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Acta Phys. Chim. Sin.  2013, Vol. 29 Issue (12): 2543-2550    DOI: 10.3866/PKU.WHXB201310232
THEORETICAL AND COMPUTATIONAL CHEMISTRY     
Nonlinear Optical Properties of Green Fluorescent Protein Chromophore Coupled Diradicals
YU Hai-Ling1, ZHANG Meng-Ying2, HONG Bo1, CHENG Zhi Qiang1, WANG Jiao2, TIAN Dong-Mei2, QIU Yong-Qing2
1 College of Resources and Environmental Science, Jinlin Agricultural University, Changchun 130118, P. R. China;
2 Institute of Functional Material Chemistry, Faculty of Chemistry, Northeast Normal University, Changchun 130024, P. R. China
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Abstract  

The geometries, polarizabilities (αs), and first hyperpolarizabilities (βtot) of a series of green fluorescent protein chromophore coupled diradicals and their corresponding optical isomers were investigated using density functional theory (DFT). The results show that the introductions of the electron donor/acceptor significantly enhance the polarizabilities and have a different influence on the first hyperpolarizabilities. For trans isomers, the βtot values of the studied compounds increase with increasing strength of the electron-withdrawing ability of the substituent, whereas the βtot values decrease significantly with increasing strength of the electron-donating ability of the substituent. For cis isomers, the trends in the changes in the βtot values are the opposite of those for trans isomers on introduction of a donor/acceptor. Significantly, photoisomerization can lead to the different βtot values. The βtot values of cis isomers are smaller than those of trans isomers when electron acceptors are introduced. For example, the βtot value of the cis isomer with the strongest electron acceptor, i.e., ―NO2, is about 1/6 that of the corresponding trans isomer. However, the βtot values of trans isomers are smaller than those of cis isomers when electron donors are introduced. For example, the βtot value of the trans isomer with the strongest electron donor, i.e., ―NH2, is about six times smaller than that of the corresponding cis isomer. As a result, photoisomerization can modulate the molecular nonlinear optical (NLO) responses effectively.



Key wordsDiradical      Non linear optical property      Photoisomerization      Switch      Density functional theory     
Received: 29 July 2013      Published: 23 October 2013
MSC2000:  O641  
Fund:  

The project was supported by the National Natural Science Foundation of China (21173035).

Corresponding Authors: QIU Yong-Qing     E-mail: qiuyq466@nenu.edu.cn
Cite this article:

YU Hai-Ling, ZHANG Meng-Ying, HONG Bo, CHENG Zhi Qiang, WANG Jiao, TIAN Dong-Mei, QIU Yong-Qing. Nonlinear Optical Properties of Green Fluorescent Protein Chromophore Coupled Diradicals. Acta Phys. Chim. Sin., 2013, 29(12): 2543-2550.

URL:

http://www.whxb.pku.edu.cn/Jwk_wk/wlhx/10.3866/PKU.WHXB201310232     OR     http://www.whxb.pku.edu.cn/Jwk_wk/wlhx/Y2013/V29/I12/2543

(1) Nakano, M.; Yamaguchi, K. J. Chem. Phys. Lett. 1993, 206,285. doi: 10.1016/0009-2614(93)85553-Z
(2) Ma, N. N.; Sun, S. L.; Liu, C. G.; Sun, X. X.; Qiu, Y. Q. J. Phys. Chem. A 2011, 115, 13564. doi: 10.1021/jp206003n
(3) Sun, X. X.; Liu, Y.; Zhao, H. B.; Sun, S. L.; Liu, C. G.; Qiu, Y.Q. Acta Phys. -Chim. Sin. 2011, 27, 315. [孙秀欣, 刘艳, 赵海波, 孙世玲, 刘春光, 仇永清. 物理化学学报, 2011, 27, 315.]doi: 10.3866/PKU.WHXB20110236
(4) Liu, C. G.; Guan, X. H.; Su, Z. M. J. Phys. Chem. C 2011, 115,6024. doi: 10.1021/jp111797n
(5) Nakano, M.; Nagao, H.; Yamaguchi, K. Chem. Phys. Lett. 1999,311, 221. doi: 10.1016/S0009-2614(99)00852-0
(6) Zhong, R. L.; Xu, H. L.; Su, Z. M.; Li, Z. R.; Sun, S. L.; Qiu, Y.Q. ChemPhysChem 2012, 13, 2349. doi: 10.1002/cphc.v13.9
(7) Ohta, S.; Nakano, M.; Kubo, T. J. Phys. Chem. A 2007, 111,3633. doi: 10.1021/jp0713662
(8) Ratera, I.; Veciana, J. Chem. Soc. Rev. 2012, 41, 303. doi: 10.1039/c1cs15165g
(9) Coe, B. J.; Fielden, J.; Foxon, S. P.; Harris, J. A.; Helliwell, M.;Brunschwig, B. S.; Asselberghs, I.; Clays, K.; Garin, J.; Orduna,J. J. Am. Chem. Soc. 2010, 132, 10498. doi: 10.1021/ja103289a
(10) Leïla, B. L.; Coe, B. J.; Clays, K.; Foerier, S.; Verbiest, T.;Asselberghs, I. J. Am. Chem. Soc. 2008, 130, 3286. doi: 10.1021/ja711170q
(11) Nakazaki, J.; Chung, I.; Matsushita, M. M.; Sugawara, T.;Watanabe, R.; Izuoka, A.; Kawada, Y. J. Mater. Chem. 2003, 13,1011. doi: 10.1039/b211986b
(12) Caneschi, A.; Gatteschi, D.; Rey, P.; Sessoli, R. Inorg. Chem.1991, 30, 3936. doi: 10.1021/ic00020a029
(13) Angeloni, L.; Caneschi, A.; David, L.; Fabretti, A.; Ferraro, F.;Gatteschi, D.; Lirzin, A. L.; Sessoli, R. J. Mater. Chem. 1994, 4,1047. doi: 10.1039/jm9940401047
(14) Coe, B. J.; Harris, J. A.; Jones, L. A. J. Am. Chem. Soc. 2005,127, 4845. doi: 10.1021/ja0424124
(15) Muhammad, S.; Xu, H. L.; Liao, Y.; Kan, Y. H.; Su, Z. M.J. Am. Chem. Soc. 2009, 131, 11833. doi: 10.1021/ja9032023
(16) Nakatani, K.; Delaire, J. A. Chem. Mater. 1997, 9, 2682. doi: 10.1021/cm970369w
(17) Ma, N. N.; Yan, L. K.; Guan,W.; Qiu, Y. Q.; Su, Z. M. Phys. Chem. Chem. Phys. 2012, 14, 5605. doi: 10.1039/c2cp00054g
(18) Liu, C. G.; Su, Z. M.; Guan, X. H.; Muhammad, S. J. Phys. Chem. C 2011, 115, 23946. doi: 10.1021/jp2049958
(19) Brook, D. J. R.; Yee, G. T. J. Org. Chem. 2006, 71, 4889. doi: 10.1021/jo060165b
(20) Herebian, D.;Wieghardt, K. E.; Neese, F. J. Am. Chem. Soc.2003, 125, 10997. doi: 10.1021/ja030124m
(21) Muhammad, S.; Xu, H. L.; Janjua, M. R. S. A.; Su, Z. M.;Nadeem, M. Phys. Chem. Chem. Phys. 2010, 12, 4791. doi: 10.1039/b924241d
(22) Wang, C. H.; Ma, N. N.; Sun, X. X.; Sun, S. L.; Qiu, Y. Q.; Liu,P. J. J. Phys. Chem. A 2012, 116, 10496. doi: 10.1021/jp3062288
(23) Lamère, J. F.; Sasaki, I.; Lacroix, P. G. New J. Chem. 2006, 30,921. doi: 10.1039/b601315e
(24) Sun, X. X.; Ma, N. N.; Li, X. J.; Sun, S. L.; Xie, H. M.; Qiu, Y.Q. J. Organomet. Chem. 2012, 38, 3384.
(25) Tsien, R. Y. Annu. Rev. Biochem. 1998, 67, 509. doi: 10.1146/annurev.biochem.67.1.509
(26) Voliani, V.; Bizzarri, R.; Nifosì, R.; Abbruzzetti, S.; Grandi, E.;Viappiani, C.; Beltram, F. J. Phys. Chem. B 2008, 112,10714. doi: 10.1021/jp802419h
(27) Meulenaere, E. D.; Bich, N. N.;Wergifosse, M. D.; Hecke, K.V.; Meervelt, L. V.; Vanderleyden, J.; Champagne, B.; Clays, K.J. Am. Chem. Soc. 2013, 135, 4061. doi: 10.1021/ja400098b
(28) Bhattacharya, D.; Panda, A.; Shil, S.; Goswamia, T.; Misra, A.Phys. Chem. Chem. Phys. 2012, 14, 6905. doi: 10.1039/c2cp00053a
(29) Shil, S.; Misra, A. J. Phys. Chem. A 2010, 114, 2022. doi: 10.1021/jp910661g
(30) Limacher, P. A.; Mikkelsen, K. V.; Luthi, H. P. J. Chem. Phys.2009, 130, 1941141.
(31) Wang, F. F.; Li, Z. R.;Wu, D.;Wang, B. Q.; Li, Y.; Li, Z. J.;Chen,W.; Yu, G. T.; Gu, F. L.; Aoki, Y. J. Phys. Chem. B 2008,112, 1090.
(32) Sim, F.; Chin, S.; Dupuis, M.; Rice, J. E. J. Phys. Chem. 1993,97, 1158. doi: 10.1021/j100108a010
(33) Chopra, P.; Carlacci, L.; King, H. F.; Prasad, P. N. J. Phys. Chem. 1989, 93, 3304. doi: 10.1021/j100345a082
(34) Frisch, M. J.; Trucks, G.W.; Schlegel, H. B.; et al. Gaussian 09 W, Revision A.02; Gaussian Inc.:Wallingford, CT, 2009.

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