Citation: HU Guowen, QIAO Yuling. Folic Acid-Carbon Dot Conjugates for Cancer Cell Targeting[J]. Chinese Journal of Applied Chemistry, ;2020, 37(9): 1003-1009. doi: 10.11944/j.issn.1000-0518.2020.09.200100 shu

Folic Acid-Carbon Dot Conjugates for Cancer Cell Targeting

HU Guowen ^a,, ,
QIAO Yuling ^b

a.
State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, China
b.
Beijing Institute of Biological Products Co. LTD, Beijing 100024, China

Corresponding author: HU Guowen, hugw@lzu.edu.cn
Received Date: 8 April 2020
Revised Date: 9 June 2020
Accepted Date: 1 July 2020

Figures(8)

Fluorescent nanobioprobes with cell-targeting specificity are promising to find important applications in bioanalysis, biomedicine, and clinical diagnosis. In this work, folic acid-carbon dot conjugates (FA-CDs) were prepared via hydrothermal method and 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide hydrochloride (EDC) chemistry. The as-prepared FA-CDs with low toxicity and high luminescence can specifically target cancer cells. The specificity of this receptor-mediated internalization was confirmed by comparing the uptake by Hela and NIH-3T3 cells. This work is of great significance for the early diagnosis of cancer cells.
- carbon dots,
- folic acid,
- nanobioprobe,
- targeting,
- cancer cell
1. [1]
  Eck W, Nicholson A I, Zentgraf H. Anti-CD4-targeted Gold Nanoparticles Induce Specific Contrast Enhancement of Peripheral Lymph Nodes in X-ray Computed Tomography of Live Mice[J]. Nano Lett, 2010,10(7):2318-2322. doi: 10.1021/nl101019s
2. [2]
  Liu D, Wu W, Ling J. Effective PEGylation of Iron Oxide Nanoparticles for High Performance in Vivo Cancer Imaging[J]. Adv Funct Mater, 2011,21(8):1498-1504. doi: 10.1002/adfm.201001658
3. [3]
  Michalet X, Pinaud F F, Bentolila L A. Quantum Dots for Live Cells, in Vivo Imaging, and Diagnostics[J]. Science, 2005,307(5709):538-544. doi: 10.1126/science.1104274
4. [4]
  Gao X, Cui Y, Levenson R M. In Vivo Cancer Targeting and Imaging with Semiconductor Quantum Dots[J]. Nat Biotechnol, 2004,22(8):969-976. doi: 10.1038/nbt994
5. [5]
  Medintz I L, Uyeda H T, Goldman E R. Quantum Dot Bioconjugates for Imaging, Labelling and Sensing[J]. Nat Mater, 2005,4(6):435-446. doi: 10.1038/nmat1390
6. [6]
  Pellegrino T, Kudera S, Liedl T. On the Development of Colloidal Nanoparticles Towards Multifunctional Structures and Their Possible Use for Biological Applications[J]. Small, 2005,1(1):48-63.
7. [7]
  Gill R, Zayats M, Willner I. Semiconductor Quantum Dots for Bioanalysis[J]. Angew Chem Int Ed, 2008,47(40):7602-7625. doi: 10.1002/anie.200800169
8. [8]
  Chen W. Nanoparticle Fluorescence Based Technology for Biological Applications[J]. J Nanosci Nanotechnol, 2008,8(3):1019-1051. doi: 10.1166/jnn.2008.301
9. [9]
  José, Costa-Fernández. The Use of luminescent Quantum Dots for Optical Sensing[J]. TrAC, Trends Anal Chem, 2006,25(3):207-218. doi: 10.1016/j.trac.2005.07.008
10. [10]
  Baker S N, Baker G A. Luminescent Carbon Nanodots:Emergent Nanolights[J]. Angew Chem Int Ed, 2010,49(38):6726-6744. doi: 10.1002/anie.200906623
11. [11]
  Zhu S, Meng Q, Wang L. Highly Photoluminescent Carbon Dots for Multicolor Patterning, Sensors, and Bioimaging[J]. Angew Chem, 2013,125(14):4045-4049. doi: 10.1002/ange.201300519
12. [12]
  Shen J, Zhu Y, Yang X. Graphene Quantum Dots:Emergent Nanolights for Bioimaging, Sensors, Catalysis and Photovoltaic Devices[J]. Chem Commun, 2012,48(31):3686-3699. doi: 10.1039/c2cc00110a
13. [13]
  Ray S C, Saha A, Jana N R. Fluorescent Carbon Nanoparticles:Synthesis, Characterization, and Bioimaging Application[J]. J Phys Chem C, 2009,113(43):18546-18551. doi: 10.1021/jp905912n
14. [14]
  Li H, He X, Liu Y. One-Step Ultrasonic Synthesis of Water-Soluble Carbon Nanoparticles with Excellent Photoluminescent Properties[J]. Carbon, 2011,49(2):605-609. doi: 10.1016/j.carbon.2010.10.004
15. [15]
  Lu Y, Low P S. Folate-Mediated Delivery of Macromolecular Anticancer Therapeutic Agents[J]. Adv Drug Delivery Rev, 2012,54(5):675-693.
16. [16]
  Kamen B A, Capdevila A. Receptor-mediated Folate Accumulation is Regulated by the Cellular Folate Content[J]. Proc Nat Acad Sci USA, 1986,83(16):5983-5987. doi: 10.1073/pnas.83.16.5983
17. [17]
  Leamon C P, Low P S. Delivery of Macromolecules into Living Cells:A Method that Exploits Folate Receptor Endocytosis[J]. Proc Nat Acad Sci USA, 1991,88(13):5572-5576. doi: 10.1073/pnas.88.13.5572
18. [18]
  Sudimack J, Lee R J. Targeted Drug Delivery via the Folate Receptor[J]. Adv Drug Delivery Rev, 2000,41(2):147-162.
19. [19]
  Lu Y J, Low P S. Folate-mediated Delivery of Macromolecular Anticancer Therapeutic Agents[J]. Adv Drug Delivery Rev, 2002,54(5):675-693. doi: 10.1016/S0169-409X(02)00042-X
20. [20]
  Weitman S D, Lark R H, Coney L R. Distribution of the Folate Receptor GP38 in Normal and Malignant Cell Lines and Tissues[J]. Cancer Res, 1992,52(12):3396-3401.
21. [21]
  Suriamoorthy P, Zhang X, Hao G. Folic Acid-CdTe Quantum Dot Conjugates and Their Applications for Cancer Cell Targeting[J]. Cancer Nanotechnol, 2010,1(1):19-28.
22. [22]
  Liu R, Wu D, Liu S. An Aqueous Route to Multicolor Photoluminescent Carbon Dots Using Silica Spheres as Carriers[J]. Angew Chem, 2009,48(25):4598-4601. doi: 10.1002/anie.200900652
23. [23]
  Krysmann M J, Kelarakis A, Dallas P. Formation Mechanism of Carbogenic Nanoparticles with Dual Photoluminescence Emission[J]. J Am Chem Soc, 2012,134(2):747-750. doi: 10.1021/ja204661r
24. [24]
  Liu H, Ye T, Mao C. Fluorescent Carbon Nanoparticles Derived from Candle Soot[J]. Angew Chem, 2007,46(34):6473-6475. doi: 10.1002/anie.200701271
25. [25]
  Bharali D J, Lucey D W, Jayakumar H. Folate-Receptor-Mediated Delivery of InP Quantum Dots for Bioimaging Using Confocal and Two-Photon Microscopy[J]. J Am Chem Soc, 2005,127(32):11364-11371. doi: 10.1021/ja051455x
26. [26]
  Fowley C, Mccaughan B, Devlin A. Highly Luminescent Biocompatible Carbon Quantum Dots by Encapsulation with an Amphiphilic Polymer[J]. Chem Commun, 2012,48(75):9361-9363. doi: 10.1039/c2cc34962k
27. [27]
  LUO Xin, PENG Xia, CHEN Guangcheng. Using Folic Acid-Modified Polyethylenimine-SPIO Nanoparticles for PD-L1 siRNA Delivery to Target Gastric Cancer[J]. Chinese J Pathophysiol, 2017,33(12):2179-2187.
1. [1]
  Shuyu Liu , Xiaomin Sun , Bohan Song , Gaofeng Zeng , Bingbing Du , Chongshen Guo , Cong Wang , Lei Wang . Design and Fabrication of Phospholipid-Vesicle-based Artificial Cells towards Biomedical Applications. University Chemistry, 2024, 39(11): 182-188. doi: 10.12461/PKU.DXHX202404113
2. [2]
  Qiuyu Ming , Huijun Jiang , Zhihao Zhang . A Sightseeing Tour of Folic Acid Processing Plant. University Chemistry, 2024, 39(9): 11-15. doi: 10.12461/PKU.DXHX202404092
3. [3]
  Li'na ZHONG , Jingling CHEN , Qinghua ZHAO . Synthesis of multi-responsive carbon quantum dots from green carbon sources for detection of iron ions and L-ascorbic acid. Chinese Journal of Inorganic Chemistry, 2025, 41(4): 709-718. doi: 10.11862/CJIC.20240280
4. [4]
  Siyi ZHONG , Xiaowen LIN , Jiaxin LIU , Ruyi WANG , Tao LIANG , Zhengfeng DENG , Ao ZHONG , Cuiping HAN . Targeting imaging and detection of ovarian cancer cells based on fluorescent magnetic carbon dots. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1483-1490. doi: 10.11862/CJIC.20240093
5. [5]
  Shijie Li , Ke Rong , Xiaoqin Wang , Chuqi Shen , Fang Yang , Qinghong Zhang . Design of Carbon Quantum Dots/CdS/Ta₃N₅ S-Scheme Heterojunction Nanofibers for Efficient Photocatalytic Antibiotic Removal. Acta Physico-Chimica Sinica, 2024, 40(12): 2403005-. doi: 10.3866/PKU.WHXB202403005
6. [6]
  Chengcheng Si , Linshan Chai , Huiyuan Liu , Liye Sun , Shijian Cheng , Hailing Li , Wenyun Wang , Fang Liu , Qing Feng , Min Liu . Harry Potter China Tour Themed Innovative Science Popularization Experiment: Chemistry Magic Meets the Real World at Wuhan Station. University Chemistry, 2024, 39(9): 283-287. doi: 10.12461/PKU.DXHX202401069
7. [7]
  Di WU , Ruimeng SHI , Zhaoyang WANG , Yuehua SHI , Fan YANG , Leyong ZENG . Construction of pH/photothermal dual-responsive delivery nanosystem for combination therapy of drug-resistant bladder cancer cell. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1679-1688. doi: 10.11862/CJIC.20240135
8. [8]
  Zhifeng CAI , Ying WU , Yanan LI , Guiyu MENG , Tianyu MIAO , Yihao ZHANG . Effective detection of malachite green by folic acid stabilized silver nanoclusters. Chinese Journal of Inorganic Chemistry, 2025, 41(5): 983-993. doi: 10.11862/CJIC.20240394
9. [9]
  Jian Li , Yu Zhang , Rongrong Yan , Kaiyuan Sun , Xiaoqing Liu , Zishang Liang , Yinan Jiao , Hui Bu , Xin Chen , Jinjin Zhao , Jianlin Shi . 高效靶向示踪钙钛矿纳米系统光电增效抗肿瘤. Acta Physico-Chimica Sinica, 2025, 41(5): 100042-. doi: 10.1016/j.actphy.2024.100042
10. [10]
  Peng GENG , Guangcan XIANG , Wen ZHANG , Haichuang LAN , Shuzhang XIAO . Hollow copper sulfide loaded protoporphyrin for photothermal-sonodynamic therapy of cancer cells. Chinese Journal of Inorganic Chemistry, 2024, 40(10): 1903-1910. doi: 10.11862/CJIC.20240155
11. [11]
  Zhaoxin LI , Ruibo WEI , Min ZHANG , Zefeng WANG , Jing ZHENG , Jianbo LIU . Advancements in the construction of inorganic protocells and their cell mimic and bio-catalytical applications. Chinese Journal of Inorganic Chemistry, 2024, 40(12): 2286-2302. doi: 10.11862/CJIC.20240235
12. [12]
  Jinghan ZHANG , Guanying CHEN . Progress in the application of rare-earth-doped upconversion nanoprobes in biological detection. Chinese Journal of Inorganic Chemistry, 2024, 40(12): 2335-2355. doi: 10.11862/CJIC.20240249
13. [13]
  Miaomiao He , Zhiqing Ge , Qiang Zhou , Jiaqing He , Hong Gong , Lingling Li , Pingping Zhu , Wei Shao . Exploring the Fascinating Realm of Quantum Dots. University Chemistry, 2024, 39(6): 231-237. doi: 10.3866/PKU.DXHX202310040
14. [14]
  Wenli FENG , Lu ZHAO , Yunfeng BAI , Feng FENG . Research progress on ultralong room temperature phosphorescent carbon dots. Chinese Journal of Inorganic Chemistry, 2025, 41(5): 833-846. doi: 10.11862/CJIC.20240308
15. [15]
  Jianjun Liu , Xue Yang , Chi Zhang , Xueyu Zhao , Zhiwei Zhang , Yongmei Chen , Qinghong Xu , Shao Jin . Preparation and Fluorescence Characterization of CdTe Semiconductor Quantum Dots. University Chemistry, 2024, 39(7): 307-315. doi: 10.3866/PKU.DXHX202311031
16. [16]
  Yu SU , Xinlian FAN , Yao YIN , Lin WANG . From synthesis to application: Development and prospects of InP quantum dots. Chinese Journal of Inorganic Chemistry, 2024, 40(11): 2105-2123. doi: 10.11862/CJIC.20240126
17. [17]
  Zeyu XU , Anlei DANG , Bihua DENG , Xiaoxin ZUO , Yu LU , Ping YANG , Wenzhu YIN . Evaluation of the efficacy of graphene oxide quantum dots as an ovalbumin delivery platform and adjuvant for immune enhancement. Chinese Journal of Inorganic Chemistry, 2024, 40(6): 1065-1078. doi: 10.11862/CJIC.20240099
18. [18]
  Lu XU , Chengyu ZHANG , Wenjuan JI , Haiying YANG , Yunlong FU . Zinc metal-organic framework with high-density free carboxyl oxygen functionalized pore walls for targeted electrochemical sensing of paracetamol. Chinese Journal of Inorganic Chemistry, 2024, 40(5): 907-918. doi: 10.11862/CJIC.20230431
19. [19]
  Zhuo WANG , Xiaotong LI , Zhipeng HU , Junqiao PAN . Three-dimensional porous carbon decorated with nano bismuth particles: Preparation and sodium storage properties. Chinese Journal of Inorganic Chemistry, 2025, 41(2): 267-274. doi: 10.11862/CJIC.20240223
20. [20]
  Jinlong YAN , Weina WU , Yuan WANG . A simple Schiff base probe for the fluorescent turn-on detection of hypochlorite and its biological imaging application. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1653-1660. doi: 10.11862/CJIC.20240154

Get Citation

PDF

XML

Metrics

PDF Downloads(5)
Abstract views(1024)
HTML views(250)

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