Citation: 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[J]. Acta Physico-Chimica Sinica, ;2013, 29(12): 2543-2550. doi: 10.3866/PKU.WHXB201310232 shu

Nonlinear Optical Properties of Green Fluorescent Protein Chromophore Coupled Diradicals

1.
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

Received Date: 29 July 2013
Available Online: 23 October 2013
Fund Project: 国家自然科学基金(21173035)资助项目 (21173035)

The geometries, polarizabilities (α_s), and first hyperpolarizabilities (β_tot) 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 β_tot values of the studied compounds increase with increasing strength of the electron-withdrawing ability of the substituent, whereas the β_tot values decrease significantly with increasing strength of the electron-donating ability of the substituent. For cis isomers, the trends in the changes in the β_tot values are the opposite of those for trans isomers on introduction of a donor/acceptor. Significantly, photoisomerization can lead to the different β_tot values. The β_tot values of cis isomers are smaller than those of trans isomers when electron acceptors are introduced. For example, the β_tot 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 β_tot values of trans isomers are smaller than those of cis isomers when electron donors are introduced. For example, the β_tot 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.
- Diradical,
- Non linear optical property,
- Photoisomerization,
- Switch,
- Density functional theory
1. [1]
  
  (1) Nakano, M.; Yamaguchi, K. J. Chem. Phys. Lett. 1993, 206,285. doi: 10.1016/0009-2614(93)85553-Z
2. [2]
  (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. [3]
  (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. [4]
  (4) Liu, C. G.; Guan, X. H.; Su, Z. M. J. Phys. Chem. C 2011, 115,6024. doi: 10.1021/jp111797n
5. [5]
  (5) Nakano, M.; Nagao, H.; Yamaguchi, K. Chem. Phys. Lett. 1999,311, 221. doi: 10.1016/S0009-2614(99)00852-0
6. [6]
  (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. [7]
  (7) Ohta, S.; Nakano, M.; Kubo, T. J. Phys. Chem. A 2007, 111,3633. doi: 10.1021/jp0713662
8. [8]
  (8) Ratera, I.; Veciana, J. Chem. Soc. Rev. 2012, 41, 303. doi: 10.1039/c1cs15165g
9. [9]
  (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. [10]
  (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. [11]
  (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. [12]
  (12) Caneschi, A.; Gatteschi, D.; Rey, P.; Sessoli, R. Inorg. Chem.1991, 30, 3936. doi: 10.1021/ic00020a029
13. [13]
  (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. [14]
  (14) Coe, B. J.; Harris, J. A.; Jones, L. A. J. Am. Chem. Soc. 2005,127, 4845. doi: 10.1021/ja0424124
15. [15]
  (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. [16]
  (16) Nakatani, K.; Delaire, J. A. Chem. Mater. 1997, 9, 2682. doi: 10.1021/cm970369w
17. [17]
  (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. [18]
  (18) Liu, C. G.; Su, Z. M.; Guan, X. H.; Muhammad, S. J. Phys. Chem. C 2011, 115, 23946. doi: 10.1021/jp2049958
19. [19]
  (19) Brook, D. J. R.; Yee, G. T. J. Org. Chem. 2006, 71, 4889. doi: 10.1021/jo060165b
20. [20]
  (20) Herebian, D.;Wieghardt, K. E.; Neese, F. J. Am. Chem. Soc.2003, 125, 10997. doi: 10.1021/ja030124m
21. [21]
  (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. [22]
  (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. [23]
  (23) Lamère, J. F.; Sasaki, I.; Lacroix, P. G. New J. Chem. 2006, 30,921. doi: 10.1039/b601315e
24. [24]
  (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. [25]
  (25) Tsien, R. Y. Annu. Rev. Biochem. 1998, 67, 509. doi: 10.1146/annurev.biochem.67.1.509
26. [26]
  (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. [27]
  (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. [28]
  (28) Bhattacharya, D.; Panda, A.; Shil, S.; swamia, T.; Misra, A.Phys. Chem. Chem. Phys. 2012, 14, 6905. doi: 10.1039/c2cp00053a
29. [29]
  (29) Shil, S.; Misra, A. J. Phys. Chem. A 2010, 114, 2022. doi: 10.1021/jp910661g
30. [30]
  (30) Limacher, P. A.; Mikkelsen, K. V.; Luthi, H. P. J. Chem. Phys.2009, 130, 1941141.
31. [31]
  (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. [32]
  (32) Sim, F.; Chin, S.; Dupuis, M.; Rice, J. E. J. Phys. Chem. 1993,97, 1158. doi: 10.1021/j100108a010
33. [33]
  (33) Chopra, P.; Carlacci, L.; King, H. F.; Prasad, P. N. J. Phys. Chem. 1989, 93, 3304. doi: 10.1021/j100345a082
34. [34]
  (34) Frisch, M. J.; Trucks, G.W.; Schlegel, H. B.; et al. Gaussian 09 W, Revision A.02; Gaussian Inc.:Wallingford, CT, 2009.
1. [1]
  Hao XU , Ruopeng LI , Peixia YANG , Anmin LIU , Jie BAI . Regulation mechanism of halogen axial coordination atoms on the oxygen reduction activity of Fe-N₄ site: A density functional theory study. Chinese Journal of Inorganic Chemistry, 2025, 41(4): 695-701. doi: 10.11862/CJIC.20240302
2. [2]
  Zhiwen HUANG , Qi LIU , Jianping LANG . W/Cu/S cluster-based supramolecular macrocycles and their third-order nonlinear optical responses. Chinese Journal of Inorganic Chemistry, 2025, 41(1): 79-87. doi: 10.11862/CJIC.20240184
3. [3]
  Danqing Wu , Jiajun Liu , Tianyu Li , Dazhen Xu , Zhiwei Miao . Research Progress on the Simultaneous Construction of C—O and C—X Bonds via 1,2-Difunctionalization of Olefins through Radical Pathways. University Chemistry, 2024, 39(11): 146-157. doi: 10.12461/PKU.DXHX202403087
4. [4]
  Meifeng Zhu , Jin Cheng , Kai Huang , Cheng Lian , Shouhong Xu , Honglai Liu . Classical Density Functional Theory for Understanding Electrochemical Interface. University Chemistry, 2025, 40(3): 148-152. doi: 10.12461/PKU.DXHX202405166
5. [5]
  Kaifu Zhang , Shan Gao , Bin Yang . Application of Theoretical Calculation with Fun Practice in Raman Spectroscopy Experimental Teaching. University Chemistry, 2025, 40(3): 62-67. doi: 10.12461/PKU.DXHX202404045
6. [6]
  Jie ZHAO , Sen LIU , Qikang YIN , Xiaoqing LU , Zhaojie WANG . Theoretical calculation of selective adsorption and separation of CO₂ by alkali metal modified naphthalene/naphthalenediyne. Chinese Journal of Inorganic Chemistry, 2024, 40(3): 515-522. doi: 10.11862/CJIC.20230385
7. [7]
  Jie ZHAO , Huili ZHANG , Xiaoqing LU , Zhaojie WANG . Theoretical calculations of CO₂ capture and separation by functional groups modified 2D covalent organic framework. Chinese Journal of Inorganic Chemistry, 2025, 41(2): 275-283. doi: 10.11862/CJIC.20240213
8. [8]
  Baitong Wei , Jinxin Guo , Xigong Liu , Rongxiu Zhu , Lei Liu . Theoretical Study on the Structure, Stability of Hydrocarbon Free Radicals and Selectivity of Alkane Chlorination Reaction. University Chemistry, 2025, 40(3): 402-407. doi: 10.12461/PKU.DXHX202406003
9. [9]
  Lei Shi . Nucleophilicity and Electrophilicity of Radicals. University Chemistry, 2024, 39(11): 131-135. doi: 10.3866/PKU.DXHX202402018
10. [10]
  Min LIU , Huapeng RUAN , Zhongtao FENG , Xue DONG , Haiyan CUI , Xinping WANG . Neutral boron-containing radical dimers. Chinese Journal of Inorganic Chemistry, 2025, 41(1): 123-130. doi: 10.11862/CJIC.20240362
11. [11]
  Maitri Bhattacharjee , Rekha Boruah Smriti , R. N. Dutta Purkayastha , Waldemar Maniukiewicz , Shubhamoy Chowdhury , Debasish Maiti , Tamanna Akhtar . Synthesis, structural characterization, bio-activity, and density functional theory calculation on Cu(Ⅱ) complexes with hydrazone-based Schiff base ligands. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1409-1422. doi: 10.11862/CJIC.20240007
12. [12]
  Xiaochen Zhang , Fei Yu , Jie Ma . 多角度数理模拟在电容去离子中的前沿应用. Acta Physico-Chimica Sinica, 2024, 40(11): 2311026-. doi: 10.3866/PKU.WHXB202311026
13. [13]
  Weina Wang , Lixia Feng , Fengyi Liu , Wenliang Wang . Computational Chemistry Experiments in Facilitating the Study of Organic Reaction Mechanism: A Case Study of Electrophilic Addition of HCl to Asymmetric Alkenes. University Chemistry, 2025, 40(3): 206-214. doi: 10.12461/PKU.DXHX202407022
14. [14]
  Yufang GAO , Nan HOU , Yaning LIANG , Ning LI , Yanting ZHANG , Zelong LI , Xiaofeng LI . Nano-thin layer MCM-22 zeolite: Synthesis and catalytic properties of trimethylbenzene isomerization reaction. Chinese Journal of Inorganic Chemistry, 2024, 40(6): 1079-1087. doi: 10.11862/CJIC.20240036
15. [15]
  Jiajia Li , Xiangyu Zhang , Zhihan Yuan , Zhengyang Qian , Jian Zhu . 3D Printing Based on Photo-Induced Reversible Addition-Fragmentation Chain Transfer Polymerization. University Chemistry, 2024, 39(5): 11-19. doi: 10.3866/PKU.DXHX202309073
16. [16]
  Zijian Zhao , Yanxin Shi , Shicheng Li , Wenhong Ruan , Fang Zhu , Jijun Jiang . A New Exploration of the Preparation of Polyacrylic Acid by Free Radical Polymerization Based on the Concept of Green Chemistry. University Chemistry, 2024, 39(5): 315-324. doi: 10.3866/PKU.DXHX202311094
17. [17]
  .
  CCS Chemistry | 超分子活化底物为自由基促进高效选择性光催化氧化
  . CCS Chemistry, 2025, 7(10.31635/ccschem.025.202405229): -.
18. [18]
  Rui Gao , Ying Zhou , Yifan Hu , Siyuan Chen , Shouhong Xu , Qianfu Luo , Wenqing Zhang . Design, Synthesis and Performance Experiment of Novel Photoswitchable Hybrid Tetraarylethenes. University Chemistry, 2024, 39(5): 125-133. doi: 10.3866/PKU.DXHX202310050
19. [19]
  Zhongyan Cao , Shengnan Jin , Yuxia Wang , Yiyi Chen , Xianqiang Kong , Yuanqing Xu . Advances in Highly Selective Reactions Involving Phenol Derivatives as Aryl Radical Precursors. University Chemistry, 2025, 40(4): 245-252. doi: 10.12461/PKU.DXHX202405186
20. [20]
  Yuan GAO , Yiming LIU , Chunhui WANG , Zhe HAN , Chaoyue FAN , Jie QIU . A hexanuclear cerium oxo cluster stabilized by furoate: Synthesis, structure, and remarkable ability to scavenge hydroxyl radicals. Chinese Journal of Inorganic Chemistry, 2025, 41(3): 491-498. doi: 10.11862/CJIC.20240271

Get Citation

PDF

XML

Metrics

PDF Downloads(529)
Abstract views(658)
HTML views(8)

通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142