1. The Institute of New Carbon Materials, Taiyuan University of Technology, Jinzhong 030600, China 2. Key Laboratory of Interface Science and Engineering in Advanced Materials (Ministry of Education), Taiyuan University of Technology, Taiyuan 030024, China 3. Interventional Treatment Department, Second Hospital of Shanxi Medical University, Taiyuan 030001, China
High fluorescence quantum yield (QY), excellent fluorescence stability, and low toxicity are essential for a good cellular imaging fluorescent probe. Green-emissive carbon quantum dots (CQDs) with many advantages, such as unique fluorescence properties, anti-photobleaching, low toxicity, fine biocompatibility and high penetration depth in tissues, have been considered as a potential candidate in cell imaging fluorescent probes. Herein, N, S-codoped green-emissive CQDs (QY= 64.03%) were synthesized by the one-step hydrothermal method, with m-phenylenediamine as the carbon and nitrogen source, and L-cysteine as the nitrogen and sulfur dopant, under the optimum condition of 200 °C reaction for 2 h. Their luminescence was found to originate from the surface state. In light of the satisfactory photobleaching resistance and the low cytotoxicity, CQDs were used as a cell imaging probe for HeLa cell imaging. The results clearly indicate that cells can be labeled with CQDs, which can not only enter the cytoplasm, but also enter the nucleus through the nuclear pore, showing their broad application prospect in the field of cell imaging.
F Yuan, T Yuan, L Sui, et al.. Engineering triangular carbon quantum dots with unprecedented narrow bandwidth emission for multicolored LEDs. Nature Communications, 2018, 9(1): 2249 https://doi.org/10.1038/s41467-018-04635-5
pmid: 29884873
2
D X Yang, D Qu, X Miao, et al.. TiO2 sensitized by red-, green-, blue-emissive carbon dots for enhanced H2 production. Rare Metals, 2019, 38(5): 404–412 https://doi.org/10.1007/s12598-019-01236-z
3
S Huang, E Yang, J Yao, et al.. Red emission nitrogen, boron, sulfur co-doped carbon dots for “on-off-on” fluorescent mode detection of Ag+ ions and l-cysteine in complex biological fluids and living cells. Analytica Chimica Acta, 2018, 1035: 192–202 https://doi.org/10.1016/j.aca.2018.06.051
pmid: 30224139
4
Y Song, X Yan, Z Li, et al.. Highly photoluminescent carbon dots derived from linseed and their applications in cellular imaging and sensing. Journal of Materials Chemistry B: Materials for Biology and Medicine, 2018, 6(19): 3181–3187 https://doi.org/10.1039/C8TB00116B
pmid: 32254352
5
W F Chen, D J Li, L Tian, et al.. Synthesis of graphene quantum dots from natural polymer starch for cell imaging. Green Chemistry, 2018, 20(19): 4438–4442 https://doi.org/10.1039/C8GC02106F
6
Y B Liu, D Y Chao, L Zhou, et al.. Yellow emissive carbon dots with quantum yield up to 68.6% from manganese ions. Carbon, 2018, 135: 253–259 https://doi.org/10.1016/j.carbon.2018.02.004
7
Y Cheng, C Li, R Mu, et al.. Dynamically long-term imaging of cellular RNA by fluorescent carbon dots with surface isoquinoline moieties and amines. Analytical Chemistry, 2018, 90(19): 11358–11365 https://doi.org/10.1021/acs.analchem.8b02301
pmid: 30168325
8
W L Gao, Y M Ma, Y M Zhou, et al.. High photoluminescent nitrogen-doped carbon dots with unique double wavelength fluorescence emission for cell imaging. Materials Letters, 2018, 216: 84–87 https://doi.org/10.1016/j.matlet.2018.01.002
9
W U Khan, D Wang, Y Wang. Highly green emissive nitrogen-doped carbon dots with excellent thermal stability for bioimaging and solid-state LED. Inorganic Chemistry, 2018, 57(24): 15229–15239 https://doi.org/10.1021/acs.inorgchem.8b02524
pmid: 30495940
10
H Li, F Q Shao, H Huang, et al.. Eco-friendly and rapid microwave synthesis of green fluorescent graphitic carbon nitride quantum dots for vitro bioimaging. Sensors and Actuators B: Chemical, 2016, 226: 506–511
11
J Zheng, Y Xie, Y Wei, et al.. An efficient synthesis and photoelectric properties of green carbon quantum dots with high fluorescent quantum yield. Nanomaterials, 2020, 10(1): 82 https://doi.org/10.3390/nano10010082
pmid: 31906342
12
F Yuan, Z Wang, X Li, et al.. Bright multicolor bandgap fluorescent carbon quantum dots for electroluminescent light-emitting diodes. Advanced Materials, 2017, 29(3): 1604436 https://doi.org/10.1002/adma.201604436
pmid: 27879013
13
B Yuan, S Guan, X Sun, et al.. Highly efficient carbon dots with reversibly switchable green-red emissions for trichromatic white light-emitting diodes. ACS Applied Materials & Interfaces, 2018, 10(18): 16005–16014 https://doi.org/10.1021/acsami.8b02379
pmid: 29663793
14
J Xu, C L Wang, H Z Li, et al.. Synthesis of green-emitting carbon quantum dots with double carbon sources and their application as a fluorescent probe for selective detection of Cu2+ ions. RSC Advances, 2020, 10(5): 2536–2544 https://doi.org/10.1039/C9RA08654D
15
Y Guo, J Zhang, W Zhang, et al.. Green fluorescent carbon quantum dots functionalized with polyethyleneimine, and their application to aptamer-based determination of thrombin and ATP. Mikrochimica Acta, 2019, 186(11): 717 https://doi.org/10.1007/s00604-019-3874-y
pmid: 31654277
16
J Y Liang, L Han, S G Liu, et al.. Green fluorescent carbon quantum dots as a label-free probe for rapid and sensitive detection of hematin. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 2019, 212: 167–172 https://doi.org/10.1016/j.saa.2019.01.001
pmid: 30639601
17
M Moniruzzaman, J Kim. N-doped carbon dots with tunable emission for multifaceted application: Solvatochromism, moisture sensing, pH sensing, and solid state multicolor lighting. Sensors and Actuators B: Chemical, 2019, 295: 12–21 https://doi.org/10.1016/j.snb.2019.05.035
18
S Sahu, B Behera, T K Maiti, et al.. Simple one-step synthesis of highly luminescent carbon dots from orange juice: Application as excellent bio-imaging agents. Chemical Communications, 2012, 48(70): 8835–8837 https://doi.org/10.1039/c2cc33796g
pmid: 22836910
19
S Huang, E Yang, Y Liu, et al.. Low-temperature rapid synthesis of nitrogen and phosphorus dual-doped carbon dots for multicolor cellular imaging and hemoglobin probing in human blood. Sensors and Actuators B: Chemical, 2018, 265: 326–334 https://doi.org/10.1016/j.snb.2018.03.056
20
Z H Gao, Z Z Lin, X M Chen, et al.. Carbon dots-based fluorescent probe for trace Hg2+ detection in water sample. Sensors and Actuators B: Chemical, 2016, 222: 965–971 https://doi.org/10.1016/j.snb.2015.09.032
21
J L Wang, F Zhang, Y L Wang, et al.. Efficient resistance against solid-state quenching of carbon dots towards white light emitting diodes by physical embedding into silica. Carbon, 2018, 126: 426–436 https://doi.org/10.1016/j.carbon.2017.10.041
22
Z Q Song, F Y Quan, Y H Xu, et al.. Multifunctional N, S co-doped carbon quantum dots with pH- and thermo-dependent switchable fluorescent properties and highly selective detection of glutathione. Carbon, 2016, 104: 169–178 https://doi.org/10.1016/j.carbon.2016.04.003
23
Y Shu, J Lu, Q X Mao, et al.. Ionic liquid mediated organophilic carbon dots for drug delivery and bioimaging. Carbon, 2017, 114: 324–333 https://doi.org/10.1016/j.carbon.2016.12.038
24
J Liu, D Li, K Zhang, et al.. One-step hydrothermal synthesis of nitrogen-doped conjugated carbonized polymer dots with 31% efficient red emission for in vivo imaging. Small, 2018, 14(15): 1703919 https://doi.org/10.1002/smll.201703919
pmid: 29508542
25
J Wang, S Wang, Y Wei, et al.. Rapid synthesis of nitrogen doped carbon dots with green fluorescent for bio-imaging. Optical Materials, 2019, 98: 109486 https://doi.org/10.1016/j.optmat.2019.109486
26
X W Hua, Y W Bao, F G Wu. Fluorescent carbon quantum dots with intrinsic nucleolus-targeting capability for nucleolus imaging and enhanced cytosolic and nuclear drug delivery. ACS Applied Materials & Interfaces, 2018, 10(13): 10664–10677 https://doi.org/10.1021/acsami.7b19549
pmid: 29508612
27
F Li, Y Li, X Yang, et al.. Highly fluorescent chiral N–S-doped carbon dots from cysteine: Affecting cellular energy metabolism. Angewandte Chemie International Edition, 2018, 57(9): 2377–2382 https://doi.org/10.1002/anie.201712453
pmid: 29359840
28
L Hu, H Li, C A Liu, et al.. Chiral evolution of carbon dots and the tuning of laccase activity. Nanoscale, 2018, 10(5): 2333–2340 https://doi.org/10.1039/C7NR08335A
pmid: 29327752
29
W Wang, Y C Lu, H Huang, et al.. Facile synthesis of N, S-codoped fluorescent carbon nanodots for fluorescent resonance energy transfer recognition of methotrexate with high sensitivity and selectivity. Biosensors & Bioelectronics, 2015, 64: 517–522 https://doi.org/10.1016/j.bios.2014.09.066
pmid: 25310482
30
J Yang, G Gao, X Zhang, et al.. Ultrasmall and photostable nanotheranostic agents based on carbon quantum dots passivated with polyamine-containing organosilane molecules. Nanoscale, 2017, 9(40): 15441–15452 https://doi.org/10.1039/C7NR05613C
pmid: 28976508
31
H B Xu, S H Zhou, L L Xiao, et al.. Fabrication of a nitrogen-doped graphene quantum dot from MOF-derived porous carbon and its application for highly selective fluorescence detection of Fe3+. Journal of Materials Chemistry C: Materials for Optical and Electronic Devices, 2015, 3(2): 291–297 https://doi.org/10.1039/C4TC01991A
32
Y Hou, Q Lu, J Deng, et al.. One-pot electrochemical synthesis of functionalized fluorescent carbon dots and their selective sensing for mercury ion. Analytica Chimica Acta, 2015, 866: 69–74 https://doi.org/10.1016/j.aca.2015.01.039
pmid: 25732694
33
X Cui, L Zhu, J Wu, et al.. A fluorescent biosensor based on carbon dots-labeled oligodeoxyribonucleotide and graphene oxide for mercury(II) detection. Biosensors & Bioelectronics, 2015, 63: 506–512 https://doi.org/10.1016/j.bios.2014.07.085
pmid: 25137567
34
Y Gao, Y Jiao, W Lu, et al.. Carbon dots with red emission as a fluorescent and colorimeteric dual-readout probe for the detection of chromium(vi) and cysteine and its logic gate operation. Journal of Materials Chemistry B: Materials for Biology and Medicine, 2018, 6(38): 6099–6107 https://doi.org/10.1039/C8TB01580E
pmid: 32254820
35
H Ding, J S Wei, P Zhang, et al.. Solvent-controlled synthesis of highly luminescent carbon dots with a wide color gamut and narrowed emission peak widths. Small, 2018, 14(22): 1800612 https://doi.org/10.1002/smll.201800612
pmid: 29709104
36
F S Niu, Y L Ying, X Hua, et al.. Electrochemically generated green-fluorescent N-doped carbon quantum dots for facile monitoring alkaline phosphatase activity based on the Fe3+-mediating on-off-on-off fluorescence principle. Carbon, 2018, 127: 340–348 https://doi.org/10.1016/j.carbon.2017.10.097
37
H Ding, S B Yu, J S Wei, et al.. Full-color light-emitting carbon dots with a surface-state-controlled luminescence mechanism. ACS Nano, 2016, 10(1): 484–491 https://doi.org/10.1021/acsnano.5b05406
pmid: 26646584
38
Y Wang, Q Zhuang, Y Ni. Facile microwave-assisted solid-phase synthesis of highly fluorescent nitrogen–sulfur-codoped carbon quantum dots for cellular imaging applications. Chemistry: A European Journal, 2015, 21(37): 13004–13011 https://doi.org/10.1002/chem.201501723
pmid: 26227302
39
L Guo, L Li, M Liu, et al.. Bottom-up preparation of nitrogen doped carbon quantum dots with green emission under microwave-assisted hydrothermal treatment and their biological imaging. Materials Science and Engineering C: Materials for Biological Applications, 2018, 84: 60–66 https://doi.org/10.1016/j.msec.2017.11.034
pmid: 29519444
40
Y Liu, W Duan, W Song, et al.. Red emission B, N, S-co-doped carbon dots for colorimetric and fluorescent dual mode detection of Fe3+ ions in complex biological fluids and living cells. ACS Applied Materials & Interfaces, 2017, 9(14): 12663–12672 https://doi.org/10.1021/acsami.6b15746
pmid: 28339185
S Pandit, P Behera, J Sahoo, et al.. In situ synthesis of amino acid functionalized carbon dots with tunable properties and their biological applications. ACS Applied Bio Materials, 2019, 2(8): 3393–3403 https://doi.org/10.1021/acsabm.9b00374