Quantification of sp² carbon nanomaterials in biological systems: pharmacokinetics, biodistribution and ecological uptake

References

Ajayan, P. M.; Zhou, O. Z. Applications of carbon nanotubes. Top. Appl. Phys. 2001, 80, 391–425.10.1007/3-540-39947-X_14Search in Google Scholar

Bacon, M.; Bradley, S. J.; Nann, T. Graphene quantum dots. Part. Part. Syst. Char. 2014, 31, 415–428.10.1002/ppsc.201300252Search in Google Scholar

Bullard-Dillard, R.; Creek, K.; Scrivens, W. A.; Tour, J. M. Tissue sites of uptake of ¹⁴C-labeled C₆₀. Bioorg. Chem. 1996, 24, 376–385.10.1006/bioo.1996.0032Search in Google Scholar

Cagle, D. W.; Kennel, S. J.; Mirzadeh, S.; Alford, J. M.; Wilson, L. J. In vivo studies of fullerene-based materials using endohedral metallofullerene radiotracers. Proc. Natl. Acad. Sci. USA 1996, 96, 5182–5187.10.1073/pnas.96.9.5182Search in Google Scholar

Campagnolo, L.; Massimiani, M.; Palmieri, G.; Bernardini, R.; Sacchetti, C.; Bergamaschi, A.; Vecchione, L.; Magrini, A.; Bottini, M.; Pietroius, A. Biodistribution and toxicity of pegylated single wall carbon nanotubes in pregnant mice. Part. Fibre. Toxicol. 2013, 10, 1–13.10.1186/1743-8977-10-21Search in Google Scholar

Cao, L.; Meziani, M. J.; Sahu, S. S.; Sun, Y. P. Photoluminescence properties of graphene versus other carbon nanomaterials. Acc. Chem. Res. 2013, 46, 171–180.10.1021/ar300128jSearch in Google Scholar

Chang, X.; Ruan, L.; Yang, S. T.; Sun, B.; Guo, C.; Zhou, L.; Dong, J.; Yuan, H.; Xing, G.; Zhao, Y.; Yang, M. Quantification of carbon nanomaterials in vivo: direct stable isotope labeling on the skeleton of fullerene C₆₀. Environ. Sci. Nano. 2014, 1, 64–70.10.1039/C3EN00046JSearch in Google Scholar

Chen, C.; Xing, G.; Wang, J.; Zhao, Y.; Li, B.; Tang, J.; Jia, G.; Wang, T.; Sun, J.; Xing, L.; Yuan, H.; Gao, Y.; Meng, H.; Chen, Z.; Zhao, F.; Chai, Z.; Fang, X. Multihydroxylated [Gd@C₈₂(OH)₂₂]_n nanoparticles: antineoplastic activity of high efficiency and low toxicity. Nano Lett. 2005, 5, 2050–2057.10.1021/nl051624bSearch in Google Scholar

Cherukuri, P.; Gannon, C. J.; Leeuw, T. K.; Schmidt, H. K.; Smalley, R. E.; Curley, S. A.; Weisman, R. B. Mammalian pharmacokinetics of carbon nanotubes using intrinsic near-infrared fluorescence. Proc. Natl. Acad. Sci. USA 2006, 103, 18882–18886.10.1073/pnas.0609265103Search in Google Scholar

Czarny, B.; Georgin, D.; Berthon, F.; Plastow, G.; Pinault, M.; Patriarche, G.; Thuleau, A.; L’Hermite, M. M.; Taran, F.; Dive, V. Carbon nanotube translocation to distant organs after pulmonary exposure: insights from in situ ¹⁴C-radiolabeling and tissue radioimaging. ACS Nano 2014, 8, 5715–5724.10.1021/nn500475uSearch in Google Scholar

De La Zerda, A.; Zavaleta, C.; Keren, S.; Vaithilingam, S.; Bodapati, S.; Liu, Z.; Levi, J.; Smith, B. R.; Ma, T. J.; Oralkan, O.; Cheng, Z.; Chen, X. Y.; Dai, H. J.; Khuri-Yakub, B. T.; Gambhir, S. S. Carbon nanotubes as photoacoustic molecular imaging agents in living mice. Nat. Nanotechol. 2008, 3, 557–562.10.1038/nnano.2008.231Search in Google Scholar

Deng, X.; Jia, G.; Wang, H.; Sun, H.; Wang, X.; Yang, S.; Wang, T.; Liu, Y. Translocation and fate of multi-walled carbon nanotubes in vivo. Carbon 2007, 45, 1419–1424.10.1016/j.carbon.2007.03.035Search in Google Scholar

Deng, X. Y.; Yang, S. T.; Nie, H. Y.; Wang, H. F.; Liu, Y. F. A generally adoptable radiotracing method for tracking carbon nanotubes in animals. Nanotechnology 2008, 19, 075101.10.1088/0957-4484/19/7/075101Search in Google Scholar PubMed

Dresselhaus, M. S.; Jorio, A.; Hofmann, M.; Dresselhaus, G.; Saito, R. Perspectives on carbon nanotubes and graphene Raman spectroscopy. Nano Lett. 2010, 10, 751–758.10.1021/nl904286rSearch in Google Scholar

Fazaeli, Y.; Akhavan, O.; Rahighi, R.; Aboudzadeha, M. R.; Karimi, E.; Afarideh, H. In vivo SPECT imaging of tumors by ^198,199Au-labeled graphene oxide nanostructures. Mater. Sci. Eng. C 2014, 45, 196–204.10.1016/j.msec.2014.09.019Search in Google Scholar

Geim, A. K.; Novoselov, K. S. The rise of graphene. Nat. Mater. 2007, 6, 183–191.10.1038/nmat1849Search in Google Scholar

Georgin, D.; Czarny, B.; Botquin, M.; Mayne-L’Hermite, M.; Pinault, M.; Bouchet-Fabre, B.; Carriere, M.; Poncy, J. L.; Chau, Q.; Maximilien, R.; Dive, V.; Taran, F. Preparation of ¹⁴C-labeled multiwalled carbon nanotubes for biodistribution investigations. J. Am. Chem. Soc. 2009, 131, 14658–14659.10.1021/ja906319zSearch in Google Scholar

Gong, H.; Peng, R.; Liu, Z. Carbon nanotubes for biomedical imaging: the recent advances. Adv. Drug Deliv. Rev. 2013, 65, 1951–1963.10.1016/j.addr.2013.10.002Search in Google Scholar

Guo, J. X.; Zhang, X.; Li, Q. N.; Li, W. X. Biodistribution of functionalized multiwall carbon nanotubes in mice. Nucl. Med. Biol. 2007, 34, 579–583.10.1016/j.nucmedbio.2007.03.003Search in Google Scholar

Guo, Y.; Shi, D. L.; Cho, H. S.; Dong, Z. Y.; Kulkarni, A.; Pauletti, G. M.; Wang, W.; Lian, J.; Liu, W.; Ren, L.; Zhang, Q. Q.; Liu, G. K.; Huth, C.; Wang, L. M.; Ewing, R. C. In vivo imaging and drug storage by quantum-dot-conjugated carbon nanotubes. Adv. Funct. Mater. 2008, 18, 2489–2497.10.1002/adfm.200800406Search in Google Scholar

Guo, X. K.; Dong, S. P.; Petersen, E. J.; Gao, S. X.; Huang, Q. G.; Mao, L. Biological uptake and depuration of radio-labeled graphene by Daphnia magna. Environ. Sci. Technol. 2013, 47, 12524–12531.10.1021/es403230uSearch in Google Scholar

Hong, S. Y.; Tobias, G.; Al-Jamal, K. T.; Ballesteros, B.; Ali-Boucetta, H.; Lozano-Perez, S.; Nellist, P. D.; Sim, R. B.; Finucane, C.; Mather, S. J.; Green, M. L. H.; Kostarelos, K.; Davis, B. G. Filled and glycosylated carbon nanotubes for in vivo radioemitter localization and imaging. Nat. Mater. 2010, 9, 485–490.10.1038/nmat2766Search in Google Scholar

Hong, H.; Yang, K.; Zhang, Y.; Engle, J. W.; Feng, L. Z.; Yang, Y. N.; Nayak, T. R.; Goel, S.; Bean, J.; Theuer, C. P.; Barnhart, T. E.; Liu, Z.; Cai, W. B. In vivo targeting and imaging of tumor vasculature with radiolabeled, antibody-conjugated nanographene. ACS Nano 2012a, 6, 2361–2370.10.1021/nn204625eSearch in Google Scholar PubMed PubMed Central

Hong, H.; Zhang, Y.; Engle, J. W.; Nayak, T. R.; Theuer, C. P.; Nickles, R. J.; Barnhart, T. E.; Cai, W. B. In vivo targeting and positron emission tomography imaging of tumor vasculature with ⁶⁶Ga-labeled nano-graphene. Biomaterials 2012b, 33, 4147–4156.10.1016/j.biomaterials.2012.02.031Search in Google Scholar PubMed PubMed Central

Hummers, W. S. Jr.; Offerman R. E. Preparation of graphitic oxide. J. Am. Chem. Soc. 1958, 80, 1339.10.1021/ja01539a017Search in Google Scholar

Ji, Z. Q.; Sun, H.; Wang, H.; Xie, Q.; Liu, Y.; Wang, Z. Biodistribution and tumor uptake of C₆₀(OH)_x in mice. J. Nanopart. Res. 2006, 8, 53–63.10.1007/s11051-005-9001-5Search in Google Scholar

Kanakia, S.; Toussaint, J. D.; Chowdhury, S. M.; Tembulkar, T.; Lee, S.; Jiang, Y. P.; Lin, R. Z.; Shroyer, K. R.; Moore, W.; Sitharaman, B. Dose ranging, expanded acute toxicity and safety pharmacology studies for intravenously administered functionalized graphene nanoparticle formulations. Biomaterials 2014, 35, 7022–7031.10.1016/j.biomaterials.2014.04.066Search in Google Scholar

Kroto, H. W.; Heath, J. R.; O’Brien, S. C.; Curl, R. F.; Smalley, R. E. C₆₀: Buckminsterfullerene. Nature 1985, 318: 162–163.10.1038/318162a0Search in Google Scholar

Kubota, R.; Tahara M.; Shimizu K.; Sugimoto, N.; Hirose, A.; Nishimura, T. Time-dependent variation in the biodistribution of C₆₀ in rats determined by liquid chromatography- tandem mass spectrometry. Toxicol. Lett. 2011, 206, 172–177.10.1016/j.toxlet.2011.07.010Search in Google Scholar

Lacerda, L.; Soundararajan, A.; Singh, R.; Pastorin, G.; Al-Jamal, K. T.; Turton, J.; Frederik, P.; Herrero, M. A.; Li, S.; Bao, A.; Emfietzoglou, D.; Mather, S.; Phillips, W. T.; Prato, M.; Bianco, A.; Goins, B.; Kostarelos, K. Dynamic imaging of functionalized multi-walled carbon nanotube systemic circulation and urinary excretion. Adv. Mater. 2008, 20, 225–230.10.1002/adma.200702334Search in Google Scholar

Li, Q. N.; Xiu, Y.; Zhang, X. D.; Liu, R. L.; Du, Q. Q.; Sun, X. G.; Chen, S. L.; Li, W. X. Biodistribution of fullerene derivative C₆₀(OH)_x (O)_y . Chin. Sci. Bull. 2001, 46, 1615–1618.10.1007/BF02900619Search in Google Scholar

Li, Q. N.; Xiu, Y; Zhang, X. D.; Liu, R. L.; Du, Q. Q.; Shun, X. G.; Chen, S. L.; Li, W. X. Preparation of ^(99m)Tc-C₆₀(OH)_x and its biodistribution studies. Nucl. Med. Biol. 2002, 29, 707–710.10.1016/S0969-8051(02)00313-XSearch in Google Scholar

Li, Y. G.; Huang, X.; Liu, R. L.; Li, Q. N.; Zhang, X. D.; Li, W. X. Preparation of ⁶⁷Ga-C₆₀(OH)_x and its biodistribution. J. Radioanal. Nucl. Chem. 2005, 265, 127–131.Search in Google Scholar

Li, D.; Fortner, G. D.; Johnson, D. R.; Chen, C.; Li, Q. L.; Alvarez, P. J. J. Bioaccumulation of ¹⁴C₆₀ by the earthworm Eisenia fetida. Environ. Sci. Technol. 2010, 44, 9170–9175.10.1021/es1024405Search in Google Scholar

Li, B.; Yang, J. Z.; Huang, Q.; Zhang, Y.; Peng, C.; Zhang, Y. J.; He, Y.; Shi, J. Y.; Li, W. X.; Hu, J.; Fan, C. H. Biodistribution and pulmonary toxicity of intratracheally instilled graphene oxide in mice. NPG Asia Mater. 2013a, 5, e44.10.1038/am.2013.7Search in Google Scholar

Li, S. B.; Irin, F.; Atore, F. O.; Green, M. J.; Cañas-Carrell, J. E. Determination of multi-walled carbon nanotube bioaccumulation in earthworms measured by a microwave-based detection technique. Sci. Total Environ. 2013b, 9, 445–446.10.1016/j.scitotenv.2012.12.037Search in Google Scholar

Li, B.; Zhang, X. Y.; Yang, J. Z.; Zhang, Y. J.; Li, W. X.; Fan, C. H.; Huang, Q. Influence of polyethylene glycol coating on biodistribution and toxicity of nanoscale graphene oxide in mice after intravenous injection. Int. J. Nanomed. 2014a, 9, 4697–4707.10.2147/IJN.S66591Search in Google Scholar

Li, J.; Panta, A.; Chin, C. F.; Ang, W. H.; Menard-Moyon, C.; Nayak, T. R.; Gibson, D.; Ramaprabhu, S.; Panczyk, T.; Bianco, A.; Pastorin, G. In vivo biodistribution of platinum-based drugs encapsulated into multi-walled carbon nanotubes. Nanomedicine 2014b, 10, 1465–1475.10.1016/j.nano.2014.01.004Search in Google Scholar PubMed

Liang, G. Y.; Zhang, T.; Liu, R.; Ye, B.; Yin, L. H.; Pu, Y. P. Preparation and biodistribution of tyrosine modified multiwall carbon nanotubes. J. Nanosci. Nanotechnol. 2010, 10, 8508–8515.10.1166/jnn.2010.2683Search in Google Scholar

Lin, Z. Q.; Zhang, H. S.; Huang, J. H.; Xi, Z. G.; Liu, L. H.; Lin, B. C. Biodistribution of single-walled carbon nanotubes in rats. Toxicol. Res. 2014, 3, 497–502.10.1039/C3TX50059DSearch in Google Scholar

Liu, L.; Fan, S. S. Isotope labeling of carbon nanotubes and formation of ¹²C-¹³C nanotube junctions. J. Am. Chem. Soc. 2001, 123, 11502–11503.10.1021/ja0167304Search in Google Scholar

Liu, Z.; Cai, W. B.; He, L. N.; Nakayama, N.; Chen, K.; Sun, X. M.; Chen, X. Y.; Dai, H. J. In vivo biodistribution and highly efficient tumour targeting of carbon nanotubes in mice. Nat. Nanotechnol. 2007, 2, 47–52.10.1038/nnano.2006.170Search in Google Scholar

Liu, Z.; Davis, C.; Cai, W. Circulation and long-term fate of functionalized, biocompatible single-walled carbon nanotubes in mice probed by Raman spectroscopy. Proc. Natl. Acad. Sci. USA 2008a, 105, 1410–1415.10.1073/pnas.0707654105Search in Google Scholar PubMed PubMed Central

Liu, Z.; Li, X. L.; Tabakman, S. M.; Jiang, K. L.; Fan, S. S.; Dai, H. J. Multiplexed multicolor raman imaging of live cells with isotopically modified single walled carbon nanotubes. J. Am. Chem. Soc. 2008b, 130, 13540–13541.10.1021/ja806242tSearch in Google Scholar

Liu, J.-H.; Yang, S. T.; Wang, H.; Liu, Y. Advances in biodistribution study and tracing methodology of carbon nanotubes. J. Nanosci. Nanotechnol. 2010, 10, 8469–8481.10.1166/jnn.2010.2689Search in Google Scholar

Liu, J. H.; Yang, S.-T.; Wang, H.; Chang, Y.; Cao, A.; Liu, Y. Effect of size and dose on the biodistribution of graphene oxide in mice. Nanomedicine 2012, 7, 1801–1812.10.2217/nnm.12.60Search in Google Scholar

Liu, Y.; Zhao, Y. L.; Sun, B. Y.; Chen, C. Y. Understanding the toxicity of carbon nanotubes. Acc. Chem. Res. 2013, 46, 702–713.10.1021/ar300028mSearch in Google Scholar

Lu, Y. J.; Lin, C. W.; Yang, H. W.; Lin, K. J.; Wey, S. P.; Sun, C. L.; Wei, K. C.; Yen, T. C.; Lin, C. I.; Ma, C. M.; Chen, J. P. Biodistribution of PEGylated graphene oxide nanoribbons and their application in cancer chemo-photothermal therapy. Carbon 2014, 74, 83–95.10.1016/j.carbon.2014.03.007Search in Google Scholar

Luo, P. G.; Yang, F.; Yang, S.-T.; Sonkar, S. K.; Yang, L.; Broglie, J. J.; Liu, Y.; Sun, Y.-P. Carbon-based quantum dots for fluorescence imaging of cells and tissues. RSC Adv. 2014, 4, 10791–10807.10.1039/c3ra47683aSearch in Google Scholar

Maksin, T.; Djokic, D.; Jankovic, D.; Djordjevic, A.; Neskovic, O. Comparison of some physic-chemical parameters and biological behaviour of fullerenol labelled with technetium-99m. J. Optoelectron. Adv. Mater. 2007, 9, 2571–2577.Search in Google Scholar

Matsumura, S.; Yuge, R.; Sato, S.; Tomida, A.; Ichihashi, T.; Irie, H.; Iijima, S.; Shiba, K.; Yudasaka, M. Ultrastructural localization of intravenously injected carbon nanohorns in tumor. Int. J. Nanomed. 2014, 9, 3499–3508.10.2147/IJN.S62688Search in Google Scholar

McDevitt, M. R.; Chattopadhyay, D.; Jaggi, J. S.; Finn, R. D.; Zanzonico, P. B.; Villa, C.; Rey, D.; Mendenhall, J.; Batt, C. A.; Njardarson, J. T.; Scheinberg, D. A. PET imaging of soluble yttrium-86-labeled carbon nanotubes in Mice. PLoS One 2007a, 9, e907.10.1371/journal.pone.0000907Search in Google Scholar PubMed PubMed Central

McDevitt, M. R.; Chattopadhyay, D.; Kappel, B. J.; Jaggi, J. S.; Schiffman, S. R.; Antczak, C.; Njardarson, J. T.; Brentjens, R.; Scheinberg, D. A. Tumor targeting with antibody-functionalized, radiolabeled carbon nanotubes. J. Nucl. Med. 2007b, 48, 1180–1189.10.2967/jnumed.106.039131Search in Google Scholar

Michael, F. L.; De-Volder, S. H.; Tawfick, R. H.; Baughman, A.; John, H. Carbon nanotubes: present and future commercial applications. Science 2013, 339, 535–539.10.1126/science.1222453Search in Google Scholar

Miyawaki, J.; Matsumura, S.; Yuge, R.; Murakami, T.; Sato, S.; Tomida, A.; Tsuruo, T.; Ichihashi, T.; Fujinami, T.; Irie, H.; Tsuchida, K.; Iijima, S.; Shiba, K.; Yudasaka, M. Biodistribution and ultrastructural localization of single-walled carbon nanohorns determined in vivo with embedded Gd₂O₃ labels. ACS Nano 2009, 3, 1399–1406.10.1021/nn9004846Search in Google Scholar

Moussa, F.; Pressac, M.; Genin, E.; Roux, S.; Trivin, F.; Rassat, A.; Ceolin, R.; Szwarc, H. Quantitative analysis of C₆₀ fullerene in blood and tissues by high performance liquid chromatography with photodiode-array and mass spectrometric detection. J. Chromatogr. B 1997, 696, 153–159.10.1016/S0378-4347(97)00228-4Search in Google Scholar

Mulvey, J. J.; Feinberg, E. N.; Alidori, S.; McDevitt, M. R.; Heller, D. A.; Scheinberg, D. A. Synthesis, pharmacokinetics, and biological use of lysine-modified single-walled carbon nanotubes. Int. J. Nanomed. 2014, 9, 4245–4255.10.2147/IJN.S66050Search in Google Scholar

Nahain, A. A.; Lee, J. E.; In, I.; Lee, H.; Lee, K. D.; Jeong, J. H.; Park, S. Y. Target delivery and cell imaging using hyaluronic acid-functionalized graphene quantum dots. Mol. Pharm. 2013a, 10, 3736–3744.10.1021/mp400219uSearch in Google Scholar

Nahain, A. A.; Lee, J. E.; Jeong, J. H.; Park, S. Y. Photoresponsive fluorescent reduced graphene oxide by spiropyran conjugated hyaluronic acid for in vivo imaging and target delivery. Biomacromolecules 2013b, 10, 3736–3744.10.1021/bm4012166Search in Google Scholar

Nakamura, M.; Tahara, Y.; Murakami, T.; Iijima, S.; Yudasaka, M. Gastrointestinal actions of orally-administered single-walled carbon nanohorns. Carbon 2014, 69, 409–416.10.1016/j.carbon.2013.12.043Search in Google Scholar

Nel, A.; Xia, T.; Madler, L.; Li, N. Toxic potential of materials at the nanolevel. Science 2006, 311, 622–627.10.1126/science.1114397Search in Google Scholar

Nikolic, N.; Ðuric, S. V.; Jankovic, D.; Ðokic, D.; Mirkovic, M.; Bibi, N.; Trajkovic, V. Preparation and biodistribution of radiolabeled fullerene C₆₀ nanocrystals. Nanotechnology 2009, 20, 385102.10.1088/0957-4484/20/38/385102Search in Google Scholar PubMed

Nurunnabi, M.; Khatun, Z.; Huh, K. M.; Park, S. Y.; Lee, D. Y.; Cho, K. J.; Lee, Y. K. In vivo biodistribution and toxicology of carboxylated graphene quantum dots. ACS Nano 2013a, 7, 6858–6867.10.1021/nn402043cSearch in Google Scholar PubMed

Nurunnabi, M.; Khatun, Z.; Reeck, G. R.; Lee, D. Y.; Lee, Y. K. Near infra-red photoluminescent graphene nanoparticles greatly expand their use in noninvasive biomedical imaging. Chem. Commun. 2013b, 49, 5079–5081.10.1039/c3cc42334dSearch in Google Scholar

Oberdorster, G.; Oberdorster, E.; Oberdorster, J. An emerging disciplineevolving from studies of ultrafine particles. Environ. Health Perspect. 2005, 113, 823–839.10.1289/ehp.7339Search in Google Scholar

Owens, D. E.; Peppas, N. A. Opsonization, biodistribution, and pharmacokinetics of polymeric nanoparticles. Int. J. Pharm. 2006, 307, 93–102.10.1016/j.ijpharm.2005.10.010Search in Google Scholar

Parks, A. N.; Portis, L. M.; Ariette Schierz, P.; Washburn, K. M.; Perron, M. M.; Burgess, R. M.; Ho, K. T.; Thomas Chandler, G.; Lee Ferguson, P. Bioaccumulation and toxicity of single-walled carbon nanotubes to benthic organisms at the base of the marine food chain. Environ. Toxicol. Chem. 2013, 32, 1270–1277.10.1002/etc.2174Search in Google Scholar

Petersen, E. J.; Huang, Q. G.; Weber Jr., W. J. Bioaccumulation of radio-labeled carbon nanotubes by Eisenia foetida. Environ. Sci. Technol. 2008a, 42, 3090–3095.10.1021/es071366fSearch in Google Scholar

Petersen, E. J.; Huang, Q. G.; Weber, W. J., Jr. Ecological uptake and depuration of carbon nanotubes by Lumbriculus variegatus. Environ. Health. Perspect. 2008b, 116, 496–500.10.1289/ehp.10883Search in Google Scholar

Petersen, E. J.; Akkanen, J.; Kukkonen, J. V. K.; Weber, W. J. Biological uptake and depuration of carbon nanotubes by Daphnia magna. Environ. Sci. Technol. 2009, 43, 2969–2975.10.1021/es8029363Search in Google Scholar

Petersen, E. J.; Huang, Q. G.; Weber, W. J., Jr. Relevance of octanol-water distribution measurements to the potential ecological uptake of multui-walled carbon nanotubes. Environ. Toxicol. Chem. 2010, 29, 1106–1112.10.1002/etc.149Search in Google Scholar

Petersen, E. J.; Pinto, R. A.; Mai, D. J.; Landrum, P. F.; Weber, W. J. Influence of polyethyleneimine graftings of multi-walled carbon nanotubes on their accumulation and elimination by and toxicity to Daphnia magna. Environ. Sci. Technol. 2011a, 45, 1133–1138.10.1021/es1030239Search in Google Scholar

Petersen, E. J.; Pinto, R. A.; Zhang, L. W.; Huang, Q. G.; Landrum, P. F.; Weber, W. J. J. Effects of polyethyleneimine-mediated functionalization of multi-walled carbon nanotubes on earthworm bioaccumulation and sorption by soils. Environ. Sci. Technol. 2011b, 45, 3718–3724.10.1021/es103004rSearch in Google Scholar

Prato, M. Fullerene chemistry for materials science applications. J. Mater. Chem. 1997, 7, 1097–1109.10.1039/a700080dSearch in Google Scholar

Prencipe, G.; Tabakman, S. M.; Welsher, K. PEG branched polymer for functionalization of nanomaterials with ultralong blood circulation. J. Am. Chem. Soc. 2009, 131, 4783–4787.10.1021/ja809086qSearch in Google Scholar

Qi, W.; Bi, J. J.; Zhang, X. Y.; Wang, J.; Wang, J. J.; Liu, P.; Li, Z.; Wu, W. S. Damaging effects of multi-walled carbon nanotubes on pregnant mice with different pregnancy times. Sci. Rep. 2014, 4, 101038.10.1038/srep04352Search in Google Scholar

Rajagopalan, P.; Wudl, F.; Schinazi, R. F.; Boudinot, F. D. Pharmacokinetics of a water-soluble fullerene in rats. Antimicrob. Agents Chemother. 1996, 40, 2262–2265.10.1128/AAC.40.10.2262Search in Google Scholar

Riviere, J. E. Pharmacokinetics of nanomaterials: an overview of carbon nanotubes, fullerenes and quantum dots. Wiley Interdisciplinary Rev. Nanomed. Nanobiotechnol. 2009, 1, 26–34.10.1002/wnan.24Search in Google Scholar

Singh, R.; Pantarotto, D.; Lacerda, L.; Pastorin, G.; Klumpp, C.; Prato, M.; Bianco, A.; Kostarelos, K. Tissue biodistribution and blood clearance rates of intravenously administered carbon nanotube radiotracers. Proc. Natl. Acad. Sci. USA 2006, 103, 3357–3362.10.1073/pnas.0509009103Search in Google Scholar

Song, H.; Luo, S. Z.; Wei, H. Y.; Song, H. T.; Yang, Y. Q.; Zhao, W. W. In vivo biological behavior of ^99mTc(CO)₃ labeled fullerol. J. Radioanal. Nucl. Chem. 2010, 285, 635–639.10.1007/s10967-010-0588-3Search in Google Scholar

Sumner, S. C. J.; Fennell, T. R.; Snyder, R. W.; Taylor, G. F.; Lewin, A. H. Distribution of carbon-14 labeled C₆₀ ([¹⁴C]C₆₀) in the pregnant and in the lactating dam and the effect of C₆₀ exposure on the biochemical profile of urine. J. Appl. Toxicol. 2010, 30, 354–360.10.1002/jat.1503Search in Google Scholar

Uo, M.; Akasaka, M.; Watari, F.; Sato, Y.; Tohji, K. Toxicity evaluations of various carbon nanomaterials. Dent. Mater. J. 2011, 30, 245–263.10.4012/dmj.2010-039Search in Google Scholar

Wang, H. F.; Wang, J.; Deng, X. Y.; Sun, H. F.; Shi, Z. J.; Gu, Z. N.; Liu, Y. F.; Zhao, Y. L. Biodistribution of carbon single-wall carbon nanotubes in mice. J. Nanosci. Nanotechnol. 2004, 4, 1019–1024.10.1166/jnn.2004.146Search in Google Scholar

Wang, J. X.; Chen, C. Y.; Li, B.; Yu, H. W.; Zhao, Y. L.; Sun, J.; Li, Y. F.; Xing, G. G.; Yuan, H.; Tang, J.; Chen, Z.; Meng, H.; Gao, Y. X.; Ye, C.; Chai, Z. F.; Zhu, C. F.; Ma, B. C.; Fang, X. H.; Wan, L. J. Antioxidative function and biodistribution of [Gd@C₈₂(OH)₂₂]_n nanoparticles in tumor-bearing mice. Biochem. Pharmacol. 2006, 71, 872–881.10.1016/j.bcp.2005.12.001Search in Google Scholar

Wang, J.; Deng, X. Y.; Yang, S. T.; Wang, H. F.; Zhao, Y. L.; Liu, Y. F. Rapid translocation and pharmacokinetics of hydroxylated single-walled carbon nanotubes in mice. Nanotoxicology 2008, 2, 28–32.10.1080/17435390701851747Search in Google Scholar

Wang, B.; He, X.; Zhang, Z.; Zhao, Y.; Feng, W. Metabolism of nanomaterials in vivo: blood circulation and organ clearance. Acc. Chem. Res. 2012a, 46, 761–769.10.1021/ar2003336Search in Google Scholar

Wang, H.; Yang, S. T.; Cao, A.; Liu, Y. Quantification of carbon nanomaterials in vivo. Acc. Chem. Res. 2012b, 46, 750–760.10.1021/ar200335jSearch in Google Scholar

Wang, J. T. W.; Fabbro, C.; Venturelli, E.; Menard-Moyon, C.; Chaloin, O.; Ros, T. D.; Methven, L.; Nunes, A.; Sosabowski, J. K.; Mather, S. J.; Robinson, M. K.; Amadou, J.; Prato, M.; Bianco, A.; Kostarelos, K.; Al-Jamal, K. T. The relationship between the diameter of chemically-functionalized multi-walled carbon nanotubes and their organ biodistribution profiles in vivo. Biomaterials 2014a, 35, 9517–9528.10.1016/j.biomaterials.2014.07.054Search in Google Scholar PubMed

Wang, J. T.; Cabana, L.; Bourgognon, M.; Kafa, H.; Protti, A.; Venner, K.; Shah, A. M.; Sosabowski, J. K.; Mather, S. J.; Roig, A.; Ke, X. X.; Tendeloo, G. V.; Rosales, R. T. M.; Tobias, G.; Al-Jamal, K. T. Magnetically decorated multiwalled carbon nanotubes as dual MRI and SPECT contrast agents. Adv. Funct. Mater. 2014b, 24, 1880–1894.10.1002/adfm.201302892Search in Google Scholar

Weber, G. E. B.; Bosco, L. D.; Gonçalves, C. O. F.; Santos, A. P.; Fantini, C.; Furtado, C. A.; Parfitt, G. M.; Peixoto, C.; Romano, L. A.; Vaz, B. S.; Barros, D. M. Biodistribution and toxicological study of PEGylated single-wall carbon nanotubes in the zebra fish (Danio rerio) nervous system. Toxicol. Appl. Pharmacol. 2014, 280, 484–492.10.1016/j.taap.2014.08.018Search in Google Scholar

Wu, X.; Yang, S.-T.; Wang, H.; Wang, L.; Hu, W.; Cao, A.; Liu, Y. Influences of the size and hydroxyl number of fullerenes/fullerenols on their interactions with proteins. J. Nanosci. Nanotechnol. 2010, 10, 6298–6304.10.1166/jnn.2010.2623Search in Google Scholar

Xie, Q. Y.; Sun, H. F.; Liu, Y. F.; Ding, X. F.; Fu, D. P.; Liu, K. Adduction of biomacromolecules with acrylamide (AA) in mice at environmental dose levels studied by accelerator mass spectrometry. Toxicol. Lett. 2006, 163, 101–108.10.1016/j.toxlet.2005.09.041Search in Google Scholar

Xing, G. G.; Yuan, H.; He, R.; Gao, X. Y.; Jing, L.; Zhao, F.; Chai, Z. F.; Zhao, Y. L. The strong MRI relaxivity of paramagnetic nanoparticles. J. Phys. Chem. B 2008, 112, 6288–6291.10.1021/jp8012706Search in Google Scholar

Xu, J. Y.; Li, Q. N.; Li, J. G.; Ran, T. C.; Wu, S. W.; Song, W. M.; Chen, S. L.; Li, W. X. Biodistribution of ^99mTc-C₆₀(OH)_x in Sprague-Dawley rats after intratracheal instillation. Carbon 2007, 45, 1865–1870.10.1016/j.carbon.2007.04.030Search in Google Scholar

Yamago, S.; Tokuyama, H.; Nakamuralr, E.; Kikuchi, K.; Kananishl, S.; Sueki, K.; Nakahara, H.; Enomoto, S.; Ambe, F. In viva biological behavior of a water-miscible fullerene: ¹⁴C labeling, absorption, distribution, excretion and acute toxicity. Chem. Biol. 1995, 2, 385–389.10.1016/1074-5521(95)90219-8Search in Google Scholar

Yang, S.-T.; Guo, W.; Lin, Y.; Deng, X. Y.; Wang, H. F.; Sun, H. F.; Liu, Y. F.; Wang, X.; Wang, W.; Chen, M.; Huang, Y. P.; Sun, Y. P. Biodistribution of pristine single-walled carbon nanotubes in vivo. J. Phys. Chem. C 2007, 111, 17761–17764.10.1021/jp070712cSearch in Google Scholar

Yang, S.-T.; Shiral Fernando, K. A.; Liu, Y. H.; Wang, J.; Sun, H. F.; Liu, Y. F.; Chen, M.; Huang, Y. P.; Wang, X.; Wang, H. F.; Sun, Y. P. Covalently PEGylated carbon nanotubes with stealth character in vivo. Small 2008a, 4, 940–944.10.1002/smll.200700714Search in Google Scholar PubMed

Yang, S.-T.; Wang, X.; Jia, G.; Gu, Y.; Wang, T.; Nie, H.; Ge, C.; Wang, H.; Liu, Y. Long-term accumulation and low toxicity of single-walled carbon nanotubes in intravenously exposed mice. Toxicol. Lett. 2008b, 181, 182–189.10.1016/j.toxlet.2008.07.020Search in Google Scholar

Yang, D.; Zhao, Y. L.; Guo, H.; Li, Y.; Tewary, P.; Xing, G. G.; Hou, W.; Oppenheim, J. J.; Zhang, N. [Gd@C₈₂(OH)₂₂]_n nanoparticles induce dendritic cell maturation and activate Th₁ immune responses. ACS Nano 2010a, 4, 1178–1186.10.1021/nn901478zSearch in Google Scholar PubMed PubMed Central

Yang, K.; Wan, J. M.; Zhang, S.; Zhang, Y. J.; Lee, S. T.; Liu, Z. In vivo pharmacokinetics, long-term biodistribution, and toxicology of PEGylated graphene in mice. ACS Nano 2010b, 5, 516–522.10.1021/nn1024303Search in Google Scholar PubMed

Yang, S.-T.; Luo, J.; Zhou, Q.; Wang, H. Pharmacokinetics, metabolism and toxicity of carbon nanotubes for biomedical purposes. Theranostics 2012, 2, 271–282.10.7150/thno.3618Search in Google Scholar

Yang, K.; Gong, H.; Shi, X. Z.; Wan, J. M.; Zhang, Y. J.; Liu, Z. In vivo biodistribution and toxicology of functionalized nano-graphene oxide in mice after oral and intraperitoneal administration. Biomaterials 2013a, 34, 2787–2795.10.1016/j.biomaterials.2013.01.001Search in Google Scholar PubMed

Yang, S.-T.; Liu, Y.; Wang, Y.; Cao, A. Biosafety and bioapplication of nanomaterials by designing protein-nanoparticle interactions. Small 2013b, 9, 1635–1653.10.1002/smll.201201492Search in Google Scholar PubMed

Yang, S.-T.; Wang, Y.; Liu, J.; Wang, H. Biodistribution of multi-walled carbon nanotubes functionalized by hydroxyl terminated poly(ethylene glycol) in mice. J. Radioanal. Nucl. Chem. 2013c, 295, 1181–1186.10.1007/s10967-012-1901-0Search in Google Scholar

Zhang, X. Y.; Yin, J. L.; Peng, C.; Hu, W. Q.; Zhu, Z. Y.; Li, W. X.; Fan, C. H.; Huang, Q. Distribution and biocompatibility studies of graphene oxide in mice after intravenous administration. Carbon 2011, 49, 986–995.10.1016/j.carbon.2010.11.005Search in Google Scholar

Zhang, M. F.; Yamaguchi, T.; Iijimaa, S.; Yudasaka, M. Size-dependent biodistribution of carbon nanohorns in vivo. Nanomedicine 2013a, 9, 657–664.10.1016/j.nano.2012.11.011Search in Google Scholar PubMed

Zhang, Y.; Wu, C. Y.; Guo, S. W.; Zhang, J. Y. Interactions of graphene and graphene oxide with proteins and peptides. Nanotechnol. Rev. 2013b, 2, 27–45.10.1515/ntrev-2012-0078Search in Google Scholar

Zhang, M. F.; Tahara, Y.; Yang, M.; Zhou, X.; Iijima, S.; Yudasaka, M. Quantification of whole body and excreted carbon nanohorns intravenously injected into mice. Adv. Healthc. Mater. 2014, 3, 239–244.10.1002/adhm.201300192Search in Google Scholar