riboflavins, retinol, folic acid, etc become a serious issue in the case of tissue imaging.
To alleviate those potential drawbacks of rhodamine dyes, we have designed and synthesized a new series of linear and bent shaped benzorhodamine derivatives, which have one additional benzene ring to the rhodamine xanthene core. These new dyes emit in the far-red (~650 nm, bent shaped derivatives) and NIR (~750 nm, linear shaped derivatives) regions in aqueous media. These dyes also have good solubility in aqueous media and exhibit high absorptivity, good optical brightness, moderate photostability, and Stokes shifts in aqueous solution. We anticipate that these new benzorhodamine dyes provide a new scaffold for the development of molecular probes and imaging agents for biological applications.[3]
References
1. a) X. Chen, T. Pradhan, F. Wang, J. S. Kim, and J. Yoon. Chem. Rev., 2012, 112, 1910–1956; b) H. Zheng, X. Zhan, Q. Bian and X. Zhang. Chem. Commun., 2013, 49, 429-447.
2. J. F. Araneda, W. E. Piers, B. Heyne, M. Parvez, R. McDonald, Angew. Chem., Int. Ed., 2011, 50, 12214−12217.
3. M. Dai et al, manuscript under preparation.
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| E-mail |
Daimingchong@postech.ac.kr |
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121st General Meeting of the KCS