Bright-Yellow-Emissive N-Doped Carbon Dots: Preparation, Cellular Imaging, and Bifunctional Sensing

ACS Applied Materials and Interfaces

Volumn 7, Issue 41, 2015, Pages 23231-23238

  Jiang, Kai ^a,b   Sun, Shan ^a   Zhang, Ling ^a   Wang, Yuhui ^a   Cai, Congzhong ^b   Lin, Hengwei ^a  

^a NINGBO INSTITUTE OF MATERIALS TECHNOLOGY AND ENGINEERING   (China)

^b CHONGQING UNIVERSITY   (China)

Author keywords

bifunctional sensing; bioimaging; carbon dots; N doping; yellow emission

Indexed keywords

AMINO ACIDS; BIOCOMPATIBILITY; FLUORESCENCE; SILVER;

BI-FUNCTIONAL; BIO-IMAGING; CARBON DOTS; N-DOPING; YELLOW EMISSIONS;

DOPING (ADDITIVES);

CARBON; CYSTEINE; GAMMA CYCLODEXTRIN DERIVATIVE; SILVER;

ATOMIC FORCE MICROSCOPY; CELL DEATH; CHEMISTRY; DRUG EFFECTS; FLUORESCENCE; HUMAN; LUMINESCENCE; MCF 7 CELL LINE; MOLECULAR IMAGING; PROCEDURES; ULTRAVIOLET SPECTROPHOTOMETRY;

CARBON; CELL DEATH; CYSTEINE; FLUORESCENCE; GAMMA-CYCLODEXTRINS; HUMANS; LUMINESCENCE; MCF-7 CELLS; MICROSCOPY, ATOMIC FORCE; MOLECULAR IMAGING; SILVER; SPECTROPHOTOMETRY, ULTRAVIOLET;

EID: 84945422157     PISSN: 19448244     EISSN: 19448252     Source Type: Journal    
DOI: 10.1021/acsami.5b07255     Document Type: Article

References (55)

1. Xu, X.; Ray, R.; Gu, Y.; Ploehn, H. J.; Gearheart, L.; Raker, K.; Scrivens, W. A. Electrophoretic Analysis and Purification of Fluorescent Single-Walled Carbon Nanotube Fragments J. Am. Chem. Soc. 2004, 126, 12736-12737 10.1021/ja040082h
2. Sun, Y. P.; Zhou, B.; Lin, Y.; Wang, W.; Fernando, K. A. S.; Pathak, P.; Meziani, M. J.; Harruff, B. A.; Wang, X.; Wang, H.; Luo, P. G.; Yang, H.; Kose, M. E.; Chen, B.; Veca, L. M.; Xie, S. Y. Quantum-Sized Carbon Dots for Bright and Colorful Photoluminescence J. Am. Chem. Soc. 2006, 128, 7756-7757 10.1021/ja062677d
3. Zhu, S.; Meng, Q.; Wang, L.; Zhang, J.; Song, Y.; Jin, H.; Zhang, K.; Sun, H.; Wang, H.; Yang, B. Highly Photoluminescent Carbon Dots for Multicolor Patterning, Sensors, and Bioimaging Angew. Chem., Int. Ed. 2013, 52, 3953-3957 10.1002/anie.201300519
4. Wang, L.; Wang, Y.; Xu, T.; Liao, H.; Yao, C.; Liu, Y.; Li, Z.; Chen, Z.; Pan, D.; Sun, L.; Wu, M. Gram-Scale Synthesis of Single-Crystalline Graphene Quantum Dots with Superior Optical Properties Nat. Commun. 2014, 5, 5357 10.1038/ncomms6357
5. Jiang, K.; Sun, S.; Zhang, L.; Lu, Y.; Wu, A.; Cai, C.; Lin, H. Red, Green, and Blue Luminescence by Carbon Dots: Full-Color Emission Tuning and Multicolor Cellular Imaging Angew. Chem., Int. Ed. 2015, 54, 5360-5363 10.1002/anie.201501193
6. Hu, S.; Trinchi, A.; Atkin, P.; Cole, I. Tunable Photoluminescence Across the Entire Visible Spectrum from Carbon Dots Excited by White Light Angew. Chem., Int. Ed. 2015, 54, 2970-2974 10.1002/anie.201411004
7. Baker, S. N.; Baker, G. A. Luminescent Carbon Nanodots: Emergent Nanolights Angew. Chem., Int. Ed. 2010, 49, 6726-6744 10.1002/anie.200906623
8. Li, H.; Kang, Z.; Liu, Y.; Lee, S. T. Carbon Nanodots: Synthesis, Properties and Applications J. Mater. Chem. 2012, 22, 24230-24253 10.1039/c2jm34690g
9. Wang, Y.; Hu, A. Carbon Quantum Dots: Synthesis, Properties and Applications J. Mater. Chem. C 2014, 2, 6921-6939 10.1039/C4TC00988F
10. Lim, S. Y.; Shen, W.; Gao, Z. Carbon Quantum Dots and their Applications Chem. Soc. Rev. 2015, 44, 362-381 10.1039/C4CS00269E
11. Zheng, X. T.; Ananthanarayanan, A.; Luo, K. Q.; Chen, P. Glowing Graphene Quantum Dots and Carbon Dots: Properties, Syntheses, and Biological Applications Small 2015, 11, 1620-1636 10.1002/smll.201402648
12. Zhu, S.; Song, Y.; Zhao, X.; Shao, J.; Zhang, J.; Yang, B. The Photoluminescence Mechanism in Carbon Dots (Graphene Quantum Dots, Carbon Nanodots, and Polymer Dots): Current State and Future Perspective Nano Res. 2015, 8, 355-381 10.1007/s12274-014-0644-3
13. Esteves da Silva, J. C. G.; Gonçalves, H. M. R. Analytical and Bioanalytical Applications of Carbon Dots TrAC, Trends Anal. Chem. 2011, 30, 1327-1336 10.1016/j.trac.2011.04.009
14. Yang, L.; Jiang, W.; Qiu, L.; Jiang, X.; Zuo, D.; Wang, D.; Yang, L. One Pot Synthesis of Highly Luminescent Polyethylene Glycol Anchored Carbon Dots Functionalized with a Nuclear Localization Signal Peptide for Cell Nucleus Imaging Nanoscale 2015, 7, 6104-6113 10.1039/C5NR01080B
15. Xie, Z.; Wang, F.; Liu, C. Y. Organic-Inorganic Hybrid Functional Carbon Dot Gel Glasses Adv. Mater. 2012, 24, 1716-1721 10.1002/adma.201104962
16. Zhu, S.; Zhang, J.; Tang, S.; Qiao, C.; Wang, L.; Wang, H.; Liu, X.; Li, B.; Li, Y.; Yu, W.; Wang, X.; Sun, H.; Yang, B. Surface Chemistry Routes to Modulate the Photoluminescence of Graphene Quantum Dots: From Fluorescence Mechanism to Up-Conversion Bioimaging Applications Adv. Funct. Mater. 2012, 22, 4732-4740 10.1002/adfm.201201499
17. Chen, P. C.; Chen, Y.-N.; Hsu, P. C.; Shih, C.-C.; Chang, H. T. Photoluminescent Organosilane-Functionalized Carbon Dots as Temperature Probes Chem. Commun. 2013, 49, 1639-1641 10.1039/c3cc38486a
18. Lai, S. K.; Luk, C. M.; Tang, L.; Teng, K. S.; Lau, S. P. Photoresponse of Polyaniline-Functionalized Graphene Quantum Dots Nanoscale 2015, 7, 5338-5343 10.1039/C4NR07565J
19. Qi, B.-P.; Hu, H.; Bao, L.; Zhang, Z. L.; Tang, B.; Peng, Y.; Wang, B. S.; Pang, D. W. An Efficient Edge-Functionalization Method to Tune the Photoluminescence of Graphene Quantum Dots Nanoscale 2015, 7, 5969-5973 10.1039/C5NR00842E
20. Shan, X.; Chai, L.; Ma, J.; Qian, Z.; Chen, J.; Feng, H. B-Doped Carbon Quantum Dots as a Sensitive Fluorescence Probe for Hydrogen Peroxide and Glucose Detection Analyst 2014, 139, 2322-2325 10.1039/c3an02222f
21. Bourlinos, A. B.; Trivizas, G.; Karakassides, M. A.; Baikousi, M.; Kouloumpis, A.; Gournis, D.; Bakandritsos, A.; Hola, K.; Kozak, O.; Zboril, R.; Papagiannouli, I.; Aloukos, P.; Couris, S. Green and Simple Route Toward Boron Doped Carbon Dots with Significantly Enhanced Non-Linear Optical Properties Carbon 2015, 83, 173-179 10.1016/j.carbon.2014.11.032
22. Li, W.; Zhang, Z.; Kong, B.; Feng, S.; Wang, J.; Wang, L.; Yang, J.; Zhang, F.; Wu, P.; Zhao, D. Simple and Green Synthesis of Nitrogen-Doped Photoluminescent Carbonaceous Nanospheres for Bioimaging Angew. Chem., Int. Ed. 2013, 52, 8151-8155 10.1002/anie.201303927
23. Zhang, Y. Q.; Ma, D. K.; Zhuang, Y.; Zhang, X.; Chen, W.; Hong, L. L.; Yan, Q. X.; Yu, K.; Huang, S. M. One-Pot Synthesis of N-Doped Carbon Dots with Tunable Luminescence Properties J. Mater. Chem. 2012, 22, 16714-16718 10.1039/c2jm32973e
24. Qian, Z.; Ma, J.; Shan, X.; Feng, H.; Shao, L.; Chen, J. Highly Luminescent N-Doped Carbon Quantum Dots as an Effective Bifunctional Fluorescence Sensing Platform Chem.-Eur. J. 2014, 20, 2254-2263 10.1002/chem.201304374
25. Chandra, S.; Patra, P.; Pathan, S. H.; Roy, S.; Mitra, S.; Layek, A.; Bhar, R.; Pramanik, P.; Goswami, A. Luminescent S-Doped Carbon Dots: an Emergent Architecture for Multimodal Applications J. Mater. Chem. B 2013, 1, 2375-2382 10.1039/c3tb00583f
26. Xu, Q.; Pu, P.; Zhao, J.; Dong, C.; Gao, C.; Chen, Y.; Chen, J.; Liu, Y.; Zhou, H. Preparation of Highly Photoluminescent Sulfur-Doped Carbon Dots for Fe(iii) Detection J. Mater. Chem. A 2015, 3, 542-546 10.1039/C4TA05483K
27. Qian, Z.; Shan, X.; Chai, L.; Ma, J.; Chen, J.; Feng, H. Si-Doped Carbon Quantum Dots: A Facile and General Preparation Strategy, Bioimaging Application, and Bifunctional Sensor ACS Appl. Mater. Interfaces 2014, 6, 6797-6805 10.1021/am500403n
28. Yang, S.; Sun, J.; He, P.; Deng, X.; Wang, Z.; Hu, C.; Ding, G.; Xie, X. Selenium Doped Graphene Quantum Dots as an Ultrasensitive Redox Fluorescent Switch Chem. Mater. 2015, 27, 2004-2011 10.1021/acs.chemmater.5b00112
29. Han, Y.; Tang, D.; Yang, Y.; Li, C.; Kong, W.; Huang, H.; Liu, Y.; Kang, Z. Non-Metal Single/Dual Doped Carbon Quantum Dots: a General Flame Synthetic Method and Electro-Catalytic Properties Nanoscale 2015, 7, 5955-5962 10.1039/C4NR07116F
30. Yang, S.; Sun, J.; Li, X.; Zhou, W.; Wang, Z.; He, P.; Ding, G.; Xie, X.; Kang, Z.; Jiang, M. Large-Scale Fabrication of Heavy Doped Carbon Quantum Dots with Tunable-Photoluminescence and Sensitive Fluorescence Detection J. Mater. Chem. A 2014, 2, 8660-8667 10.1039/c4ta00860j
31. Li, Z.; Yu, H.; Bian, T.; Zhao, Y.; Zhou, C.; Shang, L.; Liu, Y.; Wu, L.-Z.; Tung, C. H.; Zhang, T. Highly Luminescent Nitrogen-Doped Carbon Quantum Dots as Effective Fluorescent Probes for Mercuric and Iodide Ions J. Mater. Chem. C 2015, 3, 1922-1928 10.1039/C4TC02756F
32. Gupta, A.; Chaudhary, A.; Mehta, P.; Dwivedi, C.; Khan, S.; Verma, N. C.; Nandi, C. K. Nitrogen-Doped, Thiol-Functionalized Carbon Dots for Ultrasensitive Hg(ii) Detection Chem. Commun. 2015, 51, 10750-10753 10.1039/C5CC03019F
33. 3+ J. Mater. Chem. C 2015, 3, 291-297 10.1039/C4TC01991A
34. Wei, W.; Xu, C.; Wu, L.; Wang, J.; Ren, J.; Qu, X. Non-Enzymatic-Browning-Reaction: A Versatile Route for Production of Nitrogen-Doped Carbon Dots with Tunable Multicolor Luminescent Display Sci. Rep. 2014, 4, 3564 10.1038/srep03564
35. Hu, C.; Yu, C.; Li, M.; Wang, X.; Dong, Q.; Wang, G.; Qiu, J. Nitrogen-Ddoped Carbon Dots Decorated on Graphene: a Novel All-Carbon Hybrid Electrocatalyst for Enhanced Oxygen Reduction Reaction Chem. Commun. 2015, 51, 3419-3422 10.1039/C4CC08735F
36. Wu, Z. L.; Zhang, P.; Gao, M. X.; Liu, C. F.; Wang, W.; Leng, F.; Huang, C. Z. One-Pot Hydrothermal Synthesis of Highly Luminescent Nitrogen-Doped Amphoteric Carbon Dots for Bioimaging from Bombyx Mori Silk-Natural Proteins J. Mater. Chem. B 2013, 1, 2868-2873 10.1039/c3tb20418a
37. Wang, L.; Zhou, H. S. Green Synthesis of Luminescent Nitrogen-Doped Carbon Dots from Milk and Its Imaging Application Anal. Chem. 2014, 86, 8902-8905 10.1021/ac502646x
38. Xu, M.; He, G.; Li, Z.; He, F.; Gao, F.; Su, Y.; Zhang, L.; Yang, Z.; Zhang, Y. A Green Heterogeneous Synthesis of N-Doped Carbon Dots and their Photoluminescence Applications in Solid and Aqueous States Nanoscale 2014, 6, 10307-10315 10.1039/C4NR02792B
39. Yang, Z.; Xu, M.; Liu, Y.; He, F.; Gao, F.; Su, Y.; Wei, H.; Zhang, Y. Nitrogen-Doped, Carbon-Rich, Highly Photoluminescent Carbon Dots from Ammonium Citrate Nanoscale 2014, 6, 1890-1895 10.1039/C3NR05380F
40. Grabolle, M.; Spieles, M.; Lesnyak, V.; Gaponik, N.; Eychmüller, A.; Resch-Genger, U. Determination of the Fluorescence Quantum Yield of Quantum Dots: Suitable Procedures and Achievable Uncertainties Anal. Chem. 2009, 81, 6285-6294 10.1021/ac900308v
41. Gao, X.; Li, X.; Li, L.; Zhou, J.; Ma, H. A Simple Fluorescent Off-On Probe for the Discrimination of Cysteine from Glutathione Chem. Commun. 2015, 51, 9388-9390 10.1039/C5CC02788H
42. Lakowicz, J. R. Principles of Fluorescence Spectroscopy, 3 rd ed.; Springer-Verlag: Berlin, Heidelberg, Germany, 2006.
43. Li, Z.; Wang, Y.; Ni, Y.; Kokot, S. A Rapid and Lable-Free Dual Detection of Hg (II) and Cysteine with the Use of Fluorescence Switching of Graphene Quantum Dots Sens. Actuators, B 2015, 207, 490-497 10.1016/j.snb.2014.10.071
44. 2+ and L-Cysteine in Aqueous Biosens. Bioelectron. 2014, 51, 330-335 10.1016/j.bios.2013.07.042
45. Tang, Y.; Song, H.; Su, Y.; Lv, Y. Turn-on Persistent Luminescence Probe Based on Graphitic Carbon Nitride for Imaging Detection of Biothiols in Biological Fluids Anal. Chem. 2013, 85, 11876-11884 10.1021/ac403517u
46. Wang, W.; Lu, Y. C.; Huang, H.; Feng, J. J.; Chen, J. R.; Wang, A. J. Facile Synthesis of Water-soluble and Biocompatible Fluorescent Nitrogen-doped Carbon Dots for Cell Imaging Analyst 2014, 139, 1692-1696 10.1039/c3an02098c
47. 2+ and Biothiols in Complex Matrices Chem. Commun. 2012, 48, 1147-1149 10.1039/C2CC16791C
48. Deng, J.; Lu, Q.; Hou, Y.; Liu, M.; Li, H.; Zhang, Y.; Yao, S. Nanosensor Composed of Nitrogen-Doped Carbon Dots and Gold Nanoparticles for Highly Selective Detection of Cysteine with Multiple Signals Anal. Chem. 2015, 87, 2195-2203 10.1021/ac503595y
49. Liu, J.; Zhang, X.; Cong, Z.; Xhen, Z.; Yang, H.; Chen, G.-N. Glutathione-Functionalized Graphene Quantum Dots as Selective Fluorescent Probes for Phosphate-Containing Metabolites Nanoscale 2013, 5, 1810 10.1039/c3nr33794d
50. Zaijun, L.; Qiying, Z.; Jiaomai, P. Recent Advances with Regard to Triazene Derivatives as Chromogenic Reagents in Analytical Chemistry Rev. Anal. Chem. 2003, 22, 191-232 10.1515/REVAC.2003.22.3.191
51. Ueno, T.; Nagano, T. Flurescent Probes for Sensing and Imaging Nat. Methods 2011, 8, 642-645 10.1038/nmeth.1663
52. Seshadri, S.; Beiser, A.; Selhub, J.; Jacques, P. F.; Rosenberg, I. H.; D'Agostino, R. B.; Wilson, P. W. F.; Wolf, P. A. Plasma Homocysteine as a Risk Factor for Dementia and Alzheimer"'s Disease N. Engl. J. Med. 2002, 346, 476-483 10.1056/NEJMoa011613
53. Yoshida, Y.; Ohiwa, Y.; Shimamura, M.; Izumi, T.; Yoshida, S.; Takahashi, K.; Miyairi, S.; Makimura, M.; Naganuma, A. Optimum Conditions for Derivatization of Glutathione, Cysteine and Cysteinylglycine in Human Plasma with Ammonium 7-Fluorobenzo-2-Oxa-1,3 -Diazole-4-Sulfonate for Accurate Quantitation by High-Performance Liquid Chromatography J. Health Sci. 2003, 49, 527-530 10.1248/jhs.49.527
54. 2 Nanosheet Architecture for Glutathione Sensing in Human Whole Blood Samples Chem. Commun. 2015, 51, 12748-12751 10.1039/C5CC04905A
55. Jia, M.-Y.; Niu, L.-Y.; Zhang, Y.; Yang, Q.-Z.; Tung, C.-H.; Guan, Y.-F.; Feng, L. BODIPY-Based Fluorometric Sensor for the Simultaneous Determination of Cys, Hcy, and GSH in Human Serum ACS Appl. Mater. Interfaces 2015, 7, 5907-5914 10.1021/acsami.5b00122