Skip to main content
Top
Published in: Journal of Nanoparticle Research 3/2014

01-03-2014 | Research Paper

Synthesis, characterization, and protein labeling of difunctional magnetic nanoparticles modified with thiazole orange dye

Authors: Xuening Fei, Huifang Zhu, Jianguo Zhou, Lu Yu

Published in: Journal of Nanoparticle Research | Issue 3/2014

Log in

Activate our intelligent search to find suitable subject content or patents.

search-config
loading …

Abstract

A dual functional nanoparticle was designed and synthesized by encapsulating magnetic core inside silica particles and subsequently a thiazole orange (TO) dye derivative was modified on the surface of the nanoparticles. The obtained particles were characterized by Fourier transform infrared spectroscope, Uv–Vis spectrophotometer, fluorescence spectrophotometer, transmission electron microscope, dynamic light scattering, etc. The size of preliminary magnetic particles is ca. 7 nm, but after coating a silica layer and dye, the size of particles is increased to ca. 60 nm. The hydrodynamic diameter, water dispersibility, and zeta potential were also determined. The hydrodynamic diameter of particles with silica and dye is 65.2 and 70.5 nm, respectively, with positive zeta potential (25.1, 38.5 mV). Furthermore magnetic properties of the particles were measured and the experimental results suggested that it could meet the requirement of application as magnetic resonance imaging agent. Finally to verify the availability of the particles as fluorescent labeling, protein labeling experiment was performed using bovine serum albumin (BSA) protein and the results showed that the dual functional particle has higher affinity with BSA than TO molecule itself.

Dont have a licence yet? Then find out more about our products and how to get one now:

Springer Professional "Wirtschaft+Technik"

Online-Abonnement

Mit Springer Professional "Wirtschaft+Technik" erhalten Sie Zugriff auf:

  • über 102.000 Bücher
  • über 537 Zeitschriften

aus folgenden Fachgebieten:

  • Automobil + Motoren
  • Bauwesen + Immobilien
  • Business IT + Informatik
  • Elektrotechnik + Elektronik
  • Energie + Nachhaltigkeit
  • Finance + Banking
  • Management + Führung
  • Marketing + Vertrieb
  • Maschinenbau + Werkstoffe
  • Versicherung + Risiko

Jetzt Wissensvorsprung sichern!

Springer Professional "Technik"

Online-Abonnement

Mit Springer Professional "Technik" erhalten Sie Zugriff auf:

  • über 67.000 Bücher
  • über 390 Zeitschriften

aus folgenden Fachgebieten:

  • Automobil + Motoren
  • Bauwesen + Immobilien
  • Business IT + Informatik
  • Elektrotechnik + Elektronik
  • Energie + Nachhaltigkeit
  • Maschinenbau + Werkstoffe




 

Jetzt Wissensvorsprung sichern!

Literature
go back to reference Bumb A, Sarkar SK, Billington N, Brechbiel MW, Neuman KC (2013) Silica encapsulation of fluorescent nanodiamonds for colloidal stability and facile surface functionalization. J Am Chem Soc 135:7815–7818CrossRef Bumb A, Sarkar SK, Billington N, Brechbiel MW, Neuman KC (2013) Silica encapsulation of fluorescent nanodiamonds for colloidal stability and facile surface functionalization. J Am Chem Soc 135:7815–7818CrossRef
go back to reference Chen X, Klingeler R, Kath M, Gendy AA, Cendrowski K, Kalenczuk RJ, Borowiak-Palen E (2012) Magnetic silica nanotubes: synthesis, drug release, and feasibility for magnetic hyperthermia. ACS Appl Mater Interfaces 4:2303–2309CrossRef Chen X, Klingeler R, Kath M, Gendy AA, Cendrowski K, Kalenczuk RJ, Borowiak-Palen E (2012) Magnetic silica nanotubes: synthesis, drug release, and feasibility for magnetic hyperthermia. ACS Appl Mater Interfaces 4:2303–2309CrossRef
go back to reference Cheon J, Lee JH (2008) Synergistically integrated nanoparticles as multimodal probes for nanobiotechnology. Acc Chem Res 41:1630–1640CrossRef Cheon J, Lee JH (2008) Synergistically integrated nanoparticles as multimodal probes for nanobiotechnology. Acc Chem Res 41:1630–1640CrossRef
go back to reference Choi JH, Nguyen FT, Barone PW, Heller DA, Moll AE, Patel D, Boppart SA, Strano MS (2007) Multimodal biomedical imaging with asymmetric single-walled carbon nanotube/iron oxide nanoparticle complexes. Nano Lett 7:861–867CrossRef Choi JH, Nguyen FT, Barone PW, Heller DA, Moll AE, Patel D, Boppart SA, Strano MS (2007) Multimodal biomedical imaging with asymmetric single-walled carbon nanotube/iron oxide nanoparticle complexes. Nano Lett 7:861–867CrossRef
go back to reference Fei X, Gu Y, Ban Y, Liu Z, Zhang B (2009) Thiazole orange derivatives: synthesis, fluorescence properties, and labeling cancer cells. Bioorg Med Chem 17:585–591CrossRef Fei X, Gu Y, Ban Y, Liu Z, Zhang B (2009) Thiazole orange derivatives: synthesis, fluorescence properties, and labeling cancer cells. Bioorg Med Chem 17:585–591CrossRef
go back to reference Fry GC (2004) The Nobel Prize in medicine for magnetic resonance imaging. J Chem Educ 81:922–924CrossRef Fry GC (2004) The Nobel Prize in medicine for magnetic resonance imaging. J Chem Educ 81:922–924CrossRef
go back to reference Hingorani VD, Randtke AE, Pagel DM (2013) A CatalyCEST MRI contrast agent that detects the enzyme-catalyzed creation of a covalent bond. J Am Chem Soc 135:6396–6398CrossRef Hingorani VD, Randtke AE, Pagel DM (2013) A CatalyCEST MRI contrast agent that detects the enzyme-catalyzed creation of a covalent bond. J Am Chem Soc 135:6396–6398CrossRef
go back to reference Ho D, Sun X, Sun S (2011) Monodisperse magnetic nanoparticles for theranostic applications. Acc Chem Res 44:875–882CrossRef Ho D, Sun X, Sun S (2011) Monodisperse magnetic nanoparticles for theranostic applications. Acc Chem Res 44:875–882CrossRef
go back to reference Huang CH, Nwe K, Zaki AA, Brechbiel WM, Tsourkas A (2012) Biodegradable polydisulfide dendrimer nanoclusters as MRI contrast agents. ACS Nano 6:9416–9424CrossRef Huang CH, Nwe K, Zaki AA, Brechbiel WM, Tsourkas A (2012) Biodegradable polydisulfide dendrimer nanoclusters as MRI contrast agents. ACS Nano 6:9416–9424CrossRef
go back to reference Koide Y, Urano Y, Yatsushige A, Hanaoka K, Terai T, Nagano T (2009) Design and development of enzymatically activatable photosensitizer based on unique characteristics of thiazole orange. J Am Chem Soc 131:6058–6059CrossRef Koide Y, Urano Y, Yatsushige A, Hanaoka K, Terai T, Nagano T (2009) Design and development of enzymatically activatable photosensitizer based on unique characteristics of thiazole orange. J Am Chem Soc 131:6058–6059CrossRef
go back to reference Lin Y, Weissleder R, Tung CH (2002) Novel near-infrared cyanine fluorochromes: synthesis, properties, and bioconjugation. Bioconj Chem 13:605–610CrossRef Lin Y, Weissleder R, Tung CH (2002) Novel near-infrared cyanine fluorochromes: synthesis, properties, and bioconjugation. Bioconj Chem 13:605–610CrossRef
go back to reference Liu Y, Han BH, Zhang HY (2004) Spectroscopic studies on molecular recognition of modified cyclodextrins. Curr Org Chem 8:35–46CrossRef Liu Y, Han BH, Zhang HY (2004) Spectroscopic studies on molecular recognition of modified cyclodextrins. Curr Org Chem 8:35–46CrossRef
go back to reference Ma LL, Feldman MD, Tam JM et al (2009) Small multifunctional nanoclusters (nanoroses) for targeted cellular imaging and therapy. ACS Nano 3:2686–2696CrossRef Ma LL, Feldman MD, Tam JM et al (2009) Small multifunctional nanoclusters (nanoroses) for targeted cellular imaging and therapy. ACS Nano 3:2686–2696CrossRef
go back to reference Majewski AP, Stahlschmidt U, Jerome V, Freitag R, Muller AH, Schmalz H (2013) PDMAEMA-grafted core–shell–corona particles for nonviral gene delivery and magnetic cell separation. Biomacromolecules 14:3081–3090CrossRef Majewski AP, Stahlschmidt U, Jerome V, Freitag R, Muller AH, Schmalz H (2013) PDMAEMA-grafted core–shell–corona particles for nonviral gene delivery and magnetic cell separation. Biomacromolecules 14:3081–3090CrossRef
go back to reference Mandal SK, Lequeux N, Rotenberg B, Tramier M, Fattaccioli J, Bibette J, Dubertret B (2005) Encapsulation of magnetic and fluorescent nanoparticles in emulsion droplets. Langmuir 21:4175–4179CrossRef Mandal SK, Lequeux N, Rotenberg B, Tramier M, Fattaccioli J, Bibette J, Dubertret B (2005) Encapsulation of magnetic and fluorescent nanoparticles in emulsion droplets. Langmuir 21:4175–4179CrossRef
go back to reference Mizukami S, Watanabe S, Hori Y, Kikuchi K (2009) Covalent protein labeling based on noncatalytic β-lactamase and a designed FRET substrate. J Am Chem Soc 131:5016–5017CrossRef Mizukami S, Watanabe S, Hori Y, Kikuchi K (2009) Covalent protein labeling based on noncatalytic β-lactamase and a designed FRET substrate. J Am Chem Soc 131:5016–5017CrossRef
go back to reference Nakayama S, Kelsey I, Wang J, Roelofs K, Stefane B, Luo Y, Lee VT, Sintim H (2011) Thiazole orange-induced c-di-GMP quadruplex formation facilitates a simple fluorescent detection of this ubiquitous biofilm regulating molecule. J Am Chem Soc 133:4856–4864CrossRef Nakayama S, Kelsey I, Wang J, Roelofs K, Stefane B, Luo Y, Lee VT, Sintim H (2011) Thiazole orange-induced c-di-GMP quadruplex formation facilitates a simple fluorescent detection of this ubiquitous biofilm regulating molecule. J Am Chem Soc 133:4856–4864CrossRef
go back to reference Narayanan S, Sathy BN, Mony U, Koyakutty M, Nair SV, Menon D (2012) Biocompatible magnetite/gold nanohybrid contrast agents via green chemistry for MRI and CT bioimaging. ACS Appl Mater Interfaces 4:251–260CrossRef Narayanan S, Sathy BN, Mony U, Koyakutty M, Nair SV, Menon D (2012) Biocompatible magnetite/gold nanohybrid contrast agents via green chemistry for MRI and CT bioimaging. ACS Appl Mater Interfaces 4:251–260CrossRef
go back to reference Pan D, Caruthers DS, Senpan A, Yalaz C, Stacy JA, Hu G, Marsh NJ, Gaffney JP, Wickline AS, Lanza MG (2011) Synthesis of NanoQ, a copper-based contrast agent for high-resolution magnetic resonance imaging characterization of human thrombus. J Am Chem Soc 133:9168–9171CrossRef Pan D, Caruthers DS, Senpan A, Yalaz C, Stacy JA, Hu G, Marsh NJ, Gaffney JP, Wickline AS, Lanza MG (2011) Synthesis of NanoQ, a copper-based contrast agent for high-resolution magnetic resonance imaging characterization of human thrombus. J Am Chem Soc 133:9168–9171CrossRef
go back to reference Peng X, Komatsu N, Kimura T, Osuka A (2007) Improved optical enrichment of SWNTs through extraction with chiral nanotweezers of 2,6-pyridylene-bridged diporphyrins. J Am Chem Soc 129:15947–15953CrossRef Peng X, Komatsu N, Kimura T, Osuka A (2007) Improved optical enrichment of SWNTs through extraction with chiral nanotweezers of 2,6-pyridylene-bridged diporphyrins. J Am Chem Soc 129:15947–15953CrossRef
go back to reference Sauzedde F, Elaissari A, Pichot C (1999) Hydrophilic magnetic polymer latexes. 1. Adsorption of magnetic iron oxide nanoparticles onto various cationic latexes. Colloid Polym Sci 277:846–855CrossRef Sauzedde F, Elaissari A, Pichot C (1999) Hydrophilic magnetic polymer latexes. 1. Adsorption of magnetic iron oxide nanoparticles onto various cationic latexes. Colloid Polym Sci 277:846–855CrossRef
go back to reference Stohr K, Siegberg D, Ehrhard T et al (2010) Quenched substrates for live-cell labeling of SNAP-tagged fusion proteins with improved fluorescent background. Anal Chem 82:8186–8193CrossRef Stohr K, Siegberg D, Ehrhard T et al (2010) Quenched substrates for live-cell labeling of SNAP-tagged fusion proteins with improved fluorescent background. Anal Chem 82:8186–8193CrossRef
go back to reference Talanov VS, Regino CA, Kobayashi H, Bernardo M, Choyke PL, Brechbiel MW (2006) Dendrimer-based nanoprobe for dual modality magnetic resonance and fluorescence imaging. Nano Lett 6:1459–1463CrossRef Talanov VS, Regino CA, Kobayashi H, Bernardo M, Choyke PL, Brechbiel MW (2006) Dendrimer-based nanoprobe for dual modality magnetic resonance and fluorescence imaging. Nano Lett 6:1459–1463CrossRef
go back to reference Tatarets AL, Fedyunyayeva IA, Dyubko TS, Povrozin YA, Doroshenko AO, Terpetschnig EA, Patsenker LD (2006) Synthesis of water-soluble, ring-substituted squaraine dyes and their evaluation as fluorescent probes and labels. Anal Chim Acta 570:214–223CrossRef Tatarets AL, Fedyunyayeva IA, Dyubko TS, Povrozin YA, Doroshenko AO, Terpetschnig EA, Patsenker LD (2006) Synthesis of water-soluble, ring-substituted squaraine dyes and their evaluation as fluorescent probes and labels. Anal Chim Acta 570:214–223CrossRef
go back to reference Yarmoluk SM, Kryvorotenko DV, Balanda AO, Losytskyy MY, Kovalska VB (2001) Proteins and cyanine dyes. Part III. Synthesis and spectroscopic studies of benzothiazolo-4-[1,2,6-trimethylpyridinium] monomethine cyanine dyes for fluorescent detection of bovine serum albumin in solutions. Dyes Pigments 51:41–49CrossRef Yarmoluk SM, Kryvorotenko DV, Balanda AO, Losytskyy MY, Kovalska VB (2001) Proteins and cyanine dyes. Part III. Synthesis and spectroscopic studies of benzothiazolo-4-[1,2,6-trimethylpyridinium] monomethine cyanine dyes for fluorescent detection of bovine serum albumin in solutions. Dyes Pigments 51:41–49CrossRef
go back to reference Yuk H, Oh S, Cho H, Lee S, Kim Y, Kwak B, Kim K, Kwon I (2011) Glycol chitosan/heparin immobilized iron oxide nanoparticles with a tumor-targeting characteristic for magnetic resonance imaging. Biomacromolecules 12:2335–2343CrossRef Yuk H, Oh S, Cho H, Lee S, Kim Y, Kwak B, Kim K, Kwon I (2011) Glycol chitosan/heparin immobilized iron oxide nanoparticles with a tumor-targeting characteristic for magnetic resonance imaging. Biomacromolecules 12:2335–2343CrossRef
Metadata
Title
Synthesis, characterization, and protein labeling of difunctional magnetic nanoparticles modified with thiazole orange dye
Authors
Xuening Fei
Huifang Zhu
Jianguo Zhou
Lu Yu
Publication date
01-03-2014
Publisher
Springer Netherlands
Published in
Journal of Nanoparticle Research / Issue 3/2014
Print ISSN: 1388-0764
Electronic ISSN: 1572-896X
DOI
https://doi.org/10.1007/s11051-014-2319-0

Other articles of this Issue 3/2014

Journal of Nanoparticle Research 3/2014 Go to the issue

Premium Partners