Cationic fluorinated micelles for cell labeling and
19F magnetic resonance imaging
19F magnetic resonance spectroscopy
Cell labeling
Fluorinated micelles
Journal
Scientific reports
ISSN: 2045-2322
Titre abrégé: Sci Rep
Pays: England
ID NLM: 101563288
Informations de publication
Date de publication:
30 Sep 2024
30 Sep 2024
Historique:
received:
30
04
2024
accepted:
18
09
2024
medline:
1
10
2024
pubmed:
1
10
2024
entrez:
30
9
2024
Statut:
epublish
Résumé
Magnetic resonance imaging (MRI) relies on appropriate contrast agents, especially for visualizing transplanted cells within host tissue. In recent years, compounds containing fluorine-19 have gained significant attention as MRI probe, particularly in dual
Identifiants
pubmed: 39349687
doi: 10.1038/s41598-024-73511-8
pii: 10.1038/s41598-024-73511-8
doi:
Substances chimiques
Micelles
0
Cations
0
Fluorine
284SYP0193
Contrast Media
0
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
22613Subventions
Organisme : Ministerstvo Zdravotnictví Ceské Republiky
ID : IN00023001
Organisme : Ministerstvo Školství, Mládeže a Tělovýchovy
ID : LM2018124
Organisme : National Institute for Research of Metabolic and Cardiovascular Diseases
ID : LX22NPO5104
Organisme : European Structural and Investments Funds in the frame of the Research Development and Education
ID : CZ.02.1.01/0.0/0.0/16_013/0001821
Informations de copyright
© 2024. The Author(s).
Références
Toso, C. et al. Clinical magnetic resonance imaging of pancreatic islet grafts after iron nanoparticle labeling. Am. J. Transpl.8, 701–706. https://doi.org/10.1111/j.1600-6143.2007.02120.x (2008).
doi: 10.1111/j.1600-6143.2007.02120.x
Saudek, F. et al. Magnetic resonance imaging of pancreatic islets transplanted into the liver in humans. Transplantation. 90, 1602–1606. https://doi.org/10.1097/tp.0b013e3181ffba5e (2010).
doi: 10.1097/tp.0b013e3181ffba5e
pubmed: 21197715
Jirak, D. et al. MRI of transplanted pancreatic islets. Magn. Reson. Med.52, 1228–1233. https://doi.org/10.1002/mrm.20282 (2004).
doi: 10.1002/mrm.20282
pubmed: 15562474
Bulte, J. W. In vivo MRI cell tracking: clinical studies. AJR Am. J. Roentgenol.193, 314–325. https://doi.org/10.2214/AJR.09.3107 (2009).
doi: 10.2214/AJR.09.3107
pubmed: 19620426
pmcid: 2857985
Deligianni, X. et al. In vivo visualization of cells labeled with superparamagnetic iron oxides by a sub-millisecond gradient echo sequence. MAGMA. 27, 329–337. https://doi.org/10.1007/s10334-013-0422-3 (2014).
doi: 10.1007/s10334-013-0422-3
pubmed: 24292067
Shapoval, O. et al. Multimodal fluorescently labeled polymer-coated GdF(3) nanoparticles inhibit degranulation in mast cells. Nanoscale. 13, 19023–19037. https://doi.org/10.1039/d1nr06127e (2021).
doi: 10.1039/d1nr06127e
pubmed: 34755752
Srivastava, A. K. et al. Advances in using MRI probes and sensors for in vivo cell tracking as applied to regenerative medicine. Dis. Model. Mech.8, 323–336. https://doi.org/10.1242/dmm.018499 (2015).
doi: 10.1242/dmm.018499
pubmed: 26035841
pmcid: 4381332
Berkova, Z. et al. Decellularized pancreatic tail as matrix for pancreatic islet transplantation into the greater omentum in rats. J. Funct. Biomater.13 https://doi.org/10.3390/jfb13040171 (2022).
Berkova, Z. et al. Labeling of pancreatic islets with iron oxide nanoparticles for in vivo detection with magnetic resonance. Transplantation. 85, 155–159. https://doi.org/10.1097/01.tp.0000297247.08627.ff (2008).
doi: 10.1097/01.tp.0000297247.08627.ff
pubmed: 18192927
Harizaj, A. et al. Cytosolic delivery of gadolinium via photoporation enables improved in vivo magnetic resonance imaging of cancer cells. Biomater. Sci.9, 4005–4018. https://doi.org/10.1039/d1bm00479d (2021).
doi: 10.1039/d1bm00479d
pubmed: 33899850
Hoehn, M. et al. Monitoring of implanted stem cell migration in vivo: a highly resolved in vivo magnetic resonance imaging investigation of experimental stroke in rat. Proc. Natl. Acad. Sci. USA. 99, 16267–16272. https://doi.org/10.1073/pnas.242435499 (2002).
doi: 10.1073/pnas.242435499
pubmed: 12444255
pmcid: 138600
Justicia, C., Himmelreich, U., Ramos-Cabrer, P., Sprenger, C. & Hoehn, M. In vivo tracking of endogenous stem cells by MRI after intraparenchymal injection of iron oxide nanoparticles. Mol. Imaging. 4, 351–352 (2005).
Bulte, J. W. M. & Daldrup-Link, H. E. Clinical tracking of cell transfer and cell transplantation: trials and tribulations. Radiology. 289, 604–615. https://doi.org/10.1148/radiol.2018180449 (2018).
doi: 10.1148/radiol.2018180449
pubmed: 30299232
Ettlinger, R. et al. In Vitro studies of Fe3O4-ZIF‐8 core–Shell nanoparticles designed as potential theragnostics. Part. Part. Syst. Charact.37 https://doi.org/10.1002/ppsc.202000185 (2020).
Thomsen, H. S. et al. Nephrogenic systemic fibrosis and gadolinium-based contrast media: updated ESUR Contrast Medium Safety Committee guidelines. Eur. Radiol.23, 307–318. https://doi.org/10.1007/s00330-012-2597-9 (2013).
doi: 10.1007/s00330-012-2597-9
pubmed: 22865271
Garcia, J., Liu, S. Z. & Louie, A. Y. Biological effects of MRI contrast agents: gadolinium retention, potential mechanisms and a role for phosphorus. Philos. Trans. Math. Phys. Eng. Sci.375 https://doi.org/10.1098/rsta.2017.0180 (2017).
Ziolkowska, N., Vit, M., Laga, R. & Jirak, D. Iron-doped calcium phytate nanoparticles as a bio-responsive contrast agent in (1)H/(31)P magnetic resonance imaging. Sci. Rep.12, 2118. https://doi.org/10.1038/s41598-022-06125-7 (2022).
doi: 10.1038/s41598-022-06125-7
pubmed: 35136162
pmcid: 8826874
Kracikova, L. et al. Phosphorus-containing polymeric zwitterion: a pioneering bioresponsive probe for (31) P-magnetic resonance imaging. Macromol. Biosci.22, e2100523. https://doi.org/10.1002/mabi.202100523 (2022).
doi: 10.1002/mabi.202100523
pubmed: 35246950
Kracikova, L. et al. Phosphorus-containing polymers as sensitive biocompatible probes for (31)P magnetic resonance. Molecules. 28 https://doi.org/10.3390/molecules28052334 (2023).
Kolouchova, K. et al. Multiresponsive fluorinated polymers as a theranostic platform using 19F MRI. Eur. Polymer J.175 https://doi.org/10.1016/j.eurpolymj.2022.111381 (2022).
Jirak, D., Galisova, A., Kolouchova, K., Babuka, D. & Hruby, M. Fluorine polymer probes for magnetic resonance imaging: quo vadis? MAGMA. 32, 173–185. https://doi.org/10.1007/s10334-018-0724-6 (2019).
doi: 10.1007/s10334-018-0724-6
pubmed: 30498886
Herynek, V. et al. Low-molecular-weight paramagnetic (19)F contrast agents for fluorine magnetic resonance imaging. MAGMA. 32, 115–122. https://doi.org/10.1007/s10334-018-0721-9 (2019).
doi: 10.1007/s10334-018-0721-9
pubmed: 30498883
Mali, A., Kaijzel, E. L., Lamb, H. J. & Cruz, L. J. 19)F-nanoparticles: platform for in vivo delivery of fluorinated biomaterials for (19)F-MRI. J. Control Release. 338, 870–889. https://doi.org/10.1016/j.jconrel.2021.09.001 (2021).
doi: 10.1016/j.jconrel.2021.09.001
pubmed: 34492234
Mali, A. et al. The internal structure of gadolinium and perfluorocarbon-loaded polymer nanoparticles affects (19)F MRI relaxation times. Nanoscale. 15, 18068–18079. https://doi.org/10.1039/d3nr04577c (2023).
doi: 10.1039/d3nr04577c
pubmed: 37916411
Rho, J. et al. Paramagnetic fluorinated nanoemulsions for in vivo F-19 MRI. Mol. Imaging Biol.22, 665–674. https://doi.org/10.1007/s11307-019-01415-5 (2020).
doi: 10.1007/s11307-019-01415-5
pubmed: 31482414
pmcid: 7051879
Yue, X. et al. Novel 19F activatable probe for the detection of matrix metalloprotease-2 activity by MRI/MRS. Mol. Pharm.11, 4208–4217. https://doi.org/10.1021/mp500443x (2014).
doi: 10.1021/mp500443x
pubmed: 25271556
pmcid: 4224523
Li, D. et al. c-Met-targeting (19)F MRI nanoparticles with ultralong tumor retention for precisely detecting small or ill-defined colorectal liver metastases. Int. J. Nanomed.18, 2181–2196. https://doi.org/10.2147/IJN.S403190 (2023).
doi: 10.2147/IJN.S403190
Boehm-Sturm, P., Mengler, L., Wecker, S., Hoehn, M. & Kallur, T. In vivo tracking of human neural stem cells with 19F magnetic resonance imaging. PLoS ONE. 6, e29040. https://doi.org/10.1371/journal.pone.0029040 (2011).
doi: 10.1371/journal.pone.0029040
pubmed: 22216163
pmcid: 3247235
Gonzales, C. et al. in-vivo detection and tracking of T cells in various organs in a melanoma tumor model by 19F-fluorine MRS/MRI. PLoS ONE. 11, e0164557. https://doi.org/10.1371/journal.pone.0164557 (2016).
doi: 10.1371/journal.pone.0164557
pubmed: 27736925
pmcid: 5063406
Vit, M. et al. A broad tuneable birdcage coil for mouse (1)H/(19)F MR applications. J. Magn. Reson.329, 107023. https://doi.org/10.1016/j.jmr.2021.107023 (2021).
doi: 10.1016/j.jmr.2021.107023
pubmed: 34147024
Ahrens, E. T., Helfer, B. M., O’Hanlon, C. F. & Schirda, C. Clinical cell therapy imaging using a perfluorocarbon tracer and fluorine-19 MRI. Magn. Reson. Med.72, 1696–1701. https://doi.org/10.1002/mrm.25454 (2014).
doi: 10.1002/mrm.25454
pubmed: 25241945
pmcid: 4253123
Galisova, A. et al. A trimodal imaging platform for tracking viable transplanted pancreatic islets in vivo: F-19 MR, fluorescence, and bioluminescence imaging. Mol. Imaging Biol.21, 454–464. https://doi.org/10.1007/s11307-018-1270-3 (2019).
doi: 10.1007/s11307-018-1270-3
pubmed: 30167995
Zhao, W., Ta, H. T., Zhang, C. & Whittaker, A. K. Polymerization-induced self-assembly (PISA) - control over the morphology of (19)F-containing polymeric nano-objects for cell uptake and tracking. Biomacromolecules. 18, 1145–1156. https://doi.org/10.1021/acs.biomac.6b01788 (2017).
doi: 10.1021/acs.biomac.6b01788
pubmed: 28339189
Sedlacek, O. & Hoogenboom, R. Drug delivery systems based on poly(2-oxazoline)s and poly(2‐oxazine)s. Adv. Ther.3 https://doi.org/10.1002/adtp.201900168 (2019).
Zhu, X. et al. A fluorinated ionic liquid-based activatable (19)F MRI platform detects biological targets. Chem. 6, 1134–1148. https://doi.org/10.1016/j.chempr.2020.01.023 (2020).
doi: 10.1016/j.chempr.2020.01.023
pubmed: 34084948
pmcid: 8171808
Arango, J. M. et al. Fluorine labeling of nanoparticles and in vivo (19)F magnetic resonance imaging. ACS Appl. Mater. Interfaces. 13, 12941–12949. https://doi.org/10.1021/acsami.1c01291 (2021).
doi: 10.1021/acsami.1c01291
pubmed: 33706503
Jirak, D., Svoboda, J., Filipova, M., Pop-Georgievski, O. & Sedlacek, O. Antifouling fluoropolymer-coated nanomaterials for (19)F MRI. Chem. Commun. (Camb). 57, 4718–4721. https://doi.org/10.1039/d1cc00642h (2021).
doi: 10.1039/d1cc00642h
pubmed: 33977988
Hingorani, D. V. et al. Cell penetrating peptide functionalized perfluorocarbon nanoemulsions for targeted cell labeling and enhanced fluorine-19 MRI detection. Magn. Reson. Med.83, 974–987. https://doi.org/10.1002/mrm.27988 (2020).
doi: 10.1002/mrm.27988
pubmed: 31631402
Srinivas, M. et al. Customizable, multi-functional fluorocarbon nanoparticles for quantitative in vivo imaging using 19F MRI and optical imaging. Biomaterials. 31, 7070–7077. https://doi.org/10.1016/j.biomaterials.2010.05.069 (2010).
doi: 10.1016/j.biomaterials.2010.05.069
pubmed: 20566214
Du, W. et al. 19F- and fluorescently labeled micelles as nanoscopic assemblies for chemotherapeutic delivery. Bioconjug. Chem.19, 2492–2498. https://doi.org/10.1021/bc800396h (2008).
doi: 10.1021/bc800396h
pubmed: 19049473
pmcid: 2703787
Oh, N. & Park, J. H. Endocytosis and exocytosis of nanoparticles in mammalian cells. Int. J. Nanomed.9(Suppl 1), 51–63. https://doi.org/10.2147/IJN.S26592 (2014).
doi: 10.2147/IJN.S26592
Herynek, V. et al. Pre-microporation improves outcome of pancreatic islet labelling for optical and (19)F MR imaging. Biol. Proced. Online. 19, 6. https://doi.org/10.1186/s12575-017-0055-4 (2017).
doi: 10.1186/s12575-017-0055-4
pubmed: 28674481
pmcid: 5488379
Tomizawa, M. et al. Gene transfer using ultrasound. World J. Methodol.3(4), 39–44. https://doi.org/10.5662/wjm.v3.i4.39 (2013).
doi: 10.5662/wjm.v3.i4.39
pubmed: 25237622
pmcid: 4145571
Shapiro, E. M., Medford-Davis, L. N., Fahmy, T. M., Dunbar, C. E. & Koretsky, A. P. Antibody-mediated cell labeling of peripheral T cells with micron-sized iron oxide particles (MPIOs) allows single cell detection by MRI. Contrast Media Mol. Imaging. 2, 147–153. https://doi.org/10.1002/cmmi.134 (2007).
doi: 10.1002/cmmi.134
pubmed: 17541955
Di Gregorio, E., Ferrauto, G., Gianolio, E. & Aime, S. Gd loading by hypotonic swelling: an efficient and safe route for cellular labeling. Contrast Media Mol. Imaging. 8(6), 475–486. https://doi.org/10.1002/cmmi.1574 (2013).
doi: 10.1002/cmmi.1574
pubmed: 24375903
Lorenz, M. R. et al. Uptake of functionalized, fluorescent-labeled polymeric particles in different cell lines and stem cells. Biomaterials. 27, 2820–2828. https://doi.org/10.1016/j.biomaterials.2005.12.022 (2006).
doi: 10.1016/j.biomaterials.2005.12.022
pubmed: 16430958
Lueckerath, T. et al. DNA-polymer conjugates by photoinduced RAFT polymerization. Biomacromolecules. 20, 212–221. https://doi.org/10.1021/acs.biomac.8b01328 (2019).
doi: 10.1021/acs.biomac.8b01328
pubmed: 30407801
Truong, N. P., Jia, Z., Burges, M., McMillan, N. A. & Monteiro, M. J. Self-catalyzed degradation of linear cationic poly(2-dimethylaminoethyl acrylate) in water. Biomacromolecules. 12, 1876–1882. https://doi.org/10.1021/bm200219e (2011).
doi: 10.1021/bm200219e
pubmed: 21476544
Bak, J. M. et al. Thermoresponsive fluorinated polyacrylamides with low cytotoxicity. Polym. Chem-Uk. 4, 2219–2223. https://doi.org/10.1039/c2py20747h (2013).
doi: 10.1039/c2py20747h
Panakkal, V. M. et al. Synthesis of (19)F MRI nanotracers by dispersion polymerization-induced self-assembly of N-(2,2,2-trifluoroethyl)acrylamide in water. Biomacromolecules. 23, 4814–4824. https://doi.org/10.1021/acs.biomac.2c00981 (2022).
doi: 10.1021/acs.biomac.2c00981
pubmed: 36251480
pmcid: 10797588
Lewinski, N., Colvin, V. & Drezek, R. Cytotoxicity of nanoparticles. Small. 4, 26–49. https://doi.org/10.1002/smll.200700595 (2008).
doi: 10.1002/smll.200700595
pubmed: 18165959
Yu, B., Zhang, Y., Zheng, W., Fan, C. & Chen, T. Positive surface charge enhances selective cellular uptake and anticancer efficacy of selenium nanoparticles. Inorg. Chem.51, 8956–8963. https://doi.org/10.1021/ic301050v (2012).
doi: 10.1021/ic301050v
pubmed: 22873404
Abdelmonem, A. M. et al. Charge and agglomeration dependent in vitro uptake and cytotoxicity of zinc oxide nanoparticles. J. Inorg. Biochem.153, 334–338. https://doi.org/10.1016/j.jinorgbio.2015.08.029 (2015).
doi: 10.1016/j.jinorgbio.2015.08.029
pubmed: 26387023
Schaeublin, N. M. et al. Surface charge of gold nanoparticles mediates mechanism of toxicity. Nanoscale. 3, 410–420. https://doi.org/10.1039/c0nr00478b (2011).
doi: 10.1039/c0nr00478b
pubmed: 21229159
Pawelczyk, E., Arbab, A. S., Pandit, S., Hu, E. & Frank, J. A. Expression of transferrin receptor and ferritin following ferumoxides-protamine sulfate labeling of cells: implications for cellular magnetic resonance imaging. NMR Biomed.19, 581–592. https://doi.org/10.1002/nbm.1038 (2006).
doi: 10.1002/nbm.1038
pubmed: 16673357
Mailander, V. & Landfester, K. Interaction of nanoparticles with cells. Biomacromolecules. 10, 2379–2400. https://doi.org/10.1021/bm900266r (2009).
doi: 10.1021/bm900266r
pubmed: 19637907
Frohlich, E. The role of surface charge in cellular uptake and cytotoxicity of medical nanoparticles. Int. J. Nanomed.7, 5577–5591. https://doi.org/10.2147/IJN.S36111 (2012).
doi: 10.2147/IJN.S36111
Weiss, M. et al. Density of surface charge is a more predictive factor of the toxicity of cationic carbon nanoparticles than zeta potential. J. Nanobiotechnol.19 https://doi.org/10.1186/s12951-020-00747-7 (2021).
Mura, S. et al. Influence of surface charge on the potential toxicity of PLGA nanoparticles towards Calu-3 cells. Int. J. Nanomed.6, 2591–2605. https://doi.org/10.2147/IJN.S24552 (2011).
doi: 10.2147/IJN.S24552
Havlicek, D., Panakkal, V. M., Voska, L., Sedlacek, O. & Jirak, D. Self-assembled fluorinated nanoparticles as sensitive and biocompatible theranostic platforms for (19) F MRI. Macromol. Biosci. e2300510. https://doi.org/10.1002/mabi.202300510 (2024).
Galisova, A. et al. Glycogen as an advantageous polymer carrier in cancer theranostics: Straightforward in vivo evidence. Sci. Rep.10, 10411. https://doi.org/10.1038/s41598-020-67277-y (2020).
doi: 10.1038/s41598-020-67277-y
pubmed: 32591567
pmcid: 7320016
Keereweer, S. et al. Optical image-guided surgery–where do we stand? Mol. Imaging Biol.13, 199–207. https://doi.org/10.1007/s11307-010-0373-2 (2011).
doi: 10.1007/s11307-010-0373-2
pubmed: 20617389