Synthesis of Alaninemethylester and N-(4-aminobenzyl)-9Hpurin-6-amine Doped to Polyaniline Nanoparticles and Study on Their Interactions with Ds-DNA by Fluorescence Spectroscopy
الموضوعات :Banafsheh Gorji 1 , Reza Zadmard 2 , Kian Tavakol 3 , Fatemeh Shahkarami 4
1 - Department of Chemistry, South Tehran Branch, Islamic Azad University, Tehran, Iran
2 - Chemistry & Chemical Engineering Research Center of Iran, Tehran, Iran
3 - Department of Chemistry, South Tehran Branch, Islamic Azad University, Tehran, Iran
4 - Department of Chemistry, South Tehran Branch, Islamic Azad University, Tehran, Iran
الکلمات المفتاحية:
ملخص المقالة :
In this paper, two major projects have been successfully accomplished: Firstly, we introduced a novel and highly efficient route which was developed for the synthesis of Polyaniline (PANI) nanoparticles by using Potassium persulfate. Structure of nano PANI was characterized by FourierTransform Infrared (FT-IR), Proton Nuclear Magnetic Resonance (1H-NMR) and elemental analysis and the surface morphology of them was studied by scanning electron microscopy (SEM).Secondly, new nano-biosensors have been synthesized by using a simple and efficient method, from the reaction of nano PANI with the biocompatible branches, such as alaninemethyl ester and N-(4-aminobenzyl)-9H-purin-6-amine as a nucleobase and succinic anhydride as a spacer. The structures of 6 and 7 were confirmed by FT-IR and 1H-NMR. The interaction between alaninemethylester and nucleobase doped to nano PANI with short oligo phosphate chains of dsDNA (45 base pairs), was studied by fluorescence spectroscopy. The results showed that existence of dopants in the structure of nano PANI increases the interactions with DNA and this caused the decrease in the fluorescence emission intensity.
[1]. J.C. Moutet, E. Saintl‐Aman, F. Tran‐Van, P. Angibeaud,J.P. Utille, Advanced Materials, 4, 511
(1992).
[2]. J. Huang, V.M. Egan,H. Guo,J.Y. Yoon, A.L. Briseno,I.E. Rauda, R.B.Kaner, Advanced
Materials, 15, 1158 (2003).
[3]. M. Schwientek,S. Pleus, C.H.Hamann,Journal of Electroanalytical Chemistry, 461,94 (1999).
[4]. Y. Okamoto, E.Yashima, Angewandte Chemie International Edition, 37, 1020 (1998).
[5]. X. Yin,J. Ding, S. Zhang, J. Kong,Biosensors and Bioelectronics, 21, 2184 (2006).
[6]. J. Huang, S. Virji, B.H. Weiller,R.B. Kaner, Journal of the American Chemical Society, 125,
314 (2003).
[7]. D. Song, R. Wang, Y. Chen, Sh. Zhang, Ch. Liu, G. Luo,Reaction Kinetics and Catalysis
Letters, 95, 385 (2008).
[8]. A.G. MacDiarmid, A.J. Epstein, Synthetic Metals, 65, 103 (1994).
[9]. H.D. Tran, I. Norris, J.M. D’Arcy, H. Tsang, Y. Wang, B.R. Mattes,
R.B.Kaner,Macromolecules, 41, 7405 (2008).
[10]. R. Mathew, D. Yang, B.R. Mattes, M.P. Espe, Macromolecules, 35, 7575 (2002).
[11]. B. Massoumi, O. Badalkhani, H.Gheybi, A.A.Entezami, Iranian Polymer Journal, 20,779
(2011).
[12]. M.C. Miras, D.F. Acevedo, N. Monge, E. Frontera, C.R. Rivarola, C.A.Barbero, Open
Macromolecules Journal, 2, 58 (2008).
[13]. J. Yue, Z.H. Wang, K.R. Cromack, A.J. Epstein, A.G. MacDiarmid, Journal of the American
Chemical Society, 113, 2665 (1991).
[14]. J. Yue, G. Gordon,A.J. Epstein, Polymer, 33, 4410 (1992).
[15]. G. Iacomino, G. Picariello, L.D'Agostino, Biochimicaet Biophysica Acta (BBA)-Molecular Cell
Research,1823, 1745 (2012).
[16]. G. Iacomino, G. Picariello, F. Sbrana, A. Di Luccia, R.Raiteri,
L.D’Agostino,Biomacromolecules, 12, 1178 (2011).
[17]. D. Bancroft, L.D. Williams, A. Rich, M.Egli, Biochemistry, 33, 1073 (1994).
[18]. W.H. Landschulz, P.F. Johnson,S.L. McKnight, Science, 240,1759 (1988).
[19]. T.E. Ellenberger, C.J. Brandl, K. Struhl, S.C. Harrison,Cell, 71, 1223 (1992).
[20]. K.T. O’Neil, R.H. Hoess, W.F. DeGrado, Science, 249, 774 (1990).
[21]. J. Li, Y.Sha,Molecules, 13, 1111 (2008).
[22]. B.S. Chingakham, K.Veerababurao, K.S. Akshaya,K.P. Bhisma, European Journal of Organic
Chemistry,2007, 1369 (2007).
[23]. C. Hongfeng, N. Christopher, C. Anusuya,L.S. Kirk, ARKIVOC (xiv),1 (2008).
[24]. P.P. Sengupta, J.N. Gloria, D.N. Amato, D.L. Patton, B. Murali, A.S. Flynt,
Biomacromolecules, 12, 3217 (2015).