Label-free target DNA recognition using oligonucleotide-functionalized polypyrrole nanotubes.

Conjugated polymers for oligonucleotide immobilization offer extraordinary potential as transducers for detecting DNA duplex formation, because the electrical, optical, and electrochemical properties are strongly affected by relatively small perturbations. Moreover, carboxylated conducting polymer supports are an attractive alternative due to their versatile immobilization with DNA, protein, and enzyme using various pendant groups: -SH, -NH(2), and -COOH. Therefore, we report the fabrication of carboxylic acid-functionalized polypyrrole nanotubes (CPPy NTs) using oxidant-impregnated template synthesis. The diverse number of carboxylates on the surface of CPPy NTs was applied to binding sites for amino-terminal oligonucleotides. Conductance of single DNA strands (ssDNA) and hybridized DNA helix were readily measured by means of depositing DNA-functionalized nanotubes on gold leads, and indicated high sensitivity (DeltaR/R(0)=1.7) even at low concentration (1 nmol) of target DNA. In addition, target DNA concentration was distinguished up to a narrow difference of 2 nmol. The successful DNA immobilization on polymer nanotubes was confirmed and visualized by the photoluminescence of fluorescein isothiocyanate (FITC)-tagged target DNA using confocal laser scanning microscopy.

[1]  Mincheol Chang,et al.  Chemical Sensors Based on Highly Conductive Poly(3,4‐ethylenedioxythiophene) Nanorods , 2005 .

[2]  Y. Shim,et al.  Direct DNA hybridization detection based on the oligonucleotide-functionalized conductive polymer. , 2001, Analytical chemistry.

[3]  J. Jang,et al.  Polydipyrrole- and polydicarbazole-nanorods as new nanosized supports for DNA hybridization. , 2005, Chemical communications.

[4]  Clay Macomber,et al.  An embedded polymer piezoresistive microcantilever sensor. , 2003, Ultramicroscopy.

[5]  S O Kelley,et al.  Electron transfer between bases in double helical DNA. , 1999, Science.

[6]  Akimitsu Okamoto,et al.  DNA hole transport on an electrode: application to effective photoelectrochemical SNP typing. , 2006, Journal of the American Chemical Society.

[7]  Elena P Ivanova,et al.  Poly(L-lysine)-mediated immobilisation of oligonucleotides on carboxy-rich polymer surfaces. , 2004, Biosensors & bioelectronics.

[8]  E. Meggers,et al.  Electron Transfer through DNA in the Course of Radical-Induced Strand Cleavage. , 1998, Angewandte Chemie.

[9]  Mincheol Chang,et al.  Formation of 1D Poly(3,4‐ethylenedioxythiophene) Nanomaterials in Reverse Microemulsions and Their Application to Chemical Sensors , 2007 .

[10]  J. Jang,et al.  Fabrication of polyimide nanotubes and carbon nanotubes containing magnetic iron oxide in confinement. , 2005, Chemical communications.

[11]  J. Jang,et al.  Facile fabrication of inorganic-polymer core-shell nanostructures by a one-step vapor deposition polymerization. , 2003, Angewandte Chemie.

[12]  J. Jang,et al.  Protein immobilization on aminated poly(glycidyl methacrylate) nanofibers as polymeric carriers. , 2007, Biomacromolecules.

[13]  C. Dekker,et al.  Direct measurement of electrical transport through DNA molecules , 2000, Nature.

[14]  Yaoyao Guo,et al.  Electrochemical fabrication of conducting polymer nanowires in an integrated microfluidic system. , 2006, Chemical communications.

[15]  L M Lechuga,et al.  Highly sensitive polymer-based cantilever-sensors for DNA detection. , 2005, Ultramicroscopy.

[16]  E. Tu,et al.  Label-free detection of DNA hybridization using carbon nanotube network field-effect transistors. , 2006, Proceedings of the National Academy of Sciences of the United States of America.

[17]  S. Demoustier‐Champagne,et al.  Chemical synthesis of polypyrrole: structure–properties relationship , 1998 .

[18]  J. Jang,et al.  Dual‐Functionalized Polymer Nanotubes as Substrates for Molecular‐Probe and DNA‐Carrier Applications , 2006 .

[19]  T. Carell,et al.  Weak distance dependence of excess electron transfer in DNA. , 2002, Angewandte Chemie.

[20]  J. Jang.  Conducting polymer nanomaterials and their applications , 2006 .

[21]  Hafsa Korri-Youssoufi,et al.  Toward Bioelectronics: Specific DNA Recognition Based on an Oligonucleotide-Functionalized Polypyrrole , 1997 .

[22]  F. Cacialli,et al.  Fabrication of conjugated polymers nanostructures via direct near-field optical lithography. , 2004, Ultramicroscopy.

[23]  Joon Hak Oh,et al.  A facile synthesis of polypyrrole nanotubes using a template-mediated vapor deposition polymerization and the conversion to carbon nanotubes. , 2004, Chemical communications.

[24]  I. Losito,et al.  Surface (XPS, SIMS) chemical investigation on poly(pyrrole‐3‐acetic acid) films electrosynthesized on Ti and TiAlV substrates for the development of new bioactive substrates , 2005 .

[25]  E Artacho,et al.  Absence of dc-conductivity in lambda-DNA. , 2000, Physical review letters.

[26]  H. Fink,et al.  Electrical conduction through DNA molecules , 1999, Nature.

[27]  J. Jang,et al.  Formation mechanism of conducting polypyrrole nanotubes in reverse micelle systems. , 2005, Langmuir : the ACS journal of surfaces and colloids.

[28]  V. Izumrudov,et al.  Effect of Alkyl Spacer in the Betaine Moiety of Polycarboxybetaines on Their Complexing With Poly(methacrylic acid) and DNA , 2005 .

[29]  Bing-Joe Hwang,et al.  Identification of oxidized polypyrrole on Raman spectrum , 2000 .

[30]  G. G. Stokes.  "J." , 1890, The New Yale Book of Quotations.

[31]  Anil Kumar,et al.  Novel label-free DNA sensors based on poly(3,4-ethylenedioxythiophene). , 2004, Chemical communications.

[32]  S. Demoustier‐Champagne,et al.  Effect of Electrolyte Concentration and Nature on the Morphology and the Electrical Properties of Electropolymerized Polypyrrole Nanotubules , 1999 .

[33]  Yuyuan Tian,et al.  Direct conductance measurement of single DNA molecules in aqueous solution , 2004 .