Abstract
The electronic sensitivity and reactivity of a pristine, Al, and Si-doped C70 fullerene with MP drug were investigated using density functional theory. With adsorption energy of approximately − 6.06 kcal/mol, MP drug was found to be adsorbed physically on pristine C70 through its N-head and to exert no effects on the electrical conductivity of this fullerene. Substituting Al and Si atoms for C atoms in C70 significantly elevates the reactivity of C70 fullerene, respectively at predicted adsorption energies of approximately − 43.06 and − 35.01 kcal/mol. MP drug does significantly affect the energy difference between the highest occupied molecular orbital (HOMO) and the lowest unoccupied molecular orbital (LUMO), i.e., Eg, and work function of Si and Al-doped C70 fullerene. Significant HOMO destabilization in Si–C70 through MP drug adsorption increases the electrical conductivity of Si–C70 while generating electrical signals and reduces its Eg from 2.13 to 0.79 eV. These signals are associated with the presence of MP drug in the environment. Therefore, Si-doped C70 is found to constitute a promising electronic MP drug sensor. MP drug adsorption increases electron emission from the surface of this sensor and significantly reduces its work function. In contrast to the cases of pristine fullerene, Al, and Si–C70 fullerene doped forms, significant effects of MP drug adsorption on the Fermi levels and work function of Si–C70 make it an Φ-type candidate for MP drug sensors. According to the time-dependent density functional theory, there is a large peak at 1029.65 nm in the steadiest MP/Si–C70 complex.
Similar content being viewed by others
References
Chegel R, Behzad S (2019). Tight binding theory of thermal conductivity of doped carbon nanotube. Physica E Low Dimens Syst Nanostruct 114:113586
Parandin F, Jalilian J (2019). Chem Rev Lett 2(2):76
Yoon J, Ru CQ (2019). Metamaterial-like vibration of doublewalled carbon nanotubes. Physica E Low Dimens Syst Nanostruct 107:196–202
Mohammadi S, Musavi M, Abdollahzadeh F, Babadoust S, Hosseinian A (2018). Chem Rev Lett 1(2):49
Siadati SA, Rezazadeh S (2018). Chem Rev Lett 1(2):77
Babanezhad E, Beheshti A (2018). Chem Rev Lett 1(2):82
Behmagham F, Asadi Z, Jamal Sadeghi Y (2018). Chem Rev Lett 1(2):68
Conti M, Tazzari V, Baccini C, Pertici G, Serino LP, De Giorgi U (2006). In Vivo 20(6A):697
Singh R, Lillard Jr JW (2009). Exp Mol Pathol 86(3):215
Bakry R, Vallant RM, Najam-ul-Haq M, Rainer M, Szabo Z, Huck CW, Bonn GK (2007). Int J Nanomed 2(4):639
Lin HB, Shih JS (2003). Sensors Actuators B Chem 92(3):243
Hazrati MK, Hadipour NL (2016). Phys Lett A 380(7-8):937
Beheshtian J, Peyghan AA, Bagheri Z, Kamfiroozi M (2012). Struct Chem 23(5):1567
Yeh YC, Lai HC, Ting CT, Lee WL, Wang LC, Wang KY, Liu TJ (2007). Biochem Pharmacol 74(7):969
Prylutskyy YI, Evstigneev MP, Cherepanov VV, Kyzyma OA, Bulavin LA, Davidenko NA, Scharff P (2015). J Nanopart Res 17(1):45
Prylutska SV, Burlaka AP, Klymenko PP, Grynyuk II, Prylutskyy YI, Schuetze C, Ritter U (2011). Cancer Nanotechnol 2(1-6):105
Moussa F (2005). Nano Lett. 12:2578
Prylutska SV, Grynyuk II, Matyshevska OP, Prylutskyy YI, Ritter U, Scharff P (2008). Anti‐oxidant properties of C60 fullerenes in vitro. Fuller Nanotub Carbon Nanostructures 16(5-6):698−705
Wiesner MR, Lowry GV, Alvarez P, Dionysiou D, Biswas P (2006). Environ Sci Technol 40:4336
Lyon DY, Adams LK, Falkner JC, Alvarez PJ (2006). Environ Sci Technol 40(14):4360
Hetzer M, Bayerl S, Camps X, Vostrowsky O, Hirsch A, Bayerl TM (1997). Adv Mater 9(11):913
Prylutska S, Panchuk R, Gołuński G, Skivka L, Prylutskyy Y, Hurmach V, Kyzyma O (2017). Nano Res 10(2):652
Prylutskyy YI, Cherepanov VV, Evstigneev MP, Kyzyma OA, Petrenko VI, Styopkin VI, Piosik J (2015). Phys Chem Chem Phys 17(39):26084
Anafcheh M, Naderi F (2018). Int J Hydrog Energy 43(27):12271
Arshadi S, Anisheh F (2017). Theoretical study of Cr and Co-porphyrin-induced C70 fullerene: a request for a novel sensor of sulfur and nitrogen dioxide. J Sulfur Chem 38(4):357−371
Echt O, Kaiser A, Zöttl S, Mauracher A, Denifl S, Scheier P (2013). ChemPlusChem. 78(9):910
Korona T, Dodziuk H (2011). J Chem Theory Comput 7(5):1476
Wang L, Zhang Z (2008). Talanta. 76(4):768
Keyvanfard M, Khosravi V, Karimi-Maleh H, Alizad K, Rezaei B (2013). J Mol Liq 177:182
Besada A, Tadros NB, Gawargious YA (1989). Microchim Acta 99(1-2):143
Lavi LE, Holcenberg JS (1985). Anal Biochem 144(2):514
Boulieu R, Dervieux T (1999). J Chromatogr B Biomed Sci Appl 2(730):273
Ng M, Blaschke TF, Arias AA, Zare RN (1992). Anal Chem 64(15):1682
Ensafi AA, Karimi-Maleh H (2012). Drug Test Anal 4(12):970
Zhu JJ, Gu K, Xu JZ, Chen HY (2001). Anal Lett 34(3):329
Vahabi V, Soleymanabadi H (2016). J Mex Chem Soc 60(1):34
Li M, Wei Y, Zhang G, Wang F, Li M, Soleymanabadi H (2020). A DFT study on the detection of isoniazid drug by pristine, Si and Al doped C70 fullerenes. Physica E Low Dimens Syst Nanostruct 118:113878
Rastegar SF, Hadipour NL, Soleymanabadi H (2014). J Mol Model 20(9):2439
Ahmadi Peyghan A, Soleymanabadi H, Bagheri Z (2015). First principles study of H2O and NH3 adsorption on the pristine and B-doped Al12N12 nanocluster. Iran J Sci Technol (Sciences) 39(4):485−489
Omidi MH, Soleymanabadi H, Bagheri Z (2015). Struct Chem 26(2):485
Peyghan AA, Soleymanabadi H (2014). Mol Phys 112(20):2737
Escobedo-Morales A, Tepech-Carrillo L, Bautista-Hernández A, Camacho-García JH, Cortes-Arriagada D, Chigo-Anota E (2019) Effect of chemical order in the structural stability and physicochemical properties of B 12 N 12 fullerenes. Sci Rep 9(1):1–11
Anota EC, Villanueva MS, Hernández AB, Hernández WI, Castro M (2018) Retention of carbon monoxide onto magnetic [BN fullerene: B 6]−and [BN fullerene: C 6]−nanocomposites. Appl Phys A 124(9):590
Ordaz JC, Anota EC, Villanueva MS, Castro M (2017) Possibility of a magnetic [BN fullerene: B 6 cluster]−nanocomposite as a vehicle for the delivery of dapsone. New J Chem 41(16):8045–8052
González VR, Escobedo-Morales A, Cortés-Arriagada D, Peralta MDLR, Anota EC (2019) Enhancement of caffeine adsorption on boron nitride fullerene by silicon doping. Appl Nanosci 9(3):317–326
Rastegar SF, Peyghan AA, Hadipour NL (2013). Appl Surf Sci 265:412
Rastegar SF, Hadipour NL, Tabar MB, Soleymanabadi H (2013). J Mol Model 19(9):3733
Saedi L, Soleymanabadi H, Panahyab A (2018). A computational study on the electronic and field emission properties of Mg and Si doped AlN nanocones. Physica E Low Dimens Syst Nanostruct 99:106−111
Peyghan AA, Soleymanabadi H, Bagheri Z (2015). J Iran Chem Soc 12(6):1071
Becke AD (1993) Density-functional thermochemistry. III. The role of exact exchange. J Chem Phys 98:5648
Lee C, Yang W, Parr RG (1988). Phys Rev B 37(2):785
Schmidt MW, Baldridge KK, Boatz JA, Elbert ST, Gordon MS, Jensen JH, Koseki S, Matsunaga N, Nguyen KA, Su S, Windus TL, Dupuis M, Montgomery JA (1993). J Comput Chem 14(11):1347
Beheshtian J, Baei MT, Peyghan AA (2012). Surf Sci 606(11-12):981
Dinadayalane TC, Murray JS, Concha MC, Politzer P, Leszczynski J (2010). J Chem Theory Comput 6(4):1351
Beheshtian J, Soleymanabadi H, Peyghan AA, Bagheri Z (2013). Appl Surf Sci 268:436
Soleymanabadi H, Kakemam J (2013). Physica E: Low-dimensional Systems and Nanostructures 54:115
Peyghan AA, Soleymanabadi H (2015). Curr Sci 1910
Rastegar SF, Peyghan AA, Soleymanabadi H (2015). Ab initio studies of the interaction of formaldehyde with beryllium oxide nanotube. Physica E Low Dimens Syst Nanostruct 68:22−27
Nayebzadeh M, Peyghan AA, Soleymanabadi H (2014). Density functional study on the adsorption and dissociation of nitroamine over the nanosized tube of MgO. Physica E Low Dimens Syst Nanostruct 62:48−57
Ahmadi Peyghan A, Hadipour NL, Bagheri Z (2013). J Phys Chem C 117(5):2427
Eslami M, Vahabi V, Peyghan AA (2016). Sensing properties of BN nanotube toward carcinogenic 4-chloroaniline: a computational study. Physica E Low Dimens Syst Nanostruct 76:6−11
Samadizadeh M, Peyghan AA, Rastegar SF (2015). Chin Chem Lett 26(8):1042
Baikie ID, Mackenzie S, Estrup PJZ, Meyer JA (1991). Rev Sci Instrum 62(5):1326
Korotcenkov G (2013) Handbook of Gas Sensor Materials. Springer, New York, pp 377–388
Richardson OW (1924). Phys Rev 23(2):153
Dushman S (1930). Rev Mod Phys 2(4):381
Moosavi-zare AR, Abdolmaleki M, Goudarziafshar H, Soleymanabadi H (2018). Inorg Chem Commun 91:95
Kim C, Kim B, Lee SM, Jo C, Lee YH (2002). Phys Rev B 65(16):165418
Shakerzadeh E, Biglari Z, Tahmasebi E (2016). Chem Phys Lett 654:76
Bader RF (1985). Acc Chem Res 18(1):9
Tomasi J, Mennucci B, Cammi R (2005). Chem Rev 105(8):2999
Abdolahi N, Aghaei M, Soltani A, Azmoodeh Z, Balakheyli H, Heidari F (2018). Spectrochim Acta A Mol Biomol Spectrosc 204:348–353
Szeghalmi AV, Leopold L, Pinzaru S, Chis V, Silaghi-Dumitrescu I, Schmitt M, Popp J, Kiefer W (2005). J Mol Struct 735:103–113
Funding
This work was supported by the rapid detection of two tumor markers of small cell lung cancer protein nano immune sensing research at the same time (202102310298).
Author information
Authors and Affiliations
Corresponding authors
Ethics declarations
Conflict of interest
The authors declare that they have no conflict of interest.
Additional information
Publisher’s note
Springer Nature remains neutral with regard to jurisdictional claims in published maps and institutional affiliations.
Rights and permissions
About this article
Cite this article
Yang, Y., Sun, A. & Gu, W. Sensing behavior of pristine and doped C70 fullerenes to mercaptopurine drug: a DFT/TDDFT investigation. Struct Chem 32, 457–468 (2021). https://doi.org/10.1007/s11224-020-01651-4
Received:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s11224-020-01651-4