journal article·2016-05-11

Self-Assembly of Electron Donor–Acceptor-Based Carbazole Derivatives: Novel Fluorescent Organic Nanoprobes for Both One- and Two-Photon Cellular Imaging

Jinfeng Zhang, Wencheng Chen, Sergii Kalytchuk, King Fai Li, Rui Chen, Chihaya Adachi, Zhan Chen, Andrey L. Rogach, Guangyu Zhu, Peter K. N. Yu, Wenjun Zhang, Kok Wai Cheah, Xiaohong Zhang, Chun-Sing Lee

Publisher page

Abstract

In this study, we report fluorescent organic nanoprobes with intense blue, green, and orange-red emissions prepared by self-assembling three carbazole derivatives into nanorods/nanoparticles. The three compounds consist of two or four electron-donating carbazole groups linked to a central dicyanobenzene electron acceptor. Steric hindrance from the carbazole groups leads to noncoplanar 3D molecular structures favorable to fluorescence in the solid state, while the donor-acceptor structures endow the molecules with good two-photon excited emission properties. The fluorescent organic nanoprobes exhibit good water dispersibility, low cytotoxicity, superior resistance against photodegradation and photobleaching. Both one- and two-photon fluorescent imaging were shown in the A549 cell line. Two-photon fluorescence imaging with the fluorescent probes was demonstrated to be more effective in visualizing and distinguishing cellular details compared to conventional one-photon fluorescence imaging.
Source: openalex_inverted_index · Quality: baseline

Research context

OpenAlex topics: Luminescence and Fluorescent Materials · Nanoplatforms for cancer theranostics · Photochromic and Fluorescence Chemistry

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

Affiliations

Center of Super-Diamond and Advanced Films (COSDAF), City University of Hong Kong, Kowloon, Hong Kong & City University of Hong Kong Shenzhen Research Institute, Shenzhen, Guangdong, P. R. China

Department of Physics and Institute of Advanced Materials, Hong Kong Baptist University, Kowloon Tong, Hong Kong SAR 999077, P. R. China

Center for Organic Photonics and Electronics Research (OPERA), Kyushu University, 744 Motooka, Nishi-ku, Fukuoka 819-0395, Japan

Nano-organic Photoelectronic Laboratory, Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Beijing 100190, P. R. China

Institute of Functional Nano & Soft Materials (FUNSOM), Jiangsu Key Laboratory for Carbon-Based Functional Materials & Devices, and Collaborative Innovation Center of Suzhou Nano Science and Technology, Soochow University, Suzhou, Jiangsu 215123, P. R. China

Funding

Japan Science and Technology Agency · National Natural Science Foundation of China · Priority Academic Program Development of Jiangsu Higher Education Institutions

References (70)

Show source-provided references
1. 10.1126/science.112461810.1126/science.1124618 ↗
2. 10.1038/nchem.150010.1038/nchem.1500 ↗
3. 10.1038/nmat381910.1038/nmat3819 ↗
4. 10.1002/smll.20120081410.1002/smll.201200814 ↗
5. 10.1002/anie.20110702510.1002/anie.201107025 ↗
6. 10.1021/cr200359p10.1021/cr200359p ↗
7. 10.1002/anie.20140889710.1002/anie.201408897 ↗
8. 10.1021/ar500116d10.1021/ar500116d ↗
9. 10.1126/science.281.5385.201610.1126/science.281.5385.2016 ↗
10. 10.1039/c3cs60036j10.1039/c3cs60036j ↗
11. 10.1021/ar300346410.1021/ar3003464 ↗
12. 10.1021/ar500215v10.1021/ar500215v ↗
13. 10.1002/adfm.20140386310.1002/adfm.201403863 ↗
14. 10.1021/nl203526f10.1021/nl203526f ↗
15. 10.1021/nn103304m10.1021/nn103304m ↗
16. 10.1039/c2cc16486h10.1039/c2cc16486h ↗
17. 10.1021/nl203784m10.1021/nl203784m ↗
18. 10.1002/anie.20120513310.1002/anie.201205133 ↗
19. 10.1002/adfm.20110176410.1002/adfm.201101764 ↗
20. 10.1039/C3CS60036J10.1039/C3CS60036J ↗
21. 10.1039/C4CC07783K10.1039/C4CC07783K ↗
22. 10.1039/C2CS35392J10.1039/C2CS35392J ↗
23. 10.1021/ar300040z10.1021/ar300040z ↗
24. 10.1021/nn302288r10.1021/nn302288r ↗
25. 10.1002/adfm.20140019910.1002/adfm.201400199 ↗
26. 10.1039/c3tb20271b10.1039/c3tb20271b ↗
27. 10.1039/C5NR03259H10.1039/C5NR03259H ↗
28. 10.1021/ja207534510.1021/ja2075345 ↗
29. 10.1021/ja302482k10.1021/ja302482k ↗
30. 10.1021/nn501073x10.1021/nn501073x ↗
31. 10.1039/c3cc43413c10.1039/c3cc43413c ↗
32. 10.1002/adma.20130460210.1002/adma.201304602 ↗
33. 10.1002/ange.20150147810.1002/ange.201501478 ↗
34. 10.1007/s12274-015-0748-410.1007/s12274-015-0748-4 ↗
35. 10.1021/acsnano.5b0251310.1021/acsnano.5b02513 ↗
36. 10.1021/acsami.5b0853910.1021/acsami.5b08539 ↗
37. 10.1002/adma.20140135610.1002/adma.201401356 ↗
38. 10.1002/adfm.20070080310.1002/adfm.200700803 ↗
39. 10.1021/cr500442510.1021/cr5004425 ↗
40. 10.1021/jp026710410.1021/jp0267104 ↗
41. 10.1021/ja994497s10.1021/ja994497s ↗
42. 10.1021/j100012a02610.1021/j100012a026 ↗
43. 10.1038/nature1168710.1038/nature11687 ↗
44. 10.1021/cm400945h10.1021/cm400945h ↗
45. 10.1039/C3MH00079F10.1039/C3MH00079F ↗
46. 10.1002/adma.20060249610.1002/adma.200602496 ↗
47. 10.1039/b915995a10.1039/b915995a ↗
48. 10.1016/j.orgel.2015.05.02410.1016/j.orgel.2015.05.024 ↗
49. 10.1002/chem.20140455510.1002/chem.201404555 ↗
50. 10.1039/c0ee00008f10.1039/c0ee00008f ↗
51. 10.1016/S0009-2614(02)01058-810.1016/S0009-2614(02)01058-8 ↗
52. 10.1016/S0009-2614(03)00178-710.1016/S0009-2614(03)00178-7 ↗
53. 10.1002/adma.20080102310.1002/adma.200801023 ↗
54. 10.1039/c3cp52255e10.1039/c3cp52255e ↗
55. 10.1039/c1ob05123g10.1039/c1ob05123g ↗
56. 10.1039/c2sc00771a10.1039/c2sc00771a ↗
57. 10.1007/s00894-011-1258-210.1007/s00894-011-1258-2 ↗
58. 10.1039/C4SC00283K10.1039/C4SC00283K ↗
59. 10.1002/anie.20110610210.1002/anie.201106102 ↗
60. 10.1002/adma.20130312410.1002/adma.201303124 ↗
61. 10.1039/c3cc48916g10.1039/c3cc48916g ↗
62. 10.1021/acsami.5b0376610.1021/acsami.5b03766 ↗
63. 10.1021/nn507072r10.1021/nn507072r ↗
64. 10.1002/adfm.20150001010.1002/adfm.201500010 ↗
65. 10.1016/S0009-2614(03)00329-410.1016/S0009-2614(03)00329-4 ↗
66. 10.1002/1099-1395(200006)13:6<347::AID-POC251>3.0.CO;2-E10.1002/1099-1395(200006)13:6<347::AID-POC251>3.0.CO;2-E ↗
67. 10.1039/tf961570168610.1039/tf9615701686 ↗
68. 10.1080/0026897700010017110.1080/00268977000100171 ↗
69. 10.1021/ja064210910.1021/ja0642109 ↗
70. 10.1111/j.1365-2818.1995.tb03576.x10.1111/j.1365-2818.1995.tb03576.x ↗