Lysine-functionalized nanodiamonds: Synthesis, physiochemical characterization, and nucleic acid binding studies

International Journal of Nanomedicine

Volumn 7, Issue , 2012, Pages 3851-3866

  Kaur, Randeep ^a   Chitanda, Jackson M ^a   Michel, Deborah ^a   Maley, Jason ^b   Borondics, Ferenc ^a,c   Yang, Peng ^d   Verrall, Ronald E ^a   Badea, Ildiko ^a  

^a UNIVERSITY OF SASKATCHEWAN   (Canada)

^b UNIVERSITY OF SASKATCHEWAN   (Canada)

^c CANADIAN LIGHT SOURCE INC   (Canada)

^d SHENYANG PHARMACEUTICAL UNIVERSITY   (China)

Author keywords

Disaggregation; Dispersion; Electrophoresis; Size; Spectroscopy; Zeta potential

Indexed keywords

1,3 PROPANEDIAMINE; LYSINE; NANODIAMOND; PLASMID DNA; SMALL INTERFERING RNA;

ARTICLE; ATOMIC FORCE MICROSCOPY; CONTROLLED STUDY; COVALENT BOND; DNA BINDING; GEL ELECTROPHORESIS; INFRARED SPECTROSCOPY; LIGHT SCATTERING; MOLECULAR INTERACTION; MOLECULAR MODEL; NANOANALYSIS; NANOCHEMISTRY; NUCLEIC ACID SYNTHESIS; NUCLEOTIDE BINDING SITE; PARTICLE SIZE; PHYSICAL CHEMISTRY; RAMAN SPECTROMETRY; RNA BINDING; STATIC ELECTRICITY; SURFACE PROPERTY; THERMOGRAVIMETRY; ZETA POTENTIAL;

DNA; ELECTROPHORESIS, AGAR GEL; GENE TRANSFER TECHNIQUES; LYSINE; NANODIAMONDS; PARTICLE SIZE; PLASMIDS; RNA, SMALL INTERFERING; SPECTRUM ANALYSIS; THERMOGRAVIMETRY;

EID: 84870327808     PISSN: 11769114     EISSN: 11782013     Source Type: Journal    
DOI: 10.2147/IJN.S32877     Document Type: Article

References (52)

1. Schrand A, Hens SAC, Shenderova O. Nanodiamond particles: properties and perspectives for bioapplications. Crit Rev Solid State Mater Sci. 2009;34(1-2):18-74.
2. Danilenko VV. On the history of the discovery of nanodiamond synthesis. Phys Solid State. 2004;46(4):595-599.
3. Dolmatov VY. Application of detonation nanodiamond. In: Shenderova OA, Gruen DM, editors. Ultrananocrystalline Diamond: Synthesis, Properties, and Applications. New York: William Andrew Publishing; 2006:477-528.
4. Bondar' VS, Pozdnyakova IO, Puzyr' AP. Applications of nanodiamonds for separation and purification of proteins. Phys Solid State. 2004;46(4):758-760.
5. Chow EK, Zhang XQ, Chen M, etal. Nanodiamond therapeutic delivery agents mediate enhanced chemoresistant tumor treatment. Sci Transl Med. 2011;3(73):73ra21.
6. Li J, Zhu Y, Li W, Zhang X, Peng Y, Huang Q. Nanodiamonds as intracellular transporters of chemotherapeutic drug. Biomaterials. 2010;31(32):8410-8418.
7. Dolmatov VY. Detonation synthesis ultradispersed diamonds: properties and applications. Russ Chem Rev. 2001;70(7):607-626.
8. Shenderova OA, Hens SAC. Detonation nanodiamond particles processing, modification and bioapplications. In: Ho D, editor. Nanodiamonds: Applications in Biology and Nanoscale Medicine. New York: Springer; 2010:79-116.
9. Aleksenskiiǐ AE, Baiǐdakova MV, Vul' AY, Siklitskiiǐ VI. The structure of diamond nanoclusters. Phys Solid State. 1999;41(4):668-671.
10. Jiang T, Xu K. FTIR study of ultradispersed diamond powder synthesized by explosive detonation. Carbon. 1995;33(12):1663-1671.
11. Krueger A. New carbon materials: biological applications of functionalized nanodiamond materials. Chemistry. 2008;14(5):1382-1390.
12. Puzyr AP, Purtov KV, Shenderova OA, Luo M, Brenner DW, Bondar VS. The adsorption of aflatoxin B1 by detonation-synthesis nanodiamonds. Dokl Biochem Biophys. 2007;417(1):299-301.
13. Shimkunas RA, Robinson E, Lam R, etal. Nanodiamond-insulin complexes as pH-dependent protein delivery vehicles. Biomaterials. 2009;30(29):5720-5728.
14. Wang HD, Niu CH, Yang Q, Badea I. Study on protein conformation and adsorption behaviors in nanodiamond particle-protein complexes. Nanotechnology. 2011;22(14):145703.
15. Huang H, Pierstorff E, Osawa E, Ho D. Active nanodiamond hydrogels for chemotherapeutic delivery. Nano Lett. 2007;7(11):3305-3314.
16. Zhang XQ, Chen M, Lam R, Xu X, Osawa E, Ho D. Polymer-functionalized nanodiamond platforms as vehicles for gene delivery. ACS Nano. 2009;3(9):2609-2616.
17. Chen M, Zhang XQ, Man HB, Lam R, Chow EK, Ho D. Nanodiamond vectors functionalized with polyethylenimine for siRNA delivery. J Phys Chem Lett. 2010;1(21):3167-3171.
18. Ida S, Tsubota T, Tanii S, Nagata M, Matsumoto Y. Chemical modification of the diamond surface using benzoyl peroxide and dicarboxylic acids. Langmuir. 2003;19(23):9693-9698.
19. Tsubota T, Tanii S, Ida S, Nagata M, Matsumoto Y. Chemical modification of diamond surface with various carboxylic acids by radical reaction in liquid phase. Diam Relat Mater. 2004;13(4-8):1093-1097.
20. 2group on diamond surface by using radical reaction in liquid phase. Diam Relat Mater. 2006;15(4-8):668-672.
21. Liu Y, Gu Z, Margrave JL, Khabashesku VN. Functionalization of nanoscale diamond powder: fluoro-, alkyl-, amino-, and amino acid-nanodiamond derivatives. Chem Mater. 2004;16(20):3924-3930.
22. Krüger A, Liang Y, Jarre G, Stegk J. Surface functionalisation of detonation diamond suitable for biological applications. J Mater Chem. 2006;16(24):2322-2328.
23. Krueger A, Boedeker T. Deagglomeration and functionalisation of detonation nanodiamond with long alkyl chains. Diam Relat Mater. 2008;17(7-10):1367-1370.
24. Schrand AM, Huang H, Carlson C, etal. Are diamond nanoparticles cytotoxic? J Phys Chem B. 2007;111(1):2-7.
25. Schrand AM, Dai L, Schlager JJ, Hussain SM, Osawa E. Differential biocompatibility of carbon nanotubes and nanodiamonds. Diam Relat Mater. 2007;16(12):2118-2123.
26. Chen M, Pierstorff ED, Lam R, etal. Nanodiamond-mediated delivery of water-insoluble therapeutics. ACS Nano. 2009;3(7):2016-2022.
27. Faraji AH, Wipf P. Nanoparticles in cellular drug delivery. Bioorg Med Chem. 2009;17(8):2950-2962.
28. Krueger A, Stegk J, Liang Y, Lu L, Jarre G. Biotinylated nanodiamond: simple and efficient functionalization of detonation diamond. Langmuir. 2008;24(8):4200-4204.
29. Ozawa M, Inaguma M, Takahashi M, Kataoka F, Krüger A, Osawa E. Preparation and behavior of brownish, clear nanodiamond colloids. Adv Mater. 2007;19(9):1201-1206.
30. Singh J, Yang P, Michel D, Verrall RE, Foldvari M, Badea I. Amino acid-substituted gemini surfactant-based nanoparticles as safe and versatile gene delivery agents. Curr Drug Deliv. 2011;8(3):299-306.
31. Kim B, Sigmund WM. Functionalized multiwall carbon nanotube/gold nanoparticle composites. Langmuir. 2004;20(19):8239-8242.
32. Pham TA, Son SM, Jeong YT. Water-dispersible multi-walled carbon nanotubes and novel hybrid nanostructures. Synth React Inorg Met-Org Nano-Metal Chem. 2010;40(4):216-224.
33. Liu J, Rinzler AG, Dai H, etal. Fullerene pipes. Science. 1998;280(5367):1253-1256.
34. Kong H, Gao C, Yan D. Functionalization of multiwalled carbon nanotubes by atom transfer radical polymerization and defunctionalization of the products. Macromolecules. 2004;37(11):4022-4030.
35. Philip B, Xie J, Abraham JK, Varadan VK. Polyaniline/carbon nanotube composites: starting with phenylamino functionalized carbon nanotubes. Polym Bull. 2005;53(2):127-138.
36. Sainsbury T, Erickson K, Okawa D, Zonte CS, Fréchet JMJ, Zettl A. Kevlar functionalized carbon nanotubes for next-generation composites. Chem Mater. 2010;22(6):2164-2171.
37. Han G, Tamaki M, Hruby VJ. Fast, efficient and selective deprotection of the tert-butoxycarbonyl (Boc) group using HCl/dioxane (4 M). J Pept Res. 2001;58(4):338-341.
38. Solin SA, Ramdas AK. Raman spectrum of diamond. Phys Rev B. 1970;1(4):1687-1698.
39. Ager JW 3rd, Veirs DK, Rosenblatt GM. Spatially resolved Raman studies of diamond films grown by chemical vapor deposition. Phys Rev B Condens Matter. 1991;43(8):6491-6499.
40. Ganesan S, Maradudin AA, Oitmaa J. A lattice theory of morphic effects in crystals of the diamond structure. Ann Phys. 1970;56(2):556-594.
41. Mochalin V, Osswald S, Gogotsi Y. Contribution of functional groups to the Raman spectrum of nanodiamond powders. Chem Mater. 2009;21(2):273-279.
42. Mochalin VN, Shenderova O, Ho D, Gogotsi Y. The properties and applications of nanodiamonds. Nat Nanotechnol. 2012;7(1):11-23.
43. Osipov VY, Aleksenskiy AE, Shames AI, Panich AM, Shestakov MS, Vul AY. Infrared absorption study of surface functional groups providing chemical modification of nanodiamonds by divalent copper ion complexes. Diam Relat Mater. 2011;20(8):1234-1238.
44. Bellamy LJ. Alkanes. In: Bellamy LJ. Advances in Infrared Group Frequencies. 1st ed. London: Methuen; 1968:1-20.
45. Kim T, Lee K, Gong MS, Joo SW. Control of gold nanoparticle aggregates by manipulation of interparticle interaction. Langmuir. 2005;21(21):9524-9528.
46. Zhao D, Li Q, Duan E, Li H, Shen X. Solubility of L-lysine hydrochloride in dimethyl sulfoxide, methanol, ethanol, water, and glycol between (283 and 323) K. J Chem Eng Data. 2009;54(7):2126-2127.
47. Zanetti-Ramos BG, Fritzen-Garcia MB, Creczynski-Pasa TB, etal. Characterization of polymeric particles with electron microscopy, dynamic light scattering, and atomic force microscopy. Particul Sci Technol. 2010;28(5):472-484.
48. Singh J, Michel D, Chitanda JM, Verrall RE, Badea I. Evaluation of cellular uptake and intracellular trafficking as determining factors of gene expression for amino acid-substituted gemini surfactant-based DNA nanoparticles. J Nanobiotechnology. 2012;10:7.
49. Donkuru M, Badea I, Wettig S, Verrall R, Elsabahy M, Foldvari M. Advancing nonviral gene delivery: lipid-and surfactant-based nanoparticle design strategies. Nanomedicine (Lond). 2010;5(7):1103-1127.
50. Akinc A, Lynn DM, Anderson DG, Langer R. Parallel synthesis and biophysical characterization of a degradable polymer library for gene delivery. J Am Chem Soc. 2003;125(18):5316-5323.
51. Katas H, Alpar HO. Development and characterisation of chitosan nanoparticles for siRNA delivery. J Control Release. 2006;115(2): 216-225.
52. Lee DW, Yun KS, Ban HS, Choe W, Lee SK, Lee KY. Preparation and characterization of chitosan/polyguluronate nanoparticles for siRNA delivery. J Control Release. 2009;139(2):146-152.