Photo-crosslinked hyaluronic acid coated upconverting nanoparticles
Source abstract
Abstract
Hyaluronic acid (HA)-coated inorganic nanoparticles display enhanced interaction with the CD44 receptors which are overexpressed in many types of cancer cells. Here, we describe a modification of core-shell β-NaY0.80Yb0.18Er0.02F4@NaYF4 nanoparticles (UCNP) by HA derivative bearing photo-reactive groups. UCNP capped with oleic acid were firstly transferred to aqueous phase by an improved protocol using hydrochloric acid or lactic acid treatment. Subsequently, HA bearing furanacryloyl moieties (HA-FU) was adsorbed on the nanoparticle surface and crosslinked by UV irradiation. The crosslinking resulted in stable HA coating, and no polymer desorption was observed. As-prepared UCNP@HA-FU show a hydrodynamic diameter of about 180 nm and are colloidally stable in water and cell culture media. The cellular uptake by normal human fibroblasts and MDA MB-231 cancer cell line was investigated by upconversion luminescence imaging.
Source: openaire · Quality: candidate unverified · Source record ↗
Research context
OpenAlex topics: Luminescence Properties of Advanced Materials · Nanoplatforms for cancer theranostics · Luminescence and Fluorescent Materials
SciVX discovery tags are terminology-based. OpenAlex topics are source-provided classifications.
References (40)
Show source-provided references
1. Arjonen A, Kaukonen R, Ivaska J (2011) Filopodia and adhesion in cancer cell motility. Cell Adhes Migr 5(5):421–430. doi: 10.4161/cam.5.5.1772310.4161/cam.5.5.17723 ↗
2. Auria MD, Vantaggi A (1992) Photochemical dimerization of Methoxy substituted Cinnamic acid methyl esters. Tetrahedron 48(12):2523–2528. doi: 10.1016/S0040-4020(01)88772-X10.1016/S0040-4020(01)88772-X ↗
3. Beyazit S, Ambrosini S, Marchyk N, Palo E, Kale V, Soukka T, Bui BT S, Haupt K (2014) Versatile synthetic strategy for coating upconverting nanoparticles with polymer shells through localized Photopolymerization by using the particles as internal light sources. Angew Chem Int Ed 53(34):8919–8923. doi: 10.1002/anie.20140357610.1002/anie.201403576 ↗
4. Bhang SH, Won N, Lee T-J, Jin H, Nam J, Park J, Chung H et al (2009) Hyaluronic acid-quantum dot conjugates for in vivo lymphatic vessel imaging. ACS Nano 3(6):1389–1398. doi: 10.1021/nn900138d10.1021/nn900138d ↗
5. Bobula T, Běťák J, Buffa R, Moravcová M, Klein P, Židek O, Chadimová V, Pospíšil R, Velebný V (2015) Solid-state Photocrosslinking of hyaluronan Microfibres. Carbohydr Polym 125(July):153–160. doi: 10.1016/j.carbpol.2015.02.02710.1016/j.carbpol.2015.02.027 ↗
6. Bogdan N, Vetrone F, Ozin GA, Capobianco JA (2011) Synthesis of ligand-free colloidally stable water dispersible brightly luminescent lanthanide-doped upconverting nanoparticles. Nano Lett 11(2):835–840. doi: 10.1021/nl104192910.1021/nl1041929 ↗
7. Bogdan N, Vetrone F, Roy R, Capobianco JA (2010) Carbohydrate-coated lanthanide-doped upconverting nanoparticles for lectin recognition. J Mater Chem 20(35):7543–7550. doi: 10.1039/C0JM01617A10.1039/C0JM01617A ↗
8. Budijono SJ, Shan J, Yao N, Miura Y, Hoye T, Austin RH, Yiguang J, Prud’homme RK (2010) Synthesis of stable block-copolymer-protected NaYF4:Yb3+, Er3+ up-converting phosphor nanoparticles. Chem Mater 22(2):311–318. doi: 10.1021/cm902478a10.1021/cm902478a ↗
9. Cao T, Yang T, Gao Y, Yang Y, Hu H, Li F (2010) Water-soluble NaYF4:Yb/Er upconversion nanophosphors: synthesis, characteristics and application in bioimaging. Inorg Chem Commun 13(3):392–394. doi: 10.1016/j.inoche.2009.12.03110.1016/j.inoche.2009.12.031 ↗
10. Chen G, Qiu H, Prasad PN, Chen X (2014) Upconversion nanoparticles: design, Nanochemistry, and applications in theranostics. Chem Rev 114(10):5161–5214. doi: 10.1021/cr400425h10.1021/cr400425h ↗
11. Chen G, Shen J, Ohulchanskyy TY, Patel NJ, Kutikov A, Li Z, Song J et al (2012) (α-NaYbF4:tm(3+))/CaF2 Core/shell nanoparticles with efficient near-infrared to near-infrared upconversion for high-contrast deep tissue bioimaging. ACS Nano 6(9):8280–8287. doi: 10.1021/nn302972r10.1021/nn302972r ↗
12. Chen Z, Liu Z, Li Z, Enguo J, Gao N, Zhou L, Ren J, Xiaogang Q (2015) Upconversion Nanoprobes for efficiently in vitro imaging reactive oxygen species and in vivo diagnosing rheumatoid arthritis. Biomaterials 39(January):15–22. doi: 10.1016/j.biomaterials.2014.10.06610.1016/j.biomaterials.2014.10.066 ↗
13. Chen Z, Chen H, Hu H, Yu M, Li F, Zhang Q, Zhou Z, Yi T, Huang C (2008) Versatile synthesis strategy for carboxylic Acid − functionalized upconverting nanophosphors as biological labels. J Am Chem Soc 130(10):3023–3029. doi: 10.1021/ja076151k10.1021/ja076151k ↗
14. Cui S, Chen H, Zhu H, Tian J, Chi X, Qian Z, Achilefu S, Yueqing G (2012) Amphiphilic chitosan modified upconversion nanoparticles for in vivo photodynamic therapy induced by near-infrared light. J Mater Chem 22(11):4861–4873. doi: 10.1039/C2JM16112E10.1039/C2JM16112E ↗
15. Dong C, Korinek A, Blasiak B, Tomanek B, van Veggel FCJM (2012) Cation exchange: a facile method to make NaYF4:Yb,Tm-NaGdF4 Core–Shell nanoparticles with a thin, tunable, and uniform Shell. Chem Mater 24(7):1297–1305. doi: 10.1021/cm203684410.1021/cm2036844 ↗
16. Egerton PL, Hyde EM, Trigg J, Payne A, Beynon P, Mijovic MV, Reiser A (1981) Photocycloaddition in liquid ethyl Cinnamate and in ethyl Cinnamate glasses. The photoreaction as a probe into the micromorphology of the solid. J Am Chem Soc 103(13):3859–3863. doi: 10.1021/ja00403a03910.1021/ja00403a039 ↗
17. El-Dakdouki MH, Zhu DC, El-Boubbou K, Kamat M, Chen J, Li W, Huang X (2012) Development of multifunctional hyaluronan-coated nanoparticles for imaging and drug delivery to cancer cells. Biomacromolecules 13(4):1144–1151. doi: 10.1021/bm300046h10.1021/bm300046h ↗
18. Gai S, Li C, Yang P, Lin J (2014) Recent progress in rare earth micro/nanocrystals: soft chemical synthesis, luminescent properties, and biomedical applications. Chem Rev 114(4):2343–2389. doi: 10.1021/cr400159410.1021/cr4001594 ↗
19. Huerta-Angeles G, Brandejsová M, Knotková K, Hermannová M, Moravcová M, Šmejkalová D, Velebný V (2016) Synthesis of photo-crosslinkable hyaluronan with tailored degree of substitution suitable for production of water resistant nanofibers. Carbohydr Polym 137:255–263. doi: 10.1016/j.carbpol.2015.10.07710.1016/j.carbpol.2015.10.077 ↗
20. Hu H, Yu M, Li F, Chen Z, Gao X, Xiong L, Huang C (2008) Facile epoxidation strategy for producing amphiphilic up-converting rare-earth nanophosphors as biological labels. Chem Mater 20(22):7003–7009. doi: 10.1021/cm801215t10.1021/cm801215t ↗
21. Jiang G, Pichaandi J, Johnson NJJ, Burke RD, van Veggel FCJM (2012) An effective polymer cross-linking strategy to obtain stable dispersions of upconverting NaYF4 nanoparticles in buffers and biological growth Media for Biolabeling Applications. Langmuir 28(6):3239–3247. doi: 10.1021/la204020m10.1021/la204020m ↗
22. Jin J, Yan-Juan G, Man CW-Y, Cheng J, Xu Z, Zhang Y, Wang H, Lee VH-Y, Cheng SH, Wong W-T (2011) Polymer-coated NaYF4:Yb3+, Er3+ upconversion nanoparticles for charge-dependent cellular imaging. ACS Nano 5(10):7838–7847. doi: 10.1021/nn201896m10.1021/nn201896m ↗
23. Johnson NJJ, Korinek A, Dong C, van Veggel FCJM (2012) Self-focusing by Ostwald ripening: a strategy for layer-by-layer epitaxial growth on upconverting nanocrystals. J Am Chem Soc 134(27):11068–11071. doi: 10.1021/ja302717u10.1021/ja302717u ↗
24. Lee M-Y, Yang JA, Jung HS, Beack S, Choi JE, Hur W, Koo H, Kim K, Yoon SK, Hahn SK (2012) Hyaluronic acid-gold nanoparticle/interferon α complex for targeted treatment of hepatitis C virus infection. ACS Nano 6(11):9522–9531. doi: 10.1021/nn302538y10.1021/nn302538y ↗
25. Li X, Shen D, Yang J, Yao C, Che R, Zhang F, Zhao D (2013) Successive layer-by-layer strategy for multi-Shell epitaxial growth: Shell thickness and doping position dependence in upconverting optical properties. Chem Mater 25(1):106–112. doi: 10.1021/cm303349810.1021/cm3033498 ↗
26. Li Z, Zhang Y (2008) An efficient and user-friendly method for the synthesis of hexagonal-phase NaYF(4):Yb, Er/Tm nanocrystals with controllable shape and upconversion fluorescence. Nanotechnology 19(34):345606. doi: 10.1088/0957-4484/19/34/34560610.1088/0957-4484/19/34/345606 ↗
27. Liu K, Liu X, Zeng Q, Zhang Y, Langping T, Liu T, Kong X et al (2012) Covalently assembled NIR Nanoplatform for simultaneous fluorescence imaging and photodynamic therapy of cancer cells. ACS Nano 6(5):4054–4062. doi: 10.1021/nn300436b10.1021/nn300436b ↗
28. Mrazek J, Pospisilova M, Svozil V, Cadek O, Nesporova K, Sulakova R, Brandejsova M, Vranova J, Velebny V (2016) Widefield imaging of upconverting nanoparticles on epifluorescence microscopes adapted for laser illumination with top-hat profile. J Biomed Opt 21(5):56007. doi: 10.1117/1.JBO.21.5.05600710.1117/1.JBO.21.5.056007 ↗
29. Pospisilova M, Mrazek J, Matuska V, Kettou S, Dusikova M, Svozil V, Nesporova K, Huerta-Angeles G, Vagnerova H, Velebny V (2015) Oleyl-hyaluronan micelles loaded with upconverting nanoparticles for bio-imaging. J Nanopart Res 17(9):1–11. doi: 10.1007/s11051-015-3186-z10.1007/s11051-015-3186-z ↗
30. Schindelin J, Arganda-Carreras I, Frise E, Kaynig V, Longair M, Pietzsch T, Preibisch S et al (2012) Fiji: an open-source platform for biological-image analysis. Nat Methods 9(7):676–682. doi: 10.1038/nmeth.201910.1038/nmeth.2019 ↗
31. Sedlmeier A, Gorris HH (2015) Surface modification and characterization of photon-upconverting nanoparticles for bioanalytical applications. Chem Soc Rev 44(6):1526–1560. doi: 10.1039/C4CS00186A10.1039/C4CS00186A ↗
32. Shi D, Matsusaki M, Kaneko T, Akashi M (2008) Photo-cross-linking and cleavage induced reversible size change of bio-based nanoparticles. Macromolecules 41(21):8167–8172. doi: 10.1021/ma800648e10.1021/ma800648e ↗
33. Suter JD, Pekas NJ, Berry MT, Stanley May P (2014) Real-time-monitoring of the synthesis of β-NaYF4:17% Yb,3% Er nanocrystals using NIR-to-visible upconversion luminescence. J Phys Chem C 118(24):13238–13247. doi: 10.1021/jp502971j10.1021/jp502971j ↗
34. Tian G, Zheng X, Zhang X, Yin W, Yu J, Wang D, Zhang Z, Yang X, Zhanjun G, Zhao Y (2015) TPGS-stabilized NaYbF4:Er upconversion nanoparticles for dual-modal fluorescent/CT imaging and anticancer drug delivery to overcome multi-drug resistance. Biomaterials 40(February):107–116. doi: 10.1016/j.biomaterials.2014.11.02210.1016/j.biomaterials.2014.11.022 ↗
35. Wang X, Yang C-X, Chen J-T, Yan X-P (2014) A dual-targeting upconversion Nanoplatform for two-color fluorescence imaging-guided photodynamic therapy. Anal Chem 86(7):3263–3267. doi: 10.1021/ac500060c10.1021/ac500060c ↗
36. Yang D, Ma P’a, Hou Z, Cheng Z, Li C, Lin J (2015) Current advances in lanthanide ion (Ln3+)-based upconversion nanomaterials for drug delivery. Chem Soc Rev 44(6):1416–1448. doi: 10.1039/C4CS00155A10.1039/C4CS00155A ↗
37. Yin M, Enguo J, Chen Z, Li Z, Ren J, Xiaogang Q (2014) Upconverting nanoparticles with a mesoporous TiO2 Shell for near-infrared-triggered drug delivery and synergistic targeted cancer therapy. Chem Eur J 20(43):14012–14017. doi: 10.1002/chem.20140373310.1002/chem.201403733 ↗
38. Zhang Q, Song K, Zhao J, Kong X, Sun Y, Liu X, Zhang Y, Zeng Q, Zhang H (2009) Hexanedioic acid mediated surface-ligand-exchange process for transferring NaYF4:Yb/Er (or Yb/Tm) up-converting nanoparticles from hydrophobic to hydrophilic. J Colloid Interface Sci 336(1):171–175. doi: 10.1016/j.jcis.2009.04.02410.1016/j.jcis.2009.04.024 ↗
39. Zhou A, Wei Y, Wu B, Chen Q, Xing D (2012) Pyropheophorbide a and c(RGDyK) Comodified chitosan-wrapped upconversion nanoparticle for targeted near-infrared photodynamic therapy. Mol Pharm 9(6):1580–1589. doi: 10.1021/mp200590y10.1021/mp200590y ↗
40. Zhou H-P, Xu C-H, Sun W, Yan C-H (2009) Clean and flexible modification strategy for carboxyl/aldehyde-functionalized upconversion nanoparticles and their optical applications. Adv Funct Mater 19(24):3892–3900. doi: 10.1002/adfm.20090145810.1002/adfm.200901458 ↗