Preparation and Characterization of Desmopressin Peptide Attached Multi-Walled Carbon Nanotube
Trends in Peptide and Protein Sciences,
Vol. 3 (2018),
1 June 2018
,
Page 1-8 (e5)
https://doi.org/10.22037/tpps.v3i0.23138
Abstract
Desmopressin, a synthetic analogue of vasopressin, has many applications in medicine including diabetes insipidus, night bedwetting, and hemophillia A. In this work, the attachment of desmopressin to multi-walled carbon nanotubes (MWCNTs), functionalized by HNO3 and H2SO4 treatment was first used to remove the unwanted catalyst from MWCNTs and meanwhile introduced carboxylic acid groups onto the surface of MWCNTs. These carboxylic groups were then used as reaction sites for the attachment of desmopressin peptide to MWCNTs. The reagents used for the attachment were oxalyl chloride and dicyclohexylcarbodiimide (DCC). The Covalent attachment of desmopressin to functionalized MWCNTs was confirmed by Fourier Transform infrared spectroscopy (FT-IR), Raman scattering, and Field Emission Scanning Electron Microscopy (FESEM).
HIGHLIGHTS
•The conversion of carboxylic groups to oxalyl chloride on the surface of MWCNTs.
•The conversion of carboxylic groups to O-acylisourea on the surface of MWCNTs.
•DCC and oxalyl chloride activate groups on MWCNTs for nucleophilic substitution.
•Desmopressin is a cyclic nonapeptide with one disulfide bridge.
•The Covalent attachment of desmopressin to functionalized MWCNTs.
- Covalent attachment
- Desmopressin peptide
- Multi-Walled Carbon Nanotubes
- Functionalization
How to Cite
References
Amit, K., Jain, M.P., Vaibhav, D., Kumar Mehra, Neelesh., Pharm, M., Lodhi, Neeraj., Pharm, M., Manoj, Nahar., Pharm. M,. Dinesh, K., Mishra, MPharm. and K. Narendra, (2009). "Carbohydrate-conjugated multiwalled carbon nanotubes: developmentand characterization." Nanomedicine: Nanotechnology, Biology, and Medicine, ¬5: 432¬–¬442.
Banerjee, S., wong, s.¬s. and T. Hemraj-Benny, (2005). "Covalent surface chemistry of single-walled carbon nanotubes." Advanced Materials, 17¬: 17-29.
Brunetti, F.G., Herrero, M.A., Munoz, J.D.M., Diaz-ortiz, A., Alfonsi, J., Meneghetti, M., Prato, M. and E. Vazquez, (2008). "Microwave-induced multiple functionalization of carbon nanotubes." Journal of the American Chemical Society, 130: 8094-8100.
Chen, ¬C.L., Liang,¬ B., Ogino,¬ A., Wang,¬ X.K. and M. Nagatsu, (2009). "Oxygen functionalization of multiwall carbon nanotubes by microwave-excited surface-wave plasma treatment." Journal of Physical Chemistry C, 113: 7659-7665.
Chen, G.X., kim, H.s., Park, B.H. and J.S. Yoon, (2005). "Controlled functionalization of multiwalled carbon nanotubes with various molecular-weight poly(L-Lactic acid)." Journal of Physical Chemistry B, ¬109: 22237-22243.
Dyke, C.A. and J.M. Tour, (2006). “Functionalized carbon nanotubes in composites." In: Carbon Nanotubes: Properties and Application. O’connel M. J. (Ed.). CRC Taylor & Francies, FL (USA), pp. 275-295.
Endo, M., Strano, M. S. and P. M. AJayan, (2008). "Carbon nanotubes, advanced topics in the synthesis,Structure, properties and application." Topics in Applied Physics, 111, p.353À369.
Gao,¬ C., Jin, Y. Z.¬, Kong, H., Whitby, R. L. D., cquah, S. F. A. A., chen, G. Y., Qian, H., Harts chuh, A., Silva, S. R. P., Henley, S.¬, Fearon, P., Krato, H. W. and D. R. M. Walton, (2005). "Polyurea-functionalized multiwalled carbon nanotubes: synthesis, morphology, and Raman spectroscopy." Journal of Physical Chemistry B, 109: 11925-11932.
Gao, Z., Bandosz, T.J., Zhao, Z., Han, M. and J. Qiu, (2009). "Investigation of factors affecting adsorption of transition metals on oxidized carbon nanotubes." The Journal of Hazardous Materials, 167: 357-365.
Gao, Z., Bandosz, T.J., Zhao, Z., Han, M., Liang, C. and J. Qiu, (2008). "Investigation of the role of surface chemistry and accessibility of cadmium adsorption sites on open surface carbonaceous materials." Langmuir, 24: 11701-11710.
Katsumata, H., Matsumoto, T., Kaneco, S., Suzuki, T. and K. Ohta, (2008). "Preconcentration of diazinon using multi walled carbon nanotubes as solid-phase extraction adsorbents." Microchemical Journal, 88: 82-86.
Kharisov, B.I., Kharissova, O.V, Gutierrez, H.L. and V.O. Mendez, (2009).
"Recent advances on the soluble carbon nanotubes." Industrial & Engineering Chemistry Research, 48(2): 572-590.
Kovtyukhova,¬ N.I., Mallouk, ¬T.E, Pan, ¬L. and E.c. Dickey, (2003)¬. "Endividual single-walled nanotubes and hydro¬gels made by oxidative exfoliation of carbon nanotube ropes." Journal of the American Chemical Society, 125(32): 9761-9790.
Liu, Y., Li, Y. and X.p. Yan, (2008). "Preparation, characterization, and application of L-cysteine functionalized multi walled carbon nanotubes as a selective sorbent for separation and preconcentration of heavy metals." Advanced Functional Materials, 18: 1536-1543.
Loudon, G. M. and J. Parise (Eds.), (2015). "Amino acids, Peptides and Protein.” In: Organic Chemistry, 6th Edition, W. H. Freeman and Company, New York. Pp.1373-1148.
Lu, C. and C. Liu, (2006). "Removal of nickel from aqueous solution by carbon nanotubes." Journal of Chemical Technology & Biotechnology, 81: 1932-1940.
Lu, C. and H. chiu, (2008). "Chemical modification of multiwalled carbon nanotubes for sorption of Zn+2 from aqueous solution." The Chemical Engineering Journal, 139: 462-468.
Lu, ¬X. F.,Yu, ¬Y. H., Chen,¬ L., Mao,¬ H. P., Zhang,¬ W. J. and Y. Wei, (2004¬)¬. "Preparation and characterization of polyaniline microwires containing cds nanoparticles." Chemical Communications, 13: 1522-1523.
Marshall, M.W., Popa-Nita, ¬S. and ¬¬J.G. Shapter, (2006). "Measurement of functionalized carbon nanotube carboxylic acid group using a simple chemical process." ¬Carbon, 44:1137-1141.
Osswald, ¬S., Flahaut, ¬E. and Y. Gogotsi, (2006). "In situ Raman spectroscopy study of oxidation of double-and single wall carbon nanotubes." Chemistry of Materials, ¬18(6): 1525-1533.
Rao, G. P., Lu, C. and F. Su, (2007). "Sorption of divalent metal ions from aqueous solution by carbon nanotubes, A review." Separation and Purification Technology, 58: 224-231.
Sinani, V. A., Gheith, M. K., Yaroslavov, A. A., Rakhnyanskaya, A. A., sun, K., Mame dov, A. A., wicksted, J. P. and N. A. Kotov, (2005). "Aqueous dispersions of single-wall and multiwall carbon nanotubes with designed amphiphilic polycations." Journal of the American Chemical Society, 127: 3463-3472.
Smith, M. B. and J. March, (2001). "Reactions¬, Mechanisms and structure." March’s Advanced organic chemistry, John wiley 8 sons, Inc., USA, 2001.
Tasis, D., Tagmatarchis, N., Bianco, A. and M. Prato, (2006). "Chemistry of carbon nanotubes." Chemical Review, 106: ¬1105-1136.
Walse, Björn., Kihlberg, Jan., and Torbjörn. Drakenberg, (1998). "Conformation of desmopressin, an analogue of the peptide hormone vasopressin, in aqueous solution as determined by NMR spectroscopy." European Journal of Biochemistry, 252(3): 428-440.
Wang, ¬Z. J., ruan, ¬J.H., Li,¬ M. R., Han, ¬D. X., Zhang,¬ r.J. and Y. F. Shen¬, (2007). "Electropolymerization and catalysis of well dispersed polyaniline/carbon nanotube/gold composite." Journal of Electroanalytical Chemistry, 599(1):121-126.
Xu, D., Tan, X., Chen, C. and X. Wang, (2008). "Removal of Pb from aqueous solution by oxidized multiwalled carbon nanotubes." The Journal of Hazardous Materials, 154: 407-416.
Yang, K., Wu, W., Jing, Q. and L. Zhu, (2008). "Aqueous adsorption of aniline, phenol, and their substitutes by multi-walled carbon nanotubes." Environmental Science & Technology, 42: 7931-7936.
Zhang,¬ J., Zou, ¬H., Qing, ¬Q., Yang,¬ Y., Li,¬ Q. and Z. Liu¬, (2003). "Effect of chemical oxidation on the structure of single walled carbon nanotubes." Journal of Physical Chemistry B, ¬107: 3712-3718.
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