Folic Acid-Carbon Dot Conjugates for Cancer Cell Targeting

doi:10.11944/j.issn.1000-0518.2020.09.200100

Chinese Journal of Applied Chemistry ›› 2020, Vol. 37 ›› Issue (9): 1003-1009.DOI: 10.11944/j.issn.1000-0518.2020.09.200100

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Folic Acid-Carbon Dot Conjugates for Cancer Cell Targeting

HU Guowen^a*, QIAO Yuling^b

^aState Key Laboratory of Applied Organic Chemistry,College of Chemistry and Chemical Engineering, Lanzhou University,Lanzhou 730000,China;
^bBeijing Institute of Biological Products Co.LTD,Beijing 100024,China

Received:2020-04-08 Published:2020-09-01 Online:2020-09-09
Contact: HU Guowen,engineer; Tel:0931-8912500; E-mail:hugw@lzu.edu.cn; Research interests:functional materials

Abstract

Abstract: 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.

Key words: carbon dots, folic acid, nanobioprobe, targeting, cancer cell

HU Guowen, QIAO Yuling. Folic Acid-Carbon Dot Conjugates for Cancer Cell Targeting[J]. Chinese Journal of Applied Chemistry, 2020, 37(9): 1003-1009.

References

[1] Eck W,Nicholson A I,Zentgraf H,et al. 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.
[2] Liu D,Wu W,Ling J,et al. Effective PEGylation of Iron Oxide Nanoparticles for High Performance in Vivo Cancer Imaging[J]. Adv Funct Mater,2011,21(8):1498-1504.
[3] Michalet X,Pinaud F F,Bentolila L A,et al. Quantum Dots for Live Cells, in Vivo Imaging, and Diagnostics[J]. Science,2005,307(5709):538-544
[4] Gao X,Cui Y,Levenson R M,et al. In Vivo Cancer Targeting and Imaging with Semiconductor Quantum Dots[J]. Nat Biotechnol,2004,22(8):969-976.
[5] Medintz I L,Uyeda H T,Goldman E R,et al. Quantum Dot Bioconjugates for Imaging, Labelling and Sensing[J]. Nat Mater,2005,4(6):435-446.
[6] Pellegrino T,Kudera S,Liedl T,et al. On the Development of Colloidal Nanoparticles Towards Multifunctional Structures and Their Possible Use for Biological Applications[J]. Small,2005,1(1):48-63.
[7] Gill R,Zayats M,Willner I. Semiconductor Quantum Dots for Bioanalysis[J]. Angew Chem Int Ed,2008,47(40):7602-7625.
[8] Chen W. Nanoparticle Fluorescence Based Technology for Biological Applications[J]. J Nanosci Nanotechnol,2008,8(3):1019-1051.
[9] José M,Costa-Fernández,et al. The Use of luminescent Quantum Dots for Optical Sensing[J]. TrAC, Trends Anal Chem,2006,25(3):207-218.
[10] Baker S N,Baker G A. Luminescent Carbon Nanodots:Emergent Nanolights[J]. Angew Chem Int Ed,2010,49(38):6726-6744.
[11] Zhu S,Meng Q,Wang L,et al. Highly Photoluminescent Carbon Dots for Multicolor Patterning, Sensors, and Bioimaging[J]. Angew Chem,2013,125(14):4045-4049.
[12] Shen J,Zhu Y,Yang X,et al. Graphene Quantum Dots:Emergent Nanolights for Bioimaging, Sensors, Catalysis and Photovoltaic Devices[J]. Chem Commun,2012,48(31):3686-3699.
[13] Ray S C,Saha A,Jana N R,et al. Fluorescent Carbon Nanoparticles:Synthesis, Characterization, and Bioimaging Application[J]. J Phys Chem C,2009,113(43):18546-18551.
[14] Li H,He X,Liu Y,et al. One-Step Ultrasonic Synthesis of Water-Soluble Carbon Nanoparticles with Excellent Photoluminescent Properties[J]. Carbon,2011,49(2):605-609.
[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] 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.
[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.
[18] Sudimack J,Lee R J. Targeted Drug Delivery via the Folate Receptor[J]. Adv Drug Delivery Rev,2000,41(2):147-162.
[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.
[20] Weitman S D,Lark R H,Coney L R,et al. Distribution of the Folate Receptor GP38 in Normal and Malignant Cell Lines and Tissues[J]. Cancer Res,1992,52(12):3396-3401.
[21] Suriamoorthy P,Zhang X,Hao G,et al. Folic Acid-CdTe Quantum Dot Conjugates and Their Applications for Cancer Cell Targeting[J]. Cancer Nanotechnol,2010,1(1):19-28.
[22] Liu R,Wu D,Liu S,et al. An Aqueous Route to Multicolor Photoluminescent Carbon Dots Using Silica Spheres as Carriers[J]. Angew Chem,2009,48(25):4598-4601.
[23] Krysmann M J,Kelarakis A,Dallas P,et al. Formation Mechanism of Carbogenic Nanoparticles with Dual Photoluminescence Emission[J]. J Am Chem Soc,2012,134(2):747-750.
[24] Liu H,Ye T,Mao C. Fluorescent Carbon Nanoparticles Derived from Candle Soot[J]. Angew Chem,2007,46(34):6473-6475.
[25] Bharali D J,Lucey D W,Jayakumar H,et al. 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.
[26] Fowley C,Mccaughan B,Devlin A,et al. Highly Luminescent Biocompatible Carbon Quantum Dots by Encapsulation with an Amphiphilic Polymer[J]. Chem Commun,2012,48(75):9361-9363.
[27] LUO Xin,PENG Xia,CHEN Guangcheng,et al. 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(in Chinese).
罗信,彭霞,陈广成,等. 叶酸修饰的聚乙烯亚胺聚合物载PD-L1 siRNA体外靶向胃癌细胞的研究[J]. 中国病理生理杂志,2017,33(12):2179-2187.

Folic Acid-Carbon Dot Conjugates for Cancer Cell Targeting

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