journal article·2010-06-08

Preparation of Fluorescent Diamond Nanoparticles Stably Dispersed under a Physiological Environment through Multistep Organic Transformations

Tatsuya Takimoto, Tokuhiro Chano, Sawako Shimizu, Hidetoshi Okabe, Masaaki Ito, Masahito Morita, Takahide Kimura, Toshiro Inubushi, Naoki Komatsu

Chemistry of Materials· Volume 22· Issue 11
Publisher page

Abstract

Imparting multiple functions to nanoparticles through organic functionalization has been attracting significant interest, particularly in terms of biomedical applications. Among them, diamond nanoparticles—the so-called nanodiamond (ND)—have been recognized as one of the best platforms, because of its nontoxic or low-toxicity properties, as well as its organic characteristics that enable covalent bonding with introduced functionalities. Here, we show multistep organic transformations on the ND surface that amass the requisite functions layer by layer through covalent bonds. The functionalities introduced onto the ND surface were well-characterized by solution-phase 1 H NMR and 13 C NMR spectroscopies, recently developed by us and other groups, as well as conventional infrared (IR), fluorescence microscopy and spectroscopy, and elemental analysis. As a result, hydrophilic and fluorescent characteristics were incorporated onto the ND surface by adding polyethylene glycol (PEG) and fluorescein segments, providing fluorescent ND stably dispersed under a physiological environment. ND has been confirmed to be viable for use as a cellular imaging agent by introducing them into HeLa cells.
Source: openalex_inverted_index · Quality: baseline

Research context

OpenAlex topics: Diamond and Carbon-based Materials Research · Carbon Nanotubes in Composites · Force Microscopy Techniques and Applications

SciVX discovery tags are terminology-based. OpenAlex topics are source-provided classifications.

Affiliations

Department of Chemistry, Shiga University of Medical Science, Seta, Otsu 520-2192, Japan

Department of Clinical Laboratory Medicine, Shiga University of Medical Science, Seta, Otsu 520-2192, Japan

Organic Chemical Company, Daicel Chemical Industries, Ltd., 2-1-4 Higashisakae, Ohtake, Hiroshima 739-0605, Japan

Immunology Frontier Research Center, Osaka University, 3-1 Yamadaoka, Suita 565-0871, Japan

PRESTO, JST, 4-1-8, Honcho, Kawaguchi-shi, Saitama, 332-0012, Japan

Biomedical MR Science Center, Shiga University of Medical Science, Seta, Otsu 520-2192, Japan

References (84)

Show source-provided references
1. De M. · Adv. Mater. · 2008 · 20 · 422510.1002/adma.200703183 ↗
2. Rao J. · ACS Nano · 2008 · 2 · 198410.1021/nn800669n ↗
3. Emerrich D. F. · J. Drug Targeting · 2007 · 15 · 16310.1080/10611860701231810 ↗
4. Caruthers S. D. · Curr. Opin. Biotechnol. · 2007 · 18 · 2610.1016/j.copbio.2007.01.006 ↗
5. Farokhzad O. C. · Adv. Drug Delivery Rev. · 2006 · 58 · 145610.1016/j.addr.2006.09.011 ↗
6. Gil P. R. · ACS Nano · 2008 · 2 · 220010.1021/nn800716j ↗
7. Liu Y. · Int. J. Cancer · 2007 · 120 · 252710.1002/ijc.22709 ↗
8. Jain K. K. · Clin. Chim. Acta · 2005 · 358 · 3710.1016/j.cccn.2005.03.014 ↗
9. Cheon J. · Acc. Chem. Res. · 2008 · 41 · 163010.1021/ar800045c ↗
10. Farokhzad O. C. · ACS Nano · 2009 · 3 · 1610.1021/nn900002m ↗
11. Peer D. · Nature Nanotechnol. · 2007 · 2 · 75110.1038/nnano.2007.387 ↗
12. Tao A. R. · Small · 2008 · 4 · 31010.1002/smll.200701295 ↗
13. Skrabalak S. E. · ACS Nano · 2009 · 3 · 1010.1021/nn800875p ↗
14. Zhang Q. · ACS Nano · 2009 · 3 · 13910.1021/nn800531q ↗
15. Cai W. · Small · 2007 · 3 · 184010.1002/smll.200700351 ↗
16. Douma K. · Small · 2009 · 5 · 54410.1002/smll.200801079 ↗
17. Rogach A. L. · Angew. Chem., Int. Ed. · 2008 · 47 · 653810.1002/anie.200705109 ↗
18. Jamieson T. · Biomaterials · 2007 · 28 · 471710.1016/j.biomaterials.2007.07.014 ↗
19. van Schooneveld M. M. · Nano Lett. · 2008 · 8 · 251710.1021/nl801596a ↗
20. Templeton A. C. · Acc. Chem. Res. · 2000 · 33 · 2710.1021/ar9602664 ↗
21. Peng X. · Adv. Mater. · 2009 · 21 · 62510.1002/adma.200801464 ↗
22. Liu Z. · J. Am. Chem. Soc. · 2008 · 130 · 1087610.1021/ja803688x ↗
23. Liu Z. · ACS Nano · 2007 · 1 · 5010.1021/nn700040t ↗
24. Krueger A. · Chem.—Eur. J. · 2008 · 14 · 138210.1002/chem.200700987 ↗
25. Krueger A. · Adv. Mater. · 2008 · 20 · 244510.1002/adma.200701856 ↗
26. Krueger A. · J. Mater. Chem. · 2008 · 18 · 148510.1039/b716673g ↗
27. Holt K. B. · Philos. Trans. R. Soc. A · 2007 · 365 · 284510.1098/rsta.2007.0005 ↗
28. Nebel C. E. · J. R. Soc. Interface · 2007 · 4 · 43910.1098/rsif.2006.0196 ↗
29. Zhong Y. L. · Chem. Mater. · 2008 · 20 · 313710.1021/cm703686w ↗
30. Rezek B. · J. Am. Che, Soc. · 2006 · 128 · 388410.1021/ja058181y ↗
31. Kuga S. · J. Am. Chem. Soc. · 2008 · 130 · 1325110.1021/ja710167z ↗
32. Härtl A. · Nat. Mater. · 2004 · 3 · 73610.1038/nmat1204 ↗
33. Yang W. · Nat. Mater. · 2002 · 1 · 25310.1038/nmat779 ↗
34. Smentkowski V. S. · Science · 1996 · 271 · 19310.1126/science.271.5246.193 ↗
35. Nakamura T. · Langmuir · 2004 · 20 · 584610.1021/la0499362 ↗
36. Hovis J. S. · J. Am. Chem. Soc. · 2000 · 122 · 73210.1021/ja9929077 ↗
37. Nakamura T. · Chem. Commun. · 2003 · 90010.1039/b211807f ↗
38. Li L. · Carbon · 2006 · 44 · 230810.1016/j.carbon.2006.02.023 ↗
39. Liu Y. · Chem. Mater. · 2004 · 16 · 392410.1021/cm048875q ↗
40. Miller J. B. · Langmuir · 1996 · 12 · 580910.1021/la9407166 ↗
41. Saito T. · J. Chem. Soc. Faraday Trans. · 1998 · 94 · 92910.1039/a707905b ↗
42. Ushizawa K. · Chem. Phys. Lett. · 2002 · 351 · 10510.1016/S0009-2614(01)01362-8 ↗
43. Tsubota T. · Diamond Relat. Mater. · 2000 · 9 · 21910.1016/S0925-9635(00)00234-X ↗
44. Tsubota T. · Phys. Chem. Chem. Phys. · 2003 · 5 · 147410.1039/b210248j ↗
45. Tsubota T. · Phys. Chem. Chem. Phys. · 2002 · 4 · 80610.1039/b107349b ↗
46. Yang N. · Angew. Chem., Int. Ed. · 2008 · 47 · 518310.1002/anie.200801706 ↗
47. Schwertfeger H. · Angew. Chem., Int. Ed. · 2008 · 47 · 102210.1002/anie.200701684 ↗
48. Vaijayanthimala V. · Nanomedicine · 2009 · 4 · 4710.2217/17435889.4.1.47 ↗
49. Mohan N. · Adv. Mater. · 2010 · 22 · 84310.1002/adma.200901596 ↗
50. Zhang B. · Small · 2009 · 5 · 271610.1002/smll.200900725 ↗
51. Chang Y.-R. · Nature Nanotechnol. · 2008 · 3 · 28410.1038/nnano.2008.99 ↗
52. Tisler J. · ACS Nano · 2009 · 3 · 195910.1021/nn9003617 ↗
53. Faklaris O. · ACS Nano · 2009 · 3 · 395510.1021/nn901014j ↗
54. Faklaris O. · Small · 2008 · 4 · 223610.1002/smll.200800655 ↗
55. Chang I. P. · J. Am. Chem. Soc. · 2008 · 130 · 1547610.1021/ja804253y ↗
56. Chao J.-I. · Biophys. J. · 2007 · 93 · 219910.1529/biophysj.107.108134 ↗
57. Martin R. · ACS Nano · 2010 · 4 · 6510.1021/nn901616c ↗
58. Loh O. · Small · 2009 · 5 · 166710.1002/smll.200900361 ↗
59. Hens S. C. · Diamond Relat. Mater. · 2008 · 17 · 185810.1016/j.diamond.2008.03.020 ↗
60. Vial S. · ChemBioChem · 2008 · 9 · 211310.1002/cbic.200800247 ↗
61. Schrand A. M. · Crit. Rev. Solid State Mater. Sci. · 2009 · 34 · 1810.1080/10408430902831987 ↗
62. Pyzyr, A. P.; Bondar, V. S.; Bukayemsky, A. A.; Selyutin, G. E.; Kargin, V. F.InSynthesis, Properties and Applications of Ultrananocrystalline Diamond;Gruen, D. M.; Shenderova, O. A.; Vul’, A. Y., Eds.NATO Science Series II Mathematics, Physics and Chemistry;Springer:Dordrecht, The Netherlands, 2005; pp261−270.
63. Xing Y. · Nanomedicine · 2009 · 4 · 20710.2217/17435889.4.2.207 ↗
64. Martin R. · Chem. Mater. · 2009 · 21 · 450510.1021/cm9012602 ↗
65. Mochalin V. N. · J. Am. Chem. Soc. · 2009 · 131 · 459410.1021/ja9004514 ↗
66. Yeap W. S. · Anal. Chem. · 2008 · 80 · 465910.1021/ac800009v ↗
67. Cheng J. · Chem. Mater. · 2008 · 20 · 422410.1021/cm800357g ↗
68. Komatsu N. · J. Incl. Phenom. Macrocycl. Chem. · 2008 · 61 · 19510.1007/s10847-008-9418-4 ↗
69. Peng X. · ACS Nano · 2008 · 2 · 204510.1021/nn800462s ↗
70. Peng X. · J. Am. Chem. Soc. · 2007 · 129 · 1594710.1021/ja075094s ↗
71. Peng X. · Nature Nanotechnol. · 2007 · 2 · 36110.1038/nnano.2007.142 ↗
72. Komatsu N. · Chem. Lett. · 2007 · 36 · 39810.1246/cl.2007.398 ↗
73. Korokov V. V. · Diamond Relat. Mater. · 2007 · 16 · 212910.1016/j.diamond.2007.07.018 ↗
74. Ando T. · J. Chem. Soc. Faraday Trans. · 1993 · 89 · 178310.1039/ft9938901783 ↗
75. Ando T. · J. Chin. Chem. Soc. · 1995 · 42 · 28510.1002/jccs.199500039 ↗
76. Huang L.-C. L. · Langmuir · 2004 · 20 · 587910.1021/la0495736 ↗
77. Loubser J. · Rep. Prog. Phys. · 1978 · 41 · 120110.1088/0034-4885/41/8/002 ↗
78. Dubois M. · J. Phys. Chem. C · 2009 · 113 · 1037110.1021/jp901274f ↗
79. Shenderova O. A. · Crit. Rev. Solid State Mater. Sci. · 2002 · 27 · 22710.1080/10408430208500497 ↗
80. Neugart F. · Nano Lett. · 2007 · 7 · 358810.1021/nl0716303 ↗
81. Liu Z. · Nano Res. · 2009 · 2 · 8510.1007/s12274-009-9009-8 ↗
82. Liu Z. · Nature Nanotechnol. · 2007 · 2 · 4710.1038/nnano.2006.170 ↗
83. Morita Y. · Small · 2008 · 4 · 215410.1002/smll.200800944 ↗
84. Krüger A. · Carbon · 2005 · 43 · 172210.1016/j.carbon.2005.02.020 ↗