Carbon nanotubes as functional excipients for nanomedicines: I. Pharmaceutical properties.

Carbon nanotubes (CNTs) are considered potential biomedical materials because of their flexible structure and propensity for chemical functionalization. In the first part of this two-part review we focus on the properties and use of CNTs as building blocks for novel drug delivery systems, dosage forms, and biomedical substrates. Pharmaceutical excipients have been regarded as inert or nonactive components of dosage forms, but they are essential and necessary components of pharmaceutical preparations. Here we present a collection of data to initiate the description of CNTs as pharmaceutical excipients. We summarize the synthesis, purification, and analysis of CNTs related to their pharmaceutical properties and quality control. Application of CNTs in biological systems depends on their compatibility with hydrophilic environments; therefore, the solubilization of CNTs in pharmaceutical solvents is essential. Furthermore, because it is becoming increasingly important that the relevant chemical, physiochemical, and pharmaceutical properties of CNTs be identified, we have prepared a "mini-monograph" of CNTs that compiles their pertinent properties.

[1]  M. Dresselhaus,et al.  Employing Raman spectroscopy to qualitatively evaluate the purity of carbon single-wall nanotube materials. , 2004, Journal of nanoscience and nanotechnology.

[2]  J. Coleman,et al.  Biomolecules as selective dispersants for carbon nanotubes , 2005 .

[3]  V. C. Moore,et al.  Individually suspended single-walled carbon nanotubes in various surfactants , 2003 .

[4]  I. Bizjak,et al.  Measurement of the wrong-sign decays D0 --> K+ pi- pi0 and D0 --> K+ pi- pi+ pi-, and search for CP violation. , 2005, Physical review letters.

[5]  V. Bliznyuk,et al.  Dispersion and phase separation of carbon nanotubes in ultrathin polymer films. , 2005, Journal of colloid and interface science.

[6]  M. Prato,et al.  Applications of carbon nanotubes in drug delivery. , 2005, Current opinion in chemical biology.

[7]  O. Srivastava,et al.  Synthesis of carbon nanotubes. , 2005, Journal of nanoscience and nanotechnology.

[8]  M. Prato,et al.  Biomedical applications of functionalised carbon nanotubes. , 2005, Chemical communications.

[9]  H. Kroto,et al.  C 60 Buckminsterfullerene , 1990 .

[10]  M. Prato,et al.  Translocation of bioactive peptides across cell membranes by carbon nanotubes. , 2004, Chemical communications.

[11]  R. Thiruvengadathan,et al.  Preparation and characterization of a carbon nanotube-lyotropic liquid crystal composite. , 2006, Langmuir : the ACS journal of surfaces and colloids.

[12]  Yongqiang Tan,et al.  Dispersion of single-walled carbon nanotubes of narrow diameter distribution. , 2005, The journal of physical chemistry. B.

[13]  M. Zheng,et al.  High-resolution length sorting and purification of DNA-wrapped carbon nanotubes by size-exclusion chromatography. , 2005, Analytical chemistry.

[14]  Francisco Torrens,et al.  Calculations of organic‐solvent dispersions of single‐wall carbon nanotubes , 2006 .

[15]  D. P. Anderson,et al.  Morphology of dispersed carbon single-walled nanotubes , 2003 .

[16]  Sajad Haq,et al.  Large-area synthesis of carbon nanofibres at room temperature , 2002, Nature materials.

[17]  M. Yudasaka,et al.  Nano-aggregates of single-walled graphitic carbon nano-horns , 1999 .

[18]  Thomas J Webster,et al.  Nanobiotechnology: implications for the future of nanotechnology in orthopedic applications , 2004, Expert review of medical devices.

[19]  P. Ajayan,et al.  Growth morphologies during cobalt-catalyzed single-shell carbon nanotube synthesis , 1993 .

[20]  M. Prato,et al.  Carbon nanotubes: on the road to deliver. , 2005, Current drug delivery.

[21]  Eklund,et al.  Solution properties of single-walled carbon nanotubes , 1998, Science.

[22]  R. Krishnamoorti,et al.  Small-angle neutron scattering from surfactant-assisted aqueous dispersions of carbon nanotubes. , 2004, Journal of the American Chemical Society.

[23]  Charles M. Lieber,et al.  Structural ( n, m) determination of isolated single-wall carbon nanotubes by resonant Raman scattering. , 2001, Physical review letters.

[24]  B. Bauer,et al.  Small-angle neutron scattering from labeled single-wall carbon nanotubes , 2006 .

[25]  Michael A. Wilson,et al.  Recent advances in the preparation and utilization of carbon nanotubes for hydrogen storage. , 2001, Journal of nanoscience and nanotechnology.

[26]  Robert M Shelby,et al.  Sequence-independent helical wrapping of single-walled carbon nanotubes by long genomic DNA. , 2006, Nano letters.

[27]  Ya‐Ping Sun,et al.  High aqueous solubility of functionalized single-walled carbon nanotubes. , 2004, Langmuir : the ACS journal of surfaces and colloids.

[28]  K. Vecchio,et al.  Thermogravimetric analysis of synthesis variation effects on CVD generated multiwalled carbon nanotubes. , 2006, The journal of physical chemistry. B.

[29]  R. Chen,et al.  Controlled precipitation of solubilized carbon nanotubes by delamination of DNA. , 2006, The journal of physical chemistry. B.

[30]  M. Prato,et al.  Synthesis, structural characterization, and immunological properties of carbon nanotubes functionalized with peptides. , 2003, Journal of the American Chemical Society.

[31]  J. Fierro,et al.  Microwave single walled carbon nanotubes purification. , 2002, Chemical communications.

[32]  M. Strano,et al.  Using Raman Spectroscopy to Elucidate the Aggregation State of Single-Walled Carbon Nanotubes , 2004 .

[33]  S. N. Kundra Toward the emergence of nanoneurosurgery: part III-nanomedicine: targeted nanotherapy, nanosurgery and progress toward the realization of nanoneurosurgery. , 2008, Neurosurgery.

[34]  M. Itkis,et al.  Chromatographic purification of soluble single-walled carbon nanotubes (s-SWNTS). , 2001, Journal of the American Chemical Society.

[35]  J. Simpson,et al.  Comparative measures of single-wall carbon nanotube dispersion. , 2006, The journal of physical chemistry. B.

[36]  P. Eklund,et al.  Vibrational Modes of Carbon Nanotubes , 1996 .

[37]  Un Jeong Kim,et al.  Raman and IR spectroscopy of chemically processed single-walled carbon nanotubes. , 2005, Journal of the American Chemical Society.

[38]  Jeunghee Park,et al.  Release of N(2) from the carbon nanotubes via high-temperature annealing. , 2005, The journal of physical chemistry. B.

[39]  W. E. Billups,et al.  Covalent sidewall functionalization of single wall carbon nanotubes. , 2003, Journal of the American Chemical Society.

[40]  C. Lieber,et al.  Single‐Walled Carbon Nanotubes , 2002, Annals of the New York Academy of Sciences.

[41]  P. Pehrsson,et al.  Optical pH response of DNA wrapped HiPco carbon nanotubes. , 2005, Journal of nanoscience and nanotechnology.

[42]  R Saito,et al.  Infrared-active vibrational modes of single-walled carbon nanotubes. , 2005, Physical review letters.

[43]  Ravi S Kane,et al.  Protein-assisted solubilization of single-walled carbon nanotubes. , 2006, Langmuir : the ACS journal of surfaces and colloids.

[44]  I. Chung,et al.  An explanation of dispersion states of single-walled carbon nanotubes in solvents and aqueous surfactant solutions using solubility parameters. , 2005, Journal of colloid and interface science.

[45]  Wrapping single-walled carbon nanotubes with long single-stranded DNA molecules produced by rolling circle amplification. , 2006, Chemical communications.

[46]  S. Iijima Helical microtubules of graphitic carbon , 1991, Nature.

[47]  M. Prato,et al.  Functionalized carbon nanotubes as emerging nanovectors for the delivery of therapeutics. , 2006, Biochimica et biophysica acta.

[48]  M. Itkis,et al.  Chromatographic purification and properties of soluble single-walled carbon nanotubes. , 2001, Journal of the American Chemical Society.

[49]  Maurizio Prato,et al.  Soluble carbon nanotubes. , 2003, Chemistry.

[50]  J. Robertson,et al.  Growth of aligned carbon nanofibres over large areas using colloidal catalysts at low temperatures. , 2004, Chemical communications.

[51]  V. C. Moore,et al.  The role of surfactant adsorption during ultrasonication in the dispersion of single-walled carbon nanotubes. , 2003, Journal of nanoscience and nanotechnology.

[52]  M. Miki-Yoshida,et al.  Catalytic growth of carbon microtubules with fullerene structure , 1993 .

[53]  L. Augsburger,et al.  The Influence of Product Brand-to-Brand Variability on Superdisintegrant Performance A Case Study with Croscarmellose Sodium , 2006, Pharmaceutical development and technology.

[54]  Ya‐Ping Sun,et al.  Functionalization of carbon nanotubes with bovine serum albumin in homogeneous aqueous solution. , 2002, Journal of nanoscience and nanotechnology.

[55]  Jason E. Riggs,et al.  Optical limiting properties of suspended and solubilized carbon nanotubes , 2000 .

[56]  Alberto Bianco,et al.  Carbon nanotubes for the delivery of therapeutic molecules , 2004, Expert opinion on drug delivery.

[57]  L. Augsburger,et al.  Functionality comparison of 3 classes of superdisintegrants in promoting aspirin tablet disintegration and dissolution , 2005, AAPS PharmSciTech.

[58]  Ya‐Ping Sun,et al.  Dispersion and solubilization of carbon nanotubes. , 2003, Journal of nanoscience and nanotechnology.

[59]  F. Wei,et al.  The quantitative characterization of the concentration and dispersion of multi-walled carbon nanotubes in suspension by spectrophotometry , 2006 .

[60]  Ravi S Kane,et al.  Structure and function of enzymes adsorbed onto single-walled carbon nanotubes. , 2004, Langmuir : the ACS journal of surfaces and colloids.

[61]  E. Anderson Hudson et al. , 1977 .

[62]  H. Bau,et al.  Filling carbon nanotubes with particles. , 2005, Nano letters.

[63]  Martin Pumera,et al.  Carbon nanotube/polysulfone screen-printed electrochemical immunosensor. , 2007, Biosensors & bioelectronics.

[64]  Maurizio Prato,et al.  Double functionalization of carbon nanotubes for multimodal drug delivery. , 2006, Chemical communications.

[65]  G Pifferi,et al.  Quality and functionality of excipients. , 1999, Farmaco.

[66]  G. Pan,et al.  The effect of catalyst concentration on the synthesis of single-wall carbon nanotubes. , 2002, Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy.

[67]  A. M. Rao,et al.  Diameter-Selective Raman Scattering from Vibrational Modes in Carbon Nanotubes , 1997, Science.

[68]  M. Zheng,et al.  DNA-assisted dispersion and separation of carbon nanotubes , 2003, Nature materials.

[69]  N. Kotov,et al.  Aqueous dispersions of single-wall and multiwall carbon nanotubes with designed amphiphilic polycations. , 2005, Journal of the American Chemical Society.

[70]  Edgar Muñoz,et al.  Controlled assembly of carbon nanotubes by designed amphiphilic Peptide helices. , 2003, Journal of the American Chemical Society.

[71]  P. Ajayan,et al.  Controlled growth of carbon nanotubes , 2004, Philosophical Transactions of the Royal Society of London. Series A: Mathematical, Physical and Engineering Sciences.

[72]  Rodney S. Ruoff,et al.  Organic solvent dispersions of single-walled carbon nanotubes: Toward solutions of pristine nanotubes , 2000 .

[73]  J. Loos,et al.  Time-dependent study of the exfoliation process of carbon nanotubes in aqueous dispersions by using UV-visible spectroscopy. , 2005, Analytical chemistry.

[74]  Hui‐Ming Cheng,et al.  Purification of multiwalled carbon nanotubes by annealing and extraction based on the difference in van der Waals potential. , 2006, The journal of physical chemistry. B.

[75]  Haiqing Peng,et al.  Sidewall carboxylic acid functionalization of single-walled carbon nanotubes. , 2003, Journal of the American Chemical Society.

[76]  Cedric Briens,et al.  Carbon Nanotube Synthesis: A Review , 2005 .

[77]  M. Meyyappan,et al.  Purification process for vertically aligned carbon nanofibers. , 2003, Journal of nanoscience and nanotechnology.

[78]  M. Prato,et al.  Purification of HiPCO carbon nanotubes via organic functionalization. , 2002, Journal of the American Chemical Society.

[79]  H. Wagner,et al.  Raman spectroscopy of carbon–nanotube–based composites , 2004, Philosophical Transactions of the Royal Society of London. Series A: Mathematical, Physical and Engineering Sciences.

[80]  R. Smalley Crystalline Ropes of Metallic Carbon Nanotubes , 1999 .

[81]  Maurizio Prato,et al.  Microwave-assisted purification of HIPCO carbon nanotubes. , 2002, Chemical communications.

[82]  E. Joselevich Electronic structure and chemical reactivity of carbon nanotubes: a chemist's view. , 2004, Chemphyschem : a European journal of chemical physics and physical chemistry.

[83]  J. Hastings,et al.  Small angle neutron scattering from glassy SiO2 , 1976 .

[84]  M. Dresselhaus,et al.  Electronic, thermal and mechanical properties of carbon nanotubes , 2004, Philosophical Transactions of the Royal Society of London. Series A: Mathematical, Physical and Engineering Sciences.

[85]  G. Beaucage,et al.  How does surface modification aid in the dispersion of carbon nanofibers? , 2005, The journal of physical chemistry. B.

[86]  H. Wagner,et al.  The role of surfactants in dispersion of carbon nanotubes. , 2006, Advances in colloid and interface science.

[87]  Joseph D. Gong,et al.  Carbon nanotube amplification strategies for highly sensitive immunodetection of cancer biomarkers. , 2006, Journal of the American Chemical Society.

[88]  S. D. Hudson,et al.  Colloidal particles coated and stabilized by DNA-wrapped carbon nanotubes. , 2005, Langmuir : the ACS journal of surfaces and colloids.

[89]  Y. Gogotsi,et al.  Effect of graphitization on the wettability and electrical conductivity of CVD-carbon nanotubes and films. , 2006, The journal of physical chemistry. B.

[90]  A. Afolabi,et al.  Synthesis of carbon nanotubes by swirled floating catalyst chemical vapour deposition method. , 2007, Journal of nanoscience and nanotechnology.

[91]  Federica Valentini,et al.  Carbon nanotube purification: preparation and characterization of carbon nanotube paste electrodes. , 2003, Analytical chemistry.

[92]  Sandip Niyogi,et al.  Comparison of analytical techniques for purity evaluation of single-walled carbon nanotubes. , 2005, Journal of the American Chemical Society.

[93]  M. Prato,et al.  Organic functionalization of carbon nanotubes. , 2002, Journal of the American Chemical Society.

[94]  R Saito,et al.  Single nanotube Raman spectroscopy. , 2002, Accounts of chemical research.

[95]  S. Sinnott,et al.  Effect of filling on the compressibility of carbon nanotubes: predictions from molecular dynamics simulations. , 2005, Journal of nanoscience and nanotechnology.

[96]  Dong Sik Kim,et al.  Individualization of single-walled carbon nanotubes: is the solvent important? , 2005, Small.

[97]  P. Eklund,et al.  Vibrational modes of carbon nanotubes; Spectroscopy and theory , 1995 .

[98]  S. Curran,et al.  Single-walled carbon nanotube purification, pelletization, and surfactant-assisted dispersion: a combined TEM and resonant micro-raman spectroscopy study. , 2005, The journal of physical chemistry. B.

[99]  S. Nayak,et al.  Bending properties of carbon nanotubes encapsulating solid nanowires. , 2002, Journal of nanoscience and nanotechnology.

[100]  K. Carpenter,et al.  Substituted carborane-appended water-soluble single-wall carbon nanotubes: new approach to boron neutron capture therapy drug delivery. , 2005, Journal of the American Chemical Society.

[101]  Sarsvatkumar Patel,et al.  Compression physics in the formulation development of tablets. , 2006, Critical reviews in therapeutic drug carrier systems.

[102]  M. Prato,et al.  Functionalized carbon nanotubes for plasmid DNA gene delivery. , 2004, Angewandte Chemie.

[103]  J. Nagy,et al.  On the growth mechanism of single-walled carbon nanotubes by catalytic carbon vapor deposition on supported metal catalysts. , 2004, Journal of nanoscience and nanotechnology.

[104]  Arjun G. Yodh,et al.  High Weight Fraction Surfactant Solubilization of Single-Wall Carbon Nanotubes in Water , 2003 .

[105]  A. G. Ryabenko,et al.  UV-VIS-NIR spectroscopy study of sensitivity of single-wall carbon nanotubes to chemical processing and Van-der-Waals SWNT/SWNT interaction. Verification of the SWNT content measurements by absorption spectroscopy , 2004 .