The Journal of Organic Chemistry
Article
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U. Chem. Sci. 2013, 4, 858−862.
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ozdemir, O.; Cakmaka, Y.; Akkaya, E.
3.12. Intracellular Photodynamic Studies. Hela cell
culture was same as that used for the colocalization experi-
ments. Prior to imaging, the medium was removed. Cell
imaging was carried out after the cells were washed with
phosphate-buffered saline (PBS, Gibco, pH = 7.4) three times,
and 1 mL of PBS was added to the laser scanning confocal Petri
dish (nest, Glass bottom diameter: 20 mm). The cells were
irradiated with a 515−525 nm LED for 120 min (RB−NI, RB−
NDI) at 37 °C. Afterward, the cells were stained with Trypan
blue (100 μL 0.4% Trypan blue was added); 3 min later, the
cell images were acquired on IX81 confocal laser-scanning
microscope (Olympus) with an objective lens (×40). Other
information is available in the figure captions.
(14) Guo, S.; Ma, L.; Zhao, J.; Kucu̧ koz, B.; Karatay, A.; Hayvali, M.;
̈
̈
̈
Yaglioglu, H. G.; Elmali, A. Chem. Sci. 2014, 5, 489−500.
(15) Erbas-Cakmak, S.; Akkaya, E. U. Angew. Chem., Int. Ed. 2013, 52,
11364−11368.
ASSOCIATED CONTENT
* Supporting Information
■
(16) (a) De Silva, A. P.; Gunaratne, H. Q. N.; Gunnlaugsson, T.;
Huxley, A. J. M.; McCoy, C. P.; Rademacher, J. T.; Rice, T. E. Chem.
Rev. 1997, 97, 1515−1566. (b) Uchiyama, S.; McClean, G. D.; Iwai,
K.; de Silva, A. P. J. Am. Chem. Soc. 2005, 127, 8920−8921. (c) Magri,
D. C.; Brown, G. J.; McClean, G. D.; de Silva, A. P. J. Am. Chem. Soc.
2006, 128, 4950−4951. (d) Wang, L.; Qin, W.; Tang, X.; Dou, W.;
Liu, W. J. Phys. Chem. A 2011, 115, 1609−1616. (e) Guo, Y.; Dou, W.;
Zhou, X.; Liu, W.; Qin, W.; Zang, Z.; Zhang, H.; Wang, D. Inorg.
Chem. 2009, 48, 3581−3590.
S
Experimental procedures, molecular structure characterization,
additional spectra. This material is available free of charge via
AUTHOR INFORMATION
■
Corresponding Authors
(17) Fan, J.; Hu, M.; Zhan, P.; Peng, X. Chem. Soc. Rev. 2013, 42,
29−43.
(18) Chen, X.; Zhou, Y.; Peng, X.; Yoon, J. Chem. Soc. Rev. 2010, 39,
2120−2135.
Notes
(19) Altan Bozdemir, O.; Erbas-Cakmak, S.; Ekiz, O. O.; Dana, A.;
Akkaya, E. U. Angew. Chem., Int. Ed. 2011, 50, 10907−10912.
(20) (a) Srikun, D.; Miller, E. W.; Domaille, D. W.; Chang, C. J. J.
Am. Chem. Soc. 2008, 130, 4596−4597. (b) Wu, Y.; Xie, Y.; Zhang, Q.;
Tian, H.; Zhu, W.; Li, A. D. Q. Angew. Chem., Int. Ed. 2014, 53, 2090−
2094. (c) Chen, Y.; Wang, H.; Wan, L.; Bian, Y.; Jiang, J. J. Org. Chem.
2011, 76, 3774−3781. (d) Cheng, T.; Xu, Y.; Zhang, S.; Zhu, W.;
Qian, X.; Duan, L. J. Am. Chem. Soc. 2008, 130, 16160−16161.
(e) Kim, S. K.; Lee, D. H.; Hong, J.-I.; Yoon, J. Acc. Chem. Res. 2009,
42, 23−31. (f) Huang, Y.-J.; Ouyang, W.-J.; Wu, X.; Li, Z.; Fossey, J.
S.; James, T. D.; Jiang, Y.-B. J. Am. Chem. Soc. 2013, 135, 1700−1703.
(g) Kim, K.; Choi, S. H.; Jeon, J.; Lee, H.; Huh, J. O.; Yoo, J.; Kim, J.
T.; Lee, C.-H.; Lee, Y. S.; Churchill, D. G. Inorg. Chem. 2011, 50,
5351−5360. (h) Murale, D. P.; Kim, H.; Choi, W. S.; Churchill, D. G.
Org. Lett. 2013, 15, 3630−3633. (i) Manjare, S. T.; Kim, S.; Heo, W.
D.; Churchill, D. G. Org. Lett. 2014, 16, 410−412.
The authors declare no competing financial interest.
ACKNOWLEDGMENTS
■
We thank the NSFC (21073028, 21273028, 21473020, and
21421005), the Royal Society (UK), and NSFC (China−UK
Cost-Share Science Networks, 21011130154), Ministry of
Education (SRFDP-20120041130005), the Fundamental Re-
search Funds for the Central Universities (DUT14ZD226),
State Key Laboratory of Fine Chemicals (KF1203), Program
for Changjiang Scholars and Innovative Research Team in
University [IRT_132206], and Dalian University of Technol-
ogy for financial support (DUT2013TB07).
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dx.doi.org/10.1021/jo502554y | J. Org. Chem. XXXX, XXX, XXX−XXX