journal article·2012-03-13

Assembly, Two-Photon Absorption, and Bioimaging of Living Cells of A Cuprous Cluster

Xuchun Wang, Xiaohe Tian, Qiong Zhang, Pingping Sun, Jieying Wu, Hongping Zhou, Baokang Jin, Jiaxiang Yang, Shengyi Zhang, Chuankui Wang, Xutang Tao, Minhua Jiang, Yupeng Tian

Chemistry of Materials· Volume 24· Issue 5
Publisher page

Abstract

A novel cuprous(I) cluster Cu 4 I 4 L 4 (L = ( E )-(4-diethylanilino-styryl)pyridine) bearing strong two-photon absorption (TPA) was obtained using a facile assembly method, and the crystal structure has been determined. Quantum chemical calculations using time-dependent density functional theory (TD-DFT) reveals that the combination of the organic ligands with the three-dimensional Cu 4 I 4 core extends the electronic delocalization in the cluster, leading to strong two-photon absorption action. The TPA cross sections (Φσ 2 ) of Cu 4 I 4 L 4 were enhanced with increasing polarity of solvents, which is quite different from the solvent effects on TPA in the literature. Compared to its free ligand, the cluster Cu 4 I 4 L 4 exhibits larger peak TPA cross sections in the near-infrared region, longer fluorescence lifetimes, higher quantum yield and photostability, lower cytotoxicity, and brighter two-photon fluorescent (TPF) bioimaging. These integrated advantages make it desirable to be applied as a two-photon fluorescent probe for labeling the nucleic acids in live cells.
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Research context

OpenAlex topics: Metal complexes synthesis and properties · Nonlinear Optical Materials Studies · Porphyrin and Phthalocyanine Chemistry

SciVX discovery tags are terminology-based. OpenAlex topics are source-provided classifications.

Affiliations

Department of Chemistry, Key Laboratory of Functional Inorganic Materials Chemistry of Anhui Province, Anhui University, Hefei, 230039, P. R. China

Department of Biomedical Science, University of Sheffield, Sheffield, United Kingdom

Department of Physics, Shandong Normal University; Jinan 250014, P. R. China

State Key Laboratory of Crystal Materials, Shandong University, Jinan, 250100, P. R. China

State Key Laboratory of Coordination Chemistry, Nanjing University, Nanjing, 230039, P. R. China

References (71)

Show source-provided references
1. He G. S. · Chem. Rev. · 2008 · 108 · 124510.1021/cr050054x ↗
2. Hales J. M. · Science · 2010 · 327 · 148510.1126/science.1185117 ↗
3. Haque S. A. · Science · 2010 · 327 · 146610.1126/science.1188291 ↗
4. Pawlicki M. · Angew. Chem., Int. Ed. · 2009 · 48 · 324410.1002/anie.200805257 ↗
5. Yuste R. · Nat. Methods · 2005 · 2 · 90210.1038/nmeth1205-902 ↗
6. Helmchen F. · Nat. Methods · 2005 · 2 · 93210.1038/nmeth818 ↗
7. Larson D. R. · Science · 2003 · 300 · 143410.1126/science.1083780 ↗
8. Gao Y. H. · J. Am. Chem. Soc. · 2009 · 131 · 520810.1021/ja808606d ↗
9. Guda R. · J. Am. Chem. Soc. · 2008 · 130 · 503210.1021/ja800341v ↗
10. Azijlstra P. · Nature · 2009 · 459 · 41010.1038/nature08053 ↗
11. Szacilowsk K. · Chem. Rev. · 2008 · 108 · 348110.1021/cr068403q ↗
12. Ford P. C. · Acc. Chem. Res. · 2008 · 41 · 19010.1021/ar700128y ↗
13. Starkey J. R. · Clin. Cancer Res. · 2008 · 14 · 656410.1158/1078-0432.CCR-07-4162 ↗
14. Beverina L. · J. Am. Chem. Soc. · 2008 · 130 · 189410.1021/ja075933a ↗
15. Lee J. H. · J. Am. Chem. Soc. · 2010 · 132 · 121610.1021/ja9090676 ↗
16. Sumalekshmy S. · Chem. Mater. · 2011 · 23 · 48310.1021/cm1021905 ↗
17. Sumalekshmy S. · Chem. Mater. · 2011 · 23 · 48310.1021/cm1021905 ↗
18. Masanta G. · J. Am. Chem. Soc. · 2011 · 133 · 569810.1021/ja200444t ↗
19. Kim H. M. · Chem.—Asian J. · 2011 · 6 · 5810.1002/asia.201000542 ↗
20. Kim M. K. · Angew. Chem., Int. Ed. · 2010 · 49 · 36410.1002/anie.200904835 ↗
21. Kim H. J. · Angew. Chem., Int. Ed. · 2010 · 49 · 678610.1002/anie.201002907 ↗
22. Kim H. M. · Angew. Chem., Int. Ed. · 2008 · 120 · 524510.1002/ange.200800929 ↗
23. Li D. · Inorg. Chem. · 2011 · 50 · 799710.1021/ic200150h ↗
24. Nuria R. · Chem. Mater. · 2011 · 23 · 322810.1021/cm2010852 ↗
25. Zhu M. -Q. · J. Am. Chem. Soc. · 2011 · 133 · 36510.1021/ja106895k ↗
26. Law G. L. · J. Am. Chem. Soc. · 2008 · 130 · 371410.1021/ja710418d ↗
27. Rendón N. · Chem. Mater. · 2011 · 23 · 322810.1021/cm2010852 ↗
28. Biswas S. · Biomacromolecules · 2011 · 12 · 44110.1021/bm1012212 ↗
29. Zipfel W. R. · Nat. Biotechnol. · 2003 · 21 · 136910.1038/nbt899 ↗
30. Montgomery C. P. · Acc. Chem. Res. · 2009 · 42 · 92510.1021/ar800174z ↗
31. Kim H. M. · Acc. Chem. Res. · 2009 · 42 · 86310.1021/ar800185u ↗
32. Botchway S. W. · Proc. Natl. Acad. Sci. U.S.A. · 2008 · 21 · 1607110.1073/pnas.0804071105 ↗
33. Xu Z. · J. Am. Chem. Soc. · 2010 · 132 · 60110.1021/ja907334j ↗
34. Taki M. · J. Am. Chem. Soc. · 2004 · 126 · 71210.1021/ja039073j ↗
35. Jiang P. · Coord. Chem. Rev. · 2004 · 248 · 20510.1016/j.cct.2003.10.013 ↗
36. Kim H. M. · Chem. Commun. · 2009 · 153
37. Zhang C. · Adv. Mater. · 2008 · 20 · 187010.1002/adma.200702645 ↗
38. Zhang C. · Coord. Chem. Rev. · 2007 · 251 · 11110.1016/j.ccr.2006.06.007 ↗
39. Powell C. E. · J. Am. Chem. Soc. · 2004 · 126 · 1223410.1021/ja048608l ↗
40. Hou H. W. · Angew. Chem., Int. Ed. · 2005 · 44 · 606710.1002/anie.200463004 ↗
41. Ford P. C. · Chem. Rev. · 1999 · 99 · 362510.1021/cr960109i ↗
42. Cariati E. · Inorg. Chem. · 2005 · 44 · 407710.1021/ic050143s ↗
43. Angelis F. D. · Inorg. Chem. · 2006 · 45 · 1057610.1021/ic061147f ↗
44. Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Montgomery, J. A., Jr.; Vreven, T.; Kudin, K. N.; Burant, J. C.; Millam, J. M.; Iyengar, S. S.; Tomasi, J.; Barone, V.; Mennucci, B.; Cossi, M.; Scalmani, G.; Rega, N.; Petersson, G. A.; Nakatsuji, H.; Hada, M.; Ehara, M.; Toyota, K.; Fukuda, R.; Hasegawa, J.; Ishida, M.; Nakajima, T.; Honda, Y.; Kitao, O.; Nakai, H.; Klene, M.; Li, X.; Knox, J. E.; Hratchian, H. P.; Cross, J. B.; Adamo, C.; Jaramillo, J.; Gomperts, R.; Stratmann, R. E.; Yazyev, O.; Austin, A. J.; Cammi, R.; Pomelli, C.; Ochterski, J. W.; Ayala, P. Y.; Morokuma, K.; Voth, G. A.; Salvador, P.; Dannenberg, J. J.; Zakrzewski, V. G.; Dapprich, S.; Daniels, A. D.; Strain, M. C.; Farkas, O.; Malick, D. K.; Rabuck, A. D.; Raghavachari, K.; Foresman, J. B.; Ortiz, J. V.; Cui, Q.; Baboul, A. G.; Clifford, S.; Cioslowski, J.; Stefanov, B. B.; Liu, G.; Liashenko, A.; Piskorz, P.; Komaromi, I.; Martin, R. L.; Fox, D. J.; Keith; T.; Al-Laham, M. A.; Peng, C. Y.; Nanayakkara, A.; Challacombe, M.; Gill, P. M. W.; Johnson, B.; Chen, W.; Wong, M. W.; Gonzalez, C.; Pople, J. A.Gaussian 03, Revision B.04;Gaussian, Inc.:Pittsburgh, PA, 2003.
45. Angelis F. D. · Inorg. Chem. · 2006 · 45 · 1057610.1021/ic061147f ↗
46. Malicki M. · Phys. Chem. Chem. Phys. · 2010 · 12 · 626710.1039/b926938j ↗
47. Lin H. C. · Chem. Commun. · 2011 · 47 · 78210.1039/C0CC02003F ↗
48. Zheng Q. D. · J. Mater. Chem. · 2005 · 15 · 57910.1039/B414197K ↗
49. Katan C. · J. Phys. Chem. B · 2010 · 114 · 315210.1021/jp911445m ↗
50. Noh S. B. · J. Mater. Chem. · 2010 · 20 · 742210.1039/c0jm00716a ↗
51. Terenziani F. · J. Am. Chem. Soc. · 2006 · 128 · 1574210.1021/ja064521j ↗
52. Shao J. J. · J. Org. Chem. · 2011 · 76 · 78010.1021/jo1017926 ↗
53. Xu C. · J. Opt. Soc. Am. B · 1996 · 13 · 48110.1364/JOSAB.13.000481 ↗
54. Huang Z. L. · Chem. Commun. · 2002 · 240010.1039/b206715c ↗
55. Tian N. · Adv. Mater. · 2007 · 19 · 198810.1002/adma.200700654 ↗
56. Li L. · Chem.—Asian J. · 2009 · 4 · 66810.1002/asia.200800402 ↗
57. Wang X. H. · J. Am. Chem. Soc. · 2010 · 132 · 1223710.1021/ja1057423 ↗
58. Hrobarikova V. · J. Org. Chem. · 2011 · 76 · 3053
59. Xu C. · Proc. Natl. Acad. Sci. U.S.A. · 1996 · 93 · 1076310.1073/pnas.93.20.10763 ↗
60. Picot A. · Inorg. Chem. · 2007 · 46 · 265910.1021/ic062181x ↗
61. Picot A. · J. Am. Chem. Soc. · 2008 · 130 · 153210.1021/ja076837c ↗
62. Hai Y. · Chem. Commun. · 2011 · 47 · 243510.1039/C0CC04113K ↗
63. Dong X. D. · Inorg. Chem. · 2010 · 49 · 254110.1021/ic100001x ↗
64. Leydet Y. · J. Am. Chem. Soc. · 2007 · 129 · 868810.1021/ja072335n ↗
65. Sheldrick, G. M.SHELXL-97, Program for Crystal Structures Refinement;University of Göttingen:Göttingen, Germany, 1997.
66. Yang L. · J. Org. Chem. · 2005 · 70 · 598710.1021/jo050665p ↗
67. Wang X. C. · Dalton Trans. · 2009 · 409610.1039/b900705a ↗
68. Woo H. Y. · J. Am. Chem. Soc. · 2005 · 127 · 1472110.1021/ja052906g ↗
69. Cronstrand P. · J. Chem. Phys. · 2002 · 117 · 1110210.1063/1.1522408 ↗
70. Liu Z. Q. · Chem.—Eur. J. · 2003 · 9 · 507410.1002/chem.200304833 ↗
71. Wenseleers W. · J. Chem. Phys. B · 2002 · 106 · 685310.1021/jp014675f ↗