Journal of Nanoparticle Research

, Volume 11, Issue 4, pp 909–916 | Cite as

Preparation and characterization of smart polymer brush-modified magnetic nanoparticles for biomedicine application

Research Paper

Abstract

This paper investigates synthesis and characterization of smart polymer brush-modified magnetic nanoparticles (SPB-MNPs). Magnetic nanoparticles (MNPs) modified with poly(poly(ethylene glycol) monomethacrylate (poly(PEGMA)) brush were first functioned with activated pyridyldithio. Then, MNPs functioned with pyridyldithio (MNPs-PEG-PDT) were conjugated with 4-diamino-6-mercaptopyrimidine (DMP) to form SPB-MNPs via stimuli-responsive disulfide linkage. Fourier transform infrared spectra (FTIR) was used to monitor the preparation process of MNPs-PEG-PDT. MNPs-PEG-PDT is very highly reactive toward DMP. The disulfide linkage of SPB-MNPs can be cleaved by reduced glutathione (GHS). The concentration of GHS plays an important role in controlling the cleaved efficiency. The optimum concentration of GHS to release DMP is in the millimolar range.

Keyword

Magnetic nanoparticles Disulfide linkage Liable Glutathione Smart Synthesis 

References

  1. Berry LG, Thompson RM (1962) X-ray diffraction data for minerals. Waverly Press, New YorkGoogle Scholar
  2. Bontempo D, Heredia KL, Fish BA, Maynard HD (2004) Cysteine-reactive polymers synthesized by atom transfer radical polymerization for conjugation to proteins. J Am Chem Soc 126:15372–15373. doi:10.1021/ja045063m PubMedCrossRefGoogle Scholar
  3. Bulmus V, Woodward M, Lin L, Murthy N, Stayton PS, Hoffman AS (2003) A new pH-responsive and glutathione-reactive, endosomal membrane-disruptive polymeric carrier for intracellular delivery of biomolecular drugs. J Control Release 93:105–120. doi:10.1016/j.jconrel.2003.06.001 PubMedCrossRefGoogle Scholar
  4. Cheng J, Teply BA, Jeong SY, Yim CH, Ho D, Sherifi I et al (2006) Magnetically responsive polymeric microparticles for oral delivery of protein drugs. Pharm Res 23:557–564. doi:10.1007/s11095-005-9444-5 PubMedCrossRefGoogle Scholar
  5. Colonne M, Chen Y, Wu K, Freiberg S, Giasson S, Zhu XX (2007) Binding of streptavidin with biotinylated thermosensitive nanospheres based on poly(N, N-diethylacrylamide-co-2-hydroxyethyl methacrylate). Bioconjug Chem 18:999–1003. doi:10.1021/bc060302b PubMedCrossRefGoogle Scholar
  6. Demmigadams B, Adams WW (1992) Photoprotection and other responses of plants to high light stress. Annu Rev Plant Physiol Plant Mol Biol 43:599–626. doi:10.1146/annurev.pp.43.060192.003123 CrossRefGoogle Scholar
  7. EI-Sayed MEH, Hoffman AS, Stayton PS (2005) Rational design of composition and activity correlations for pH-sensitive and glutathione-reactive polymer therapeutics. J Control Release 101:47–58. doi:10.1016/j.jconrel.2004.08.032 CrossRefGoogle Scholar
  8. He X, Chen Y, Wang K, Wu P, Gong P, Huo H (2007) Selective separation of proteins with pH-dependent magnetic nanoadsorbents. Nanotechnology 18:365604. doi:10.1088/0957-4484/18/36/365604 CrossRefGoogle Scholar
  9. Heredia KL, Bontempo D, Ly T, Byers JT, Halstenberg S, Maynard HD (2005) In situ preparation of protein-“smart” polymer conjugates with retention of bioactivity. J Am Chem Soc 127:16955–16960. doi:10.1021/ja054482w PubMedCrossRefGoogle Scholar
  10. Hrubý M, Koňák Č, Ulbrich K (2007) Poly(ethylene oxide)-coated polyamide nanoparticles degradable by glutathione. Colloid Polym Sci 285:569–574. doi:10.1007/s00396-006-1585-5 CrossRefGoogle Scholar
  11. Jeong U, Teng X, Wang Y, Yang H, Xia Y (2007) Super paramagnetic colloids: controlled synthesis and Niche applications. Adv Mater 19:33–60. doi:10.1002/adma.200600674 CrossRefGoogle Scholar
  12. Kakizawa Y, Harada A, Kataoka K (2001) Glutathione-sensitive stabilization of block copolymer micelles composed of antisense dna and thiolated poly(ethylene glycol)-block-poly(l-lysine): a potential carrier for systemic delivery of Antisense DNA. Biomacromolecules 2:491–497. doi:10.1021/bm000142l PubMedCrossRefGoogle Scholar
  13. Lai C, Trewyn BG, Jeftinija DM, Jeftinija K, Xu S, Jeftinija S et al (2003) A mesoporous silica nanosphere-based carrier system with chemically removable CdS nanoparticle caps for stimuli-responsive controlled release of neurotransmitters and drug molecules. J Am Chem Soc 125:4451–4459. doi:10.1021/ja028650l PubMedCrossRefGoogle Scholar
  14. Lim EB, Yang J, Park M, Park JB, Suh J, Yoon H et al (2008) Synthesis of water soluble PEGylated magnetic complexes using mPEG-fatty acid for biomedical applications. Colloid Surf B 64:111–117. doi:10.1016/j.colsurfb.2008.01.006 CrossRefGoogle Scholar
  15. Liu T, Hu S, Liu T, Liu D, Chen S (2006) Magnetic-sensitive behavior of intelligent ferrogels for controlled release of drug. Langmuir 22:5974–5978. doi:10.1021/la060371e PubMedCrossRefGoogle Scholar
  16. López-López MT, Durán JDG, Delgado AV, González-Caballero F (2005) Stability and magnetic characterization of oleate-covered magnetite ferrofluids in different nonpolar carriers. J Colloid Interface Sci 291:144–151. doi:10.1016/j.jcis.2005.04.099 PubMedCrossRefGoogle Scholar
  17. Ma Y, Hsu Y, Chang Y, Hua Chen J, Wu T (2007) Intra-arterial application of magnetic nanoparticles for targeted thrombolytic therapy: A rat embolic model. J Magn Magn Mater 311:342–346. doi:10.1016/j.jmmm.2006.10.1204 CrossRefADSGoogle Scholar
  18. Meister A, Anderson ME (1983) Glutathione. Annu Rev Biochem 52:711–760. doi:10.1146/annurev.bi.52.070183.003431 PubMedCrossRefGoogle Scholar
  19. Morup S (1994) Superparamagnetism and spin glass ordering in magnetic nanocomposites. Europhys Lett 28:671–676. doi:10.1209/0295-5075/28/9/010 CrossRefADSGoogle Scholar
  20. Murthy N, Campbell J, Fausto N, Hoffman AS, Stayton PS (2003) Bioinspired pH-responsive polymers for the intracellular delivery of biomolecular drugs. Bioconjug Chem 14:412–419. doi:10.1021/bc020056d PubMedCrossRefGoogle Scholar
  21. Narain R, Gonzale M, Hoffman AS, Stayton PS, Krishnan KM (2007) Synthesis of monodisperse biotinylated p(NIPAAm)-coated iron oxide magnetic nanoparticles and their bioconjugation to streptavidin. Langmuir 23:6299–6304. doi:10.1021/la700268g PubMedCrossRefGoogle Scholar
  22. Seo JS, Lee KW, Rhee JS, Hwang DS, Lee YM, Park HG et al (2006) Environmental stressors (salinity, heavy metals, H2O2) modulate expression of glutathione reductase (GR) gene from the intertidal copepod Tigriopus japonicus. Aquat Toxicol 80:281–289. doi:10.1016/j.aquatox.2006.09.005 PubMedCrossRefGoogle Scholar
  23. Wang P, Tan KL, Kang ET, Neoh KG (2001) Surface functionalization of low density polyethylene films with grafted poly(ethylene glycol) derivatives. J Mater Chem 11:2951–2957. doi:10.1039/b101974k CrossRefGoogle Scholar
  24. Wang F, Shen H, Feng J, Yang H (2006) PNA-modified magnetic nanoparticles and their hybridization with single-stranded DNA Target: surface enhanced Raman scatterings study. Microchim Acta 153:15–20. doi:10.1007/s00604-005-0460-2 CrossRefGoogle Scholar
  25. Won C, Chu C (1998) Inulin polysaccharide having pendant amino acids: synthesis and characterization. J Appl Polym Sci 70:953–963. doi:10.1002/(SICI)1097-4628(19981031)70:5<953::AID-APP16>3.0.CO;2-U CrossRefGoogle Scholar
  26. Yellen BB, Forbes ZG, Halverson DS, Fridman G, Barbee KA, Chorny M et al (2005) Targeted drug delivery to magnetic implants for therapeutic applications. J Magn Magn Mater 293:647–654. doi:10.1016/j.jmmm.2005.01.083 CrossRefADSGoogle Scholar
  27. You Y, Hong C, Pan C (2007) Preparation of smart polymer/carbon nanotube conjugates via stimuli-responsive linkages. Adv Funct Mater 17:2470–2477. doi:10.1002/adfm.200600742 CrossRefGoogle Scholar
  28. Zhang Y, Kohler N, Zhang M (2002) Surface modification of super paramagnetic magnetite nanoparticles and their intracellular uptake. Biomaterials 23:1553–1561. doi:10.1016/S0142-9612(01)00267-8 PubMedCrossRefGoogle Scholar

Copyright information

© Springer Science+Business Media B.V. 2008

Authors and Affiliations

  • Shixing Wang
    • 1
    • 2
  • Yang Zhou
    • 1
    • 2
  • Wen Guan
    • 1
  • Bingjun Ding
    • 1
  1. 1.School of ScienceXi’an Jiaotong UniversityShanxiChina
  2. 2.The National Center for Nanoscience and TechnologyBeijingChina

Personalised recommendations