Research article Topical Sections

The hybrid nanobiointerface between nitrogen-doped graphene oxide and lipid membranes: a theoretical and experimental study

  • Received: 31 October 2016 Accepted: 15 December 2016 Published: 21 December 2016
  • In this study, we present a comparison between graphene oxide (GO) and nitrogen-doped GO (N-GO) in terms of spectroscopic properties and biomolecule-binding potentiality features. Specifically, GO nanosheets, both in aqueous dispersion and in solid state, were successfully modified with different amino-containing moieties, in order to obtain graphene-based nanostructures able to respond to chemical stimuli (e.g., pH) and with tunable surface properties. The physisorption of dye-labelled lipid vesicles loaded with curcumin, was scrutinised both theoretically and experimentally. The energetics of the hybrid lipid membrane-curcumin-GO interface at different pH values, representative respectively of physiological (7.4) and pathological (5.5) environment, were estimated by molecular dynamics (MD) simulations. The GO and GO-N samples characterization by Raman, fluorescence, and UV-vis spectroscopies, as well as confocal microscopy demonstrated promising features of the (N-)GO/lipid platforms for fluorescence imaging and drug delivery applications.

    Citation: P. Di Pietro, G. Forte, L. D’Urso, C. Satriano. The hybrid nanobiointerface between nitrogen-doped graphene oxide and lipid membranes: a theoretical and experimental study[J]. AIMS Materials Science, 2017, 4(1): 43-60. doi: 10.3934/matersci.2017.1.43

    Related Papers:

  • In this study, we present a comparison between graphene oxide (GO) and nitrogen-doped GO (N-GO) in terms of spectroscopic properties and biomolecule-binding potentiality features. Specifically, GO nanosheets, both in aqueous dispersion and in solid state, were successfully modified with different amino-containing moieties, in order to obtain graphene-based nanostructures able to respond to chemical stimuli (e.g., pH) and with tunable surface properties. The physisorption of dye-labelled lipid vesicles loaded with curcumin, was scrutinised both theoretically and experimentally. The energetics of the hybrid lipid membrane-curcumin-GO interface at different pH values, representative respectively of physiological (7.4) and pathological (5.5) environment, were estimated by molecular dynamics (MD) simulations. The GO and GO-N samples characterization by Raman, fluorescence, and UV-vis spectroscopies, as well as confocal microscopy demonstrated promising features of the (N-)GO/lipid platforms for fluorescence imaging and drug delivery applications.


    加载中
    [1] Rui L, Liu J, Li J, et al. (2015) Reduced graphene oxide directed self-assembly of phospholipid monolayers in liquid and gel phases. BBA-Biomembranes 1848: 1203–1211.
    [2] Ali MA, Kamil RK, Srivastava S, et al. (2014) Lipid-lipid interactions in aminated reduced graphene oxide interface for biosensing application. Langmuir 30: 4192–4201.
    [3] Makharza S, Cirillo G, Bachmatiuk A, et al. (2013) Graphene oxide-based drug delivery vehicles: Functionalization, characterization, and cytotoxicity evaluation. J Nanopart Res 15: 2099–2124.
    [4] Shen H, Zhang L, Liu M, et al. (2012) Biomedical applications of graphene. Theranostics 2: 283–294.
    [5] Sawosz E, Jaworski S, Kutwin M, et al. (2015) Graphene functionalized with arginine decreases the development of glioblastoma multiforme tumor in a gene-dependent manner. Int J Mol Sci 16: 25214–25233.
    [6] Lei H, Zhou X, Wu H, et al. (2014) Morphology change and detachment of lipid bilayers from the mica substrate driven by graphene oxide sheets. Langmuir 30: 4678–4683.
    [7] Yang K, Feng L, Shi X, et al. (2013) Nano-graphene in biomedicine: theranostic applications. Chem Soc Rev 42: 530–547.
    [8] Novoselov KS, Fal’ko VI, Colombo L, et al. (2012) A roadmap for graphene. Nature 490: 192–200.
    [9] Loh KP, Bao Q, Eda G, et al. (2010) Graphene oxide as a chemically tunable platform for optical applications. Nat Chem 2: 1015–1024.
    [10] Seabra AB, Paula AJ, de Lima R, et al. (2014) Nanotoxicity of graphene and graphene oxide. Chem Res Toxicol 27: 159–168.
    [11] Liu X, Chen KL (2015) Interactions of graphene oxide with model cell membranes: Probing nanoparticle attachment and lipid bilayer disruption. Langmuir 31: 12076–12086.
    [12] Yi P, Chen KL (2013) Interaction of multiwalled carbon nanotubes with supported lipid bilayers and vesicles as model biological membranes. Environ Sci Technol 47: 5711–5719.
    [13] Frost R, Jönsson GE, Chakarov D, et al. (2012) Graphene oxide and lipid membranes: Interactions and nanocomposite structures. Nano Lett 12: 3356–3362.
    [14] Wang Z, Dong Y, Li H, et al. (2014) Enhancing lithium-sulphur battery performance by strongly binding the discharge products on amino-functionalized reduced graphene oxide. Nat Commun 5: 5002–5009.
    [15] Fazaeli Y, Akhavan O, Rahighi R, et al. (2014) In vivo SPECT imaging of tumors by 198, 199Au-labeled graphene oxide nanostructures. Mater Sci Eng C 45: 196–204.
    [16] Yang X, Mei T, Yang J, et al. (2014) Synthesis and characterization of alkylamine-functionalized graphene for polyolefin-based nanocomposites. Appl Surf Sci 305: 725–731.
    [17] Rao KS, Senthilnathan J, Ting JM, et al. (2014) Continuous production of nitrogen-functionalized graphene nanosheets for catalysis applications. Nanoscale 6: 12758–12768.
    [18] Chua CK, Sofer Z, Luxa J, et al. (2015) Selective nitrogen functionalization of graphene by bucherer-type reaction. Chem-A Eur J 21: 8090–8095.
    [19] Chaban VV, Prezhdo OV (2015) Synergistic Amination of Graphene: Molecular Dynamics and Thermodynamics. J Phys Chem Lett 6: 4397–4403.
    [20] Zuccaro L, Krieg J, Desideri A, et al. (2015) Tuning the isoelectric point of graphene by electrochemical functionalization. Sci Rep 5: 11794–11806.
    [21] Wu L, Zeng L, Jiang X (2015) Revealing the Nature of Interaction between Graphene Oxide and Lipid Membrane by Surface-Enhanced Infrared Absorption (SEIRA) Spectroscopy. J Am Chem Soc 137: 10052–10055.
    [22] Alok A, Singh ID, Singh S, et al. (2015) Curcumin—Pharmacological actions and its role in oral submucous fibrosis: A review. J Clin Diagnostic Res 9: ZE01–ZE03.
    [23] Chen Y, Wu Q, Zhang Z, et al. (2012) Preparation of curcumin-loaded liposomes and evaluation of their skin permeation and pharmacodynamics. Molecules 17: 5972–5987.
    [24] Cheng YC, Kaloni TP, Zhu ZY, et al. (2012) Oxidation of graphene in ozone under ultraviolet light. Appl Phys Lett 101: 073110–073114.
    [25] Hummers WS, Offeman RE (1958) Preparation of Graphitic Oxide. J Am Chem Soc 80: 1339–1339.
    [26] Ren PG, Wang H, Huang HD, et al. (2014) Characterization and performance of dodecyl amine functionalized graphene oxide and dodecyl amine functionalized graphene/high-density polyethylene nanocomposites: A comparative study. J Appl Polym Sci 131: 39803–39811.
    [27] Lerf A, He H, Forster M, et al. (1998) Structure of Graphite Oxide Revisited. J Phys Chem B 102: 4477–4482.
    [28] Perdew J, Burke K, Ernzerhof M (1996) Generalized Gradient Approximation Made Simple. Phys Rev Lett 77: 3865–3868.
    [29] McLean AD, Chandler GS (1980) Contracted Gaussian basis sets for molecular calculations. I. Second row atoms, Z = 11–18. J Chem Phys 72: 5639–5648.
    [30] Krishnan R, Binkley JS, Seeger R, et al. (1980) Self-consistent molecular orbital methods. XX. A basis set for correlated wave functions. J Chem Phys 72: 650–654.
    [31] Forte G, Travaglia A, Magrì A, et al. (2014) Adsorption of NGF and BDNF derived peptides on gold surfaces. Phys Chem Chem Phys 16: 1536–1544.
    [32] Dauber-Osguthorpe P, Roberts VA, Osguthorpe DJ, et al. (1988) Structure and energetics of ligand binding to proteins: Escherichia coli dihydrofolate reductase-trimethoprim, a drug-receptor system. Proteins 4: 31–47.
    [33] Lau KF, Alper HE, Thacher TS, et al. (1994) Effects of Switching-Functions on the Behavior of Liquid Water in Molecular-Dynamics Simulations. J Phys Chem 98: 8785–8792.
    [34] D’Urso L, Satriano C, Forte G, et al. (2012) Water structure and charge transfer phenomena at the liquid-graphene interface. Phys Chem Chem Phys 14: 14605–14610.
    [35] Bourlinos AB, Gournis D, Petridis D, et al. (2003) Graphite oxide: Chemical reduction to graphite and surface modification with primary aliphatic amines and amino acids. Langmuir 19: 6050–6055.
    [36] Eda G, Lin YY, Mattevi C, et al. (2010) Blue photoluminescence from chemically derived graphene oxide. Adv Mater 22: 505–509.
    [37] Lai Q, Zhu S, Luo X, et al. (2012) Ultraviolet-visible spectroscopy of graphene oxides. AIP Adv 2: 032146–032150.
    [38] Dementjev AP, de Graaf A, Van de Sanden MCM, et al. (2000) X-ray photoelectron spectroscopy reference data for identification of the C3N4 phase in carbon-nitrogen films. Diam Relat Mater 9: 1904–1907.
    [39] Petit C, Seredych M, Bandosz TJ (2009) Revisiting the chemistry of graphite oxides and its effect on ammonia adsorption. J Mater Chem 19: 9176–9185.
    [40] Mungse HP, Singh R, Sugimura H, et al. (2015) Molecular pillar supported graphene oxide framework: conformational heterogeneity and tunable d-spacing. Phys Chem Chem Phys 17: 20822–20829.
    [41] Satriano C, Svedhem S, Kasemo B (2012) Well-defined lipid interfaces for protein adsorption studies. Phys Chem Chem Phys 14: 16695–16698.
    [42] Axelrod D, Koppel DE, Schlessinger J, et al. (1976) Mobility measurement by analysis of fluorescence photobleaching recovery kinetics. Biophys J 16: 1055–1069.
    [43] Satriano C, Marletta G, Kasemo B (2008) Oxygen plasma-induced conversion of polysiloxane into hydrophilic and smooth SiOx surfaces. Surf Interface Anal 40: 649–656.
    [44] Tsukamoto M, Kuroda K, Ramamoorthy A, et al. (2014) Modulation of raft domains in a lipid bilayer by boundary-active curcumin. Chem Commun 50: 3427–3430.
  • Reader Comments
  • © 2017 the Author(s), licensee AIMS Press. This is an open access article distributed under the terms of the Creative Commons Attribution License (http://creativecommons.org/licenses/by/4.0)
通讯作者: 陈斌, bchen63@163.com
  • 1. 

    沈阳化工大学材料科学与工程学院 沈阳 110142

  1. 本站搜索
  2. 百度学术搜索
  3. 万方数据库搜索
  4. CNKI搜索

Metrics

Article views(5768) PDF downloads(1029) Cited by(7)

Article outline

Figures and Tables

Figures(9)  /  Tables(1)

Other Articles By Authors

/

DownLoad:  Full-Size Img  PowerPoint
Return
Return

Catalog