Selective fluorescence sensing of 3,5-dinitrosalicylic acid based on pyrenesulfonamide-functionalized inorganic/organic hybrid nanoparticles

Ashwani Kumar; Ju-Young Lee; Hong-Seok Kim

Journal of Industrial and Engineering Chemistry, Vol.44, 82-89, December, 2016

DOI10.1016/j.jiec.2016.08.010 Export Citation

Selective fluorescence sensing of 3,5-dinitrosalicylic acid based on pyrenesulfonamide-functionalized inorganic/organic hybrid nanoparticles

Ashwani Kumar, Ju-Young Lee, and Hong-Seok Kim^†

Department of Applied Chemistry, School of Applied Chemical Engineering, Kyungpook National University, Daegu 41566, Republic of Korea

E-mail:

Pyrenesulfonamide-functionalized inorganic/organic hybrid Fe3O4@SiO2 nanoparticles were prepared for the selective and sensitive detection of 3,5-dinitrosalicylic acid (3,5-DNSA) among a series of aromatic carboxylic acids. The monomer fluorescence emission intensity of pyrene at 380 nm was switched off on interaction with 3,5-DNSA. The minimum detection limit for 3,5-DNSA was 10 nM in 4-(2-hydroxyethyl)-1-piperazineethanesulfonic acid (HEPES).CH3CN (8:2; pH 7.4). The inorganic/organic hybrid Fe3O4@SiO2 nanoparticles were characterized using Fourier-transform infrared spectroscopy, thermogravimetric analysis, X-ray diffraction, X-ray photoelectron spectroscopy, and high-resolution transmission electron microscopy.

Keywords:Fe3O4@SiO2 nanoparticle;Monomer emission;3,5-DNSA;HEPES.acetonitrile

[References]

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Arvand M, Hassannezhad M, Mater. Sci. Eng. C-Biomimetic Supramol. Syst., 36, 160 (2014)
Deep A, Bhardwaj SK, Payl AK, Kim KH, Kumar P, Biosens. Bioelectron., 65, 226 (2015)
Zhou Y, Wang SX, Ding BJ, Yang ZM, Chem. Eng. J., 138(1-3), 578 (2008)
Zhou Y, Wang SX, Xie KQ, Dai YN, Ma WH, Appl. Surf. Sci., 257(24), 10384 (2011)

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[2] Afran M, Athar HR, Ashar M, J. Plant Physiol., 164, 685 (2007)

[3] Maynor MS, Nelson TL, O’Sullivan C, Lavigne JJ, Org. Lett., 9, 3217 (2007)

[4] Gunes A, Inal A, Alpaslan M, Eraslan F, Bagci EG, Cicek N, J. Plant Physiol., 164, 728 (2007)

[5] Zeikus JG, Jain MK, Elankovan P, Appl. Microbiol. Biotechnol., 51(5), 545 (1999)

[6] Gates AT, Fakayode SO, Lowry M, Ganea GM, Murugeshu A, Robinson JW, Strongin RM, Warner IM, Langmuir, 24(8), 4107 (2008)

[7] MacFabe DF, Cain DP, Rodriguez-Capote K, Franklin AE, Hoffman JE, Boon F, Taylor AR, Kavaliers M, Ossenkopp KP, Behav. Brain Res., 176, 149 (2007)

[8] James D, Scott SM, Ali Z, O’Hare WT, Microchim. Acta, 149, 1 (2005)

[9] TiloGrosser ES, FitzGerald GA, in: Brunton LL (Ed.), Goodman and Gilman’s the Pharmacological Basis of Therapeutics, 12th ed., McGraw-Hill Co., New York, 2011, p. 977.

[10] Madan RK, Levitt J, J. Am. Acad. Dermatol., 70, 788 (2014)

[11] Huang JH, Wang G, Huang KL, Chem. Eng. J., 168(2), 715 (2011)

[12] Chou WL, Wang CT, Huang KY, Liu TC, Desalination, 271(1-3), 55 (2011)

[13] Niamlang S, Sirivat A, Drug Deliv., 16, 378 (2009)

[14] Luck E, Jager M, Antimicrobial Food Additives: Characteristics, Uses, Effects, 2nd rev. and enl. ed., Springer, Berlin; New York, 1997.

[15] Fu ZQ, Yan SP, Saleh A, Wang W, Ruble J, Oka N, Mohan R, Spoel SH, Tada Y, Zheng N, Dong XN, Nature, 486(7402), 228 (2012)

[16] Klessig DF, Malamy J, Plant Mol. Biol., 26, 1439 (1994)

[17] Raskin I, Annu. Rev. Plant Physiol., 43, 439 (1992)

[18] Shakirova FM, Sakhabutdinova AR, Bezrukova MV, Fatkhutdinova RA, Fatkhutdinova DR, Plant Sci., 164, 317 (2003)

[19] Mikami E, Goto T, Ohno T, Matsumoto H, Nishida M, J. Pharmaceut. Biomed., 28, 261 (2002)

[20] Tsai JC, Chuang SA, Hsu MY, Sheu HM, Int. J. Pharm., 188, 145 (1999)

[21] Croubels S, Maes A, Baert K, De Backer P, Anal. Chim. Acta, 529, 179 (2005)

[22] Sumner JB, J. Biol. Chem., 62, 287 (1924)

[23] Miller GL, Anal. Chem., 426 (1959)

[24] Lindsay H, Potato Res., 16, 176 (1973)

[25] Chou HC, Hsu CH, Cheng YM, Cheng CC, Liu HW, Pu SC, Chou PT, J. Am. Chem. Soc., 126(6), 1650 (2004)

[26] Uzarevic K, Halasz I, Dilovic I, Bregovic N, Rubcic M, Matkovic-Calogovic D, Tomisic V, Angew. Chem.-Int. Edit., 52, 5504 (2013)

[27] Saliuga P, Kaur N, Kang J, Singh N, Jang DO, Tetrahedron, 69, 9001 (2013)

[28] Goswami S, Jana S, Fun HK, CrystEngComm, 10, 507 (2008)

[29] Goswami S, Jana S, Dey S, Sen D, Fun HK, Chantrapromma S, Tetrahedron, 64, 6426 (2008)

[30] Ghosh K, Saha I, Masanta G, Wang EB, Parish CA, Tetrahedron Lett., 51, 343 (2010)

[31] Kusukawa T, Toyama K, Takeshita S, Tanaka S, Tetrahedron, 68, 9973 (2012)

[32] Moriuchi T, Yoshida K, Hirao T, Org. Lett., 5, 4285 (2003)

[33] Kumar A, Ghosh MK, Choi CH, Kim HS, RSC Adv., 5, 23613 (2015)

[34] Kumar A, Pandith A, Kim HS, Dyes Pigment., 122, 351 (2015)

[35] Kumar A, Pandith A, Kim HS, J. Lumines., 172, 309 (2016)

[36] Kumar A, Pandith A, Kim HS, Sens. Actuators B-Chem., 231, 293 (2016)

[37] Pandith A, Kumar A, Kim HS, RSC Adv., 5, 81808 (2015)

[38] Yoon J, Jadhav JR, Kim JM, Cheong M, Kim HS, Kim J, Chem. Commun., 50, 7670 (2014)

[39] Santos-Figueroa LE, Gim’enez C, Agostini A, Aznar E, Marcos MD, Sancen’on F, Mart’inez-Manez R, Amor’s P, Angew. Chem.-Int. Edit., 125, 13957 (2013)

[40] Nan J, Yan XP, Chem. Commun., 46, 4396 (2010)

[41] Sanchez C, Belleville P, Popalld M, Nicole L, Chem. Soc. Rev., 40, 696 (2011)

[42] Wang S, Kang Y, Wang L, Zhang H, Wang Y, Wang Y, Sens. Actuators B-Chem., 182, 467 (2013)

[43] Chen L, Lu W, Wang X, Chen L, Sens. Actuators B-Chem., 182, 482 (2013)

[44] Chae HS, Piao SH, Choi HJ, J. Ind. Eng. Chem., 29, 129 (2015)

[45] Nabiyouni G, Julaee M, Ghanbari D, Aliabadi PC, Safaie N, J. Ind. Eng. Chem., 21, 599 (2015)

[46] Mahmouda ME, Yakout AA, Hamza KH, Osman MM, J. Ind. Eng. Chem., 25, 207 (2015)

[47] Arvand M, Hassannezhad M, Mater. Sci. Eng. C-Biomimetic Supramol. Syst., 36, 160 (2014)

[48] Deep A, Bhardwaj SK, Payl AK, Kim KH, Kumar P, Biosens. Bioelectron., 65, 226 (2015)

[49] Zhou Y, Wang SX, Ding BJ, Yang ZM, Chem. Eng. J., 138(1-3), 578 (2008)

[50] Zhou Y, Wang SX, Xie KQ, Dai YN, Ma WH, Appl. Surf. Sci., 257(24), 10384 (2011)