Novel carboxylation treatment and characterization of multiwalled carbon nanotubes for simultaneous sensitive determination of adenine and guanine in DNA

A method is presented for the carboxylation of multiwalled carbon nanotubes (MWCNTs) via a two-step process. The hydroxy groups of MWCNTs were first reacted with epichlorohydrin, then with iminodiacetic acid. The resulting MWCNTs were characterized by means of Fourier transform infrared spectroscopy and transmission electron microscopy. The glassy carbon electrode modified with the MWCNTs thus prepared exhibited enhanced electrocatalytic activity and good stability for the determination of guanine and adenine in pH 7.0 phosphate buffer solution. The experimental parameters were optimized, and a direct electrochemical method was developed for the simultaneous determination of guanine and adenine. The detection limits (at S/N = 3) for guanine and adenine are 0.02 and 0.08 μM, respectively. A sensitive method was also developed for the determination of guanine and adenine in calf thymus DNA.

[1]  J. Davidson CHAPTER 7 – The Structure of DNA , 1972 .

[2]  Graham H. Fleet,et al.  HPLC measurement of guanine for the determination of nucleic acids (RNA) in yeasts , 1995 .

[3]  T. Ivandini,et al.  Electrochemical oxidation of underivatized-nucleic acids at highly boron-doped diamond electrodes. , 2003, The Analyst.

[4]  Yuehe Lin,et al.  Low-potential stable NADH detection at carbon-nanotube-modified glassy carbon electrodes , 2002 .

[5]  Zonghua Wang,et al.  β-Cyclodextrin incorporated carbon nanotubes-modified electrodes for simultaneous determination of adenine and guanine , 2006 .

[6]  Ya‐Ping Sun,et al.  Functionalizing multiple-walled carbon nanotubes with aminopolymers , 2002 .

[7]  E. Laviron General expression of the linear potential sweep voltammogram in the case of diffusionless electrochemical systems , 1979 .

[8]  D. Carroll,et al.  Luminescence anisotropy of functionalized carbon nanotubes in solution , 2002 .

[9]  R. S. Nicholson,et al.  Theory of Stationary Electrode Polarography. Single Scan and Cyclic Methods Applied to Reversible, Irreversible, and Kinetic Systems. , 1964 .

[10]  A. Hirsch Functionalization of single-walled carbon nanotubes. , 2002, Angewandte Chemie.

[11]  Jun Liu,et al.  Carbon nanotube-modified electrodes for the simultaneous determination of dopamine and ascorbic acid. , 2002, The Analyst.

[12]  Linda S. Schadler,et al.  Surface modification of multiwalled carbon nanotubes: Toward the tailoring of the interface in polymer composites , 2003 .

[13]  W. H. Reinmuth Theory of Stationary Electrode Polarography , 1961 .

[14]  Lawrence F. Allard,et al.  Functionalization of Carbon Nanotubes with Polystyrene , 2002 .

[15]  Hongyuan Chen,et al.  Determination of purine bases by capillary zone electrophoresis with wall-jet amperometric detection , 1996 .

[16]  H. Chen,et al.  Simultaneous determination of purine bases, ribonucleosides and ribonucleotides by capillary electrophoresis-electrochemistry with a copper electrode. , 1997, Journal of chromatography. A.

[17]  James M Tour,et al.  Overcoming the insolubility of carbon nanotubes through high degrees of sidewall functionalization. , 2004, Chemistry.

[18]  Z. Iqbal,et al.  Functionalization of carbon nanotubes with amines and enzymes , 2005 .

[19]  R. Zare,et al.  Selective determination of adenine-containing compounds by capillary electrophoresis with laser-induced fluorescence detection. , 1994, Analytical biochemistry.

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

[21]  T. Cotton,et al.  Determination of purine bases by reversed-phase high-performance liquid chromatography using real-time surface-enhanced Raman spectroscopy , 1991 .

[22]  Young Hee Lee,et al.  Crystalline Ropes of Metallic Carbon Nanotubes , 1996, Science.

[23]  Erik Dujardin,et al.  Purification of Single‐Shell Nanotubes , 1998 .

[24]  Masaaki Kai,et al.  Chemiluminescence determination of guanine and its nucleosides and nucleotides using phenylglyoxal , 1994 .

[25]  Hongyuan Chen,et al.  Simultaneous determination of guanine and adenine in DNA using an electrochemically pretreated glassy carbon electrode , 2002 .

[26]  Zhi‐Xin Guo,et al.  Electrical properties of soluble carbon nanotube/polymer composite films , 2005 .

[27]  Joseph Wang Carbon‐Nanotube Based Electrochemical Biosensors: A Review , 2005 .

[28]  J. Zen,et al.  Simultaneous determination of guanine and adenine contents in DNA, RNA and synthetic oligonucleotides using a chemically modified electrode , 1999 .

[29]  N. Kuroda,et al.  Chemiluminescence method for the determination of adenine after reaction with phenylglyoxal , 1993 .

[30]  J. Davidson The biochemistry of the nucleic acids , 1950 .

[31]  A. Abbaspour,et al.  Electrocatalytic oxidation of guanine and ss-DNA at a cobalt (II) phthalocyanine modified carbon paste electrode , 2004 .

[32]  W. Jin,et al.  Determination of adenine and guanine by capillary zone electrophoresis with end‐column amperometric detection at a carbon fiber microdisk array electrode , 1997 .