Skip to main content
Log in

Selective recognition of Cr3+ in multivitamin formulations in aqueous medium by fluorescent organic–inorganic nanohybrids

  • Published:
Research on Chemical Intermediates Aims and scope Submit manuscript

Abstract

An effective method for the detection of Cr3+ in multivitamin formulations has been developed by using fluorescent organic nanoparticles (FONPs) based on N,N′-bis(5-bromothiophen-2-ylmethyl)ethylenediimine (BTED). In the study, FONPs selectively recognize Cr3+ without inferring other coexisting metal ions in the medium. Since the FONPs enhance the fluorescence intensity with respect to the concentration of Cr ion, they were applied in real samples like multivitamin formulations to detect Cr3+. The stoichiometry of FONPs/Cr3+ analyzed by a Job’s plot was 2:1 (FONPs:metal). The results show that FONPs accurately measure the concentration of Cr3+ in the vitamin tablets in aqueous medium, agreeing with the reported chromium content in the vitamin formulations, and the detection limit was found to be 7.2 μM. Furthermore, the binding nature of the ligand with Cr3+ was studied through the molecular orbital analysis, where a lower energy HOMO was observed for [Cr(BTED)]3+ than that for the free ligand, meaning that the lowering of the receptor HOMO energy enhances the fluorescence emission in the photo-induced electron transfer.

Graphical Abstract

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Scheme 1
Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5
Scheme 2
Fig. 6
Fig. 7
Fig. 8
Fig. 9
Fig. 10
Fig. 11
Fig. 12

Similar content being viewed by others

References

  1. C. Bebear, D.H. Bouanchaud, J. Antimicrob. Chemother. 39, 59 (1997)

    Article  CAS  Google Scholar 

  2. F.X. Kang, Q. Wang, W.J. Shou, C.D. Collins, Y.Z. Gao, Environ. Pollut. 220, 112 (2017)

    Article  CAS  Google Scholar 

  3. A.S. Pina, I.L. Batalha, C.S.M. Fernandes, M.A. Aoki, A.C.A. Roque, Water Res. 66, 160 (2014)

    Article  CAS  Google Scholar 

  4. X.B. Dai, X.Y. Liu, L. Liu, B. Zhu, Z. Fang, Sens. Actuator B. 220, 414 (2015)

    Article  CAS  Google Scholar 

  5. A. Chowdhury, P. Howlader, P.S. Mukherjee, Chem. A Eur. J. 22, 1424 (2016)

    Article  CAS  Google Scholar 

  6. C.D. Jia, B.A. Wu, S.G. Li, X.J. Huang, Q.L. Zhao, Q.S. Li, X.J. Yang, Angew. Chem. Int. Ed. 50, 486 (2011)

    Article  CAS  Google Scholar 

  7. X.H. Wang, X.Y. Wang, C.L. Zhang, Y. Jiao, Z.J. Guo, Chem. Sci. 3, 1304 (2012)

    Article  CAS  Google Scholar 

  8. L.L. Wang, H. Huang, S.H. Xiao, D.P. Cai, Y. Liu, B. Liu, D.D. Wang, C.X. Wang, H. Li, Y.R. Wang, Q.H. Li, T.H. Wang, A.C.S. Appl, Mater. Interface 6, 14131 (2014)

    Article  CAS  Google Scholar 

  9. O. Vergun, A.I. Sobolevsky, M.V. Yelshansky, J. Keelan, B.I. Khodorov, M.R. Duchen, J. Physiol. Lond. 531, 147 (2001)

    Article  CAS  Google Scholar 

  10. T. Kindaichi, I. Tsushima, Y. Ogasawara, M. Shimokawa, N. Ozaki, H. Satoh, S. Okabe, Appl. Environ. Microbiol. 73, 4931 (2007)

    Article  CAS  Google Scholar 

  11. Y. Ogasawara, K. Kawano, K. Haga, J. Minabe, S. Yasuda, M. Furuki, K. Hayashi, H. Yoshizawa, Jpn. J. Appl. Phys. Part 1 Regul. Pap. Brief Commun. Rev. Pap. 46, 3828 (2007)

    Article  CAS  Google Scholar 

  12. L. Yi, H.Y. Li, L. Sun, L.L. Liu, C.H. Zhang, Z. Xi, Angew. Chem. Int. Ed. 48, 4034 (2009)

    Article  CAS  Google Scholar 

  13. M.A. Reddy, N.N. Meeravali, S.J. Kumar, Atomic Spectros. 30, 92 (2009)

    CAS  Google Scholar 

  14. Q.P. Diao, P.Y. Ma, L.L. Lv, T.C. Li, X.H. Wang, D.Q. Song, Spectrochim. Acta A 156, 15 (2016)

    Article  CAS  Google Scholar 

  15. N.N. Meeravali, S.J. Jiang, Talanta 80, 173 (2009)

    Article  CAS  Google Scholar 

  16. N. Zhang, J.S. Suleiman, M. He, B. Hu, Talanta 75, 536 (2008)

    Article  CAS  Google Scholar 

  17. R.T. Kachoosangi, R.G. Compton, Sens. Actuators B 178, 555 (2013)

    Article  CAS  Google Scholar 

  18. S. Saha, P. Mahato, G.U. Reddy, E. Suresh, A. Chakrabarty, M. Baidya, S.K. Ghosh, A. Das, Inorg. Chem. 51, 336 (2012)

    Article  CAS  Google Scholar 

  19. S. Paul, A. Manna, S. Goswami, Dalton Trans. 44, 11805 (2015)

    Article  CAS  Google Scholar 

  20. Z.-C. Liao, Z.-Y. Yang, Y. Li, B.-D. Wang, Q.-X. Zhou, Dyes Pigment. 97, 124 (2013)

    Article  CAS  Google Scholar 

  21. Y.-W. Liu, C.-H. Chen, A.-T. Wu, Analyst 137, 5201 (2012)

    Article  CAS  Google Scholar 

  22. C.-J. Liu, Z.-Y. Yang, L. Fan, X.-L. Jin, J.-M. An, X.-Y. Cheng, B.-D. Wang, J. Lumin. 158, 172 (2015)

    Article  CAS  Google Scholar 

  23. M.H. Lee, J.S. Kim, J.L. Sessler, Chem. Soc. Rev. 44, 4185 (2015)

    Article  CAS  Google Scholar 

  24. K. Chen, Q.H. Shu, M. Schmittel, Chem. Soc. Rev. 44, 136 (2015)

    Article  CAS  Google Scholar 

  25. Z.G. Yang, J.F. Cao, Y.X. He, J.H. Yang, T. Kim, X.J. Peng, J.S. Kim, Chem. Soc. Rev. 43, 4563 (2014)

    Article  CAS  Google Scholar 

  26. Y.J. Jang, Y.H. Yeon, H.Y. Yang, J.Y. Noh, I.H. Hwang, C. Kim, Inorg. Chem. Commun. 33, 48 (2013)

    Article  CAS  Google Scholar 

  27. Y. Yang, H. Xue, L. Chen, R. Sheng, X. Li, K. Li, Chin. J. Chem. 31, 377 (2013)

    Article  CAS  Google Scholar 

  28. P.S. Hariharan, S.P. Anthony, Spectrochim. Acta A 136, 1658 (2015)

    Article  CAS  Google Scholar 

  29. R. Kavitha, T. Stalin, J. Lumin. 158, 313 (2015)

    Article  CAS  Google Scholar 

  30. Y. Ha, D.P. Murale, C. Yun, S.T. Manjare, H. Kim, J. Kwak, Y.S. Leea, D.G. Churchill, Chem. Commun. 51, 6357 (2015)

    Article  CAS  Google Scholar 

  31. C. Kar, M.D. Adhikari, B.K. Datta, A. Ramesh, G. Das, Sens. Actuators B 188, 1132 (2013)

    Article  CAS  Google Scholar 

  32. V.K. Gupta, A.K. Singh, L.K. Kumawat, Sens. Actuators B 204, 507 (2014)

    Article  CAS  Google Scholar 

  33. M. Hosseini, A. Ghafarloo, M.R. Ganjali, F. Faridbod, P. Norouzi, M.S. Niasari, Sens. Actuators B 198, 411 (2014)

    Article  CAS  Google Scholar 

  34. W.H. Hsieh, C.-F. Wan, D.-J. Liao, A.-T. Wu, Tetrahedron Lett. 53, 5848 (2012)

    Article  CAS  Google Scholar 

  35. J.-H. Hu, J.-B. Li, J. Qi, Y. Sun, Sens. Actuators B 208, 581 (2015)

    Article  CAS  Google Scholar 

  36. J.J. Lee, S.A. Lee, H. Kim, N. LeTuyen, I. Noh, C. Kim, RSC Adv. 5, 41905 (2015)

    Article  CAS  Google Scholar 

  37. P.S. Hariharan, S.P. Anthony, Anal. Chim. Acta 848, 74 (2014)

    Article  CAS  Google Scholar 

  38. X.-J. Jiang, M. Li, H.-L. Lu, L.-H. Xu, H. Xu, S.-Q. Zang, M.-S. Tang, H.-W. Hou, T.C.W. Mak, Inorg. Chem. 53, 12665 (2014)

    Article  CAS  Google Scholar 

  39. C. Kar, S. Samanta, S. Goswami, A. Ramesh, G. Das, Dalton Trans. 44, 4123 (2015)

    Article  CAS  Google Scholar 

  40. T. Anand, G. Sivaraman, P. Anandh, D. Chellappa, S. Govindarajan, Tetrahedron Lett. 55, 671 (2014)

    Article  CAS  Google Scholar 

  41. K.C. Tayade, A.S. Kuwar, U.A. Fegade, H. Sharma, N. Singh, U.D. Patil, S.B. Attarde, J. Fluoresc. 24, 19 (2014)

    Article  CAS  Google Scholar 

  42. J. Wang, S. Chu, F. Kong, L. Luo, Y. Wang, Z. Zou, Sens. Actuators B 150, 25 (2010)

    Article  CAS  Google Scholar 

  43. S.-L. Kao, S.-P. Wu, Sens. Actuators B 212, 382 (2015)

    Article  CAS  Google Scholar 

  44. K. Kaur, S. Chaudhary, S. Singh, S.K. Mehta, Sci. Adv. Mater. 6, 970 (2014)

    Article  CAS  Google Scholar 

  45. J. Ni, B. Li, L. Zhang, H. Zhao, H. Jiang, Sens. Actuators B 215, 174 (2015)

    Article  CAS  Google Scholar 

  46. M. Shellaiah, Y.C. Rajan, P. Balu, A. Murugan, New J. Chem. 39, 2523 (2015)

    Article  CAS  Google Scholar 

  47. N. Kaur, S. Kaur, R. Mehan, C.A.H. Aguilar, P. Thangarasu, N. Singh, Sens. Actuators B 206, 90 (2015)

    Article  CAS  Google Scholar 

  48. P. Saluja, V.K. Bhardwaj, T. Pandiyan, S. Kaur, N. Kaur, N. Singh, RSC Adv. 4, 9784 (2014)

    Article  CAS  Google Scholar 

  49. I. Briguglio, S. Piras, P. Corona, E. Gavini, M. Nieddu, G. Boatto, A. Carta, Eur. J. Med. Chem. 97, 612 (2015)

    Article  CAS  Google Scholar 

  50. W. Giger, A.C. Alder, E.M. Golet, H.P.E. Kohler, C.S. McArdell, E. Molnar, H. Siegrist, M.J.F. Suter, CHIMA 57, 485 (2003)

    Article  CAS  Google Scholar 

  51. M. Yu, W. Du, W. Zhou, H. Li, C. Liu, L. Wei, Z. Li, H. Zhang, Dyes Pigment. 126, 279 (2016)

    Article  CAS  Google Scholar 

  52. Z. Zhang, C. Sha, A. Liu, Z. Zhang, D. Xu, J. Fluoresc. 25, 335 (2015)

    Article  CAS  Google Scholar 

  53. D. Li, C.-Y. Li, H.-R. Qi, K.-Y. Tan, Y.-F. Li, Sens. Actuators B 223, 705 (2016)

    Article  CAS  Google Scholar 

  54. P. Mahato, S. Saha, E. Suresh, R. Di Liddo, P.P. Parnigotto, M.T. Conconi, M.K. Kesharwani, B. Ganguly, A. Das, Inorg. Chem. 51, 1769 (2012)

    Article  CAS  Google Scholar 

  55. S. Saha, M.U. Chhatbar, P. Mahato, L. Praveen, A.K. Siddhanta, A. Das, Chem. Commun. 48, 1659 (2012)

    Article  CAS  Google Scholar 

  56. R. Patidar, B. Rebary, P. Paul, J. Fluoresc. 25, 387 (2015)

    Article  CAS  Google Scholar 

  57. A. Dhara, N. Guchhait, S.K. Kar, J. Fluoresc. 25, 1921 (2015)

    Article  CAS  Google Scholar 

  58. D. Liu, T. Pang, K. Ma, W. Jiang, X. Bao, RSC Adv. 4, 2563 (2014)

    Article  CAS  Google Scholar 

  59. S. Janakipriya, N.R. Chereddy, P. Korrapati, S. Thennarasu, A.B. Mandal, Spectrochim. Acta A 153, 465 (2016)

    Article  CAS  Google Scholar 

  60. P.N. Borase, P.B. Thale, S.K. Sahoo, G.S. Shankarling, Sens. Actuators B. 215, 451 (2015)

    Article  CAS  Google Scholar 

  61. S. Erdemir, O. Kocyigit, Talanta 158, 63 (2016)

    Article  CAS  Google Scholar 

  62. Y. Xu, W. Yang, J. Shao, W. Zhou, W. Zhu, J. Xie, RSC Adv. 4, 15400 (2014)

    Article  CAS  Google Scholar 

  63. M. Li, D. Zhang, Y. Liu, P. Ding, Y. Ye, Y. Zhao, J. Fluoresc. 24, 119 (2014)

    Article  CAS  Google Scholar 

  64. D. Zhang, Z. Dong, X. Jiang, M. Feng, W. Li, G. Gao, Anal. Methods 5, 1669 (2013)

    Article  CAS  Google Scholar 

  65. Y.-S. Wu, C.-Y. Li, Y.-F. Li, J.-L. Tang, D. Liu, Sens. Actuators B 203, 712 (2014)

    Article  CAS  Google Scholar 

  66. A. Singh, S. Kaur, A. Kaur, T. Aree, N. Kaur, N. Singh, M.S. Bakshi, ACS Sustain. Chem. Eng. 2, 982 (2014)

    Article  CAS  Google Scholar 

  67. L.-J. Ma, W. Cao, J. Liu, M. Zhang, L. Yang, Sens. Actuators B 181, 782 (2013)

    Article  CAS  Google Scholar 

  68. S. Das, A. Sahana, A. Banerjee, S. Lohar, S. Guha, J.S. Matalobos, D. Das, Anal. Methods 4, 2254 (2012)

    Article  CAS  Google Scholar 

  69. H. Wu, P. Zhou, J. Wang, L. Zhao, C. Duan, New J. Chem. 33, 653 (2009)

    Article  CAS  Google Scholar 

  70. S. Liu, F. Lu, J.-J. Zhu, Chem. Commun. 47, 2661 (2011)

    Article  CAS  Google Scholar 

  71. B. Ramachandram, A. Samanta, Chem. Phys. Lett. 290, 9 (1998)

    Article  CAS  Google Scholar 

  72. S. Li, L. He, F. Xiong, Y. Li, G. Yang, J. Phys. Chem. B 108, 10887 (2004)

    Article  CAS  Google Scholar 

  73. R. Hernández-Molina, A. Mederos, Acyclic and macrocyclic schiff base ligands, in Comprehensive Coordination Chemistry II, ed. by J.A. McCleverty, T.J. Meyer (Elsevier, New York, 2003), p. 411

    Chapter  Google Scholar 

  74. A. Atahan, S. Durmus, Spectrochim. Acta A 144, 61 (2015)

    Article  CAS  Google Scholar 

  75. Y.-J. Chang, P.-J. Hung, C.-F. Wan, A.-T. Wu, Inorg. Chem. Commun. 39, 122 (2014)

    Article  CAS  Google Scholar 

  76. J.S. Wu, W.M. Liu, X.Q. Zhuang, F. Wang, P.F. Wang, S.L. Tao, X.H. Zhang, S.K. Wu, S.T. Lee, Org. Lett. 9, 33 (2007)

    Article  CAS  Google Scholar 

  77. B.-N. Cao, Q. Hu, Y. Huang, C.-M. Jia, Q. Zhang, Chemi. Res. Chin. Univ. 29, 419 (2013)

    Article  CAS  Google Scholar 

  78. C.-H. Chen, P.-J. Hung, C.-F. Wan, A.-T. Wu, Inorg. Chem. Commun. 38, 74 (2013)

    Article  CAS  Google Scholar 

  79. C.-H. Chen, D.-J. Liao, C.-F. Wan, A.-T. Wu, Analyst 138, 2527 (2013)

    Article  CAS  Google Scholar 

  80. L. Li, F. Liu, H.-W. Li, Spectrochim. Acta A 79, 1688 (2011)

    Article  CAS  Google Scholar 

  81. N. Kaur, S. Kaur, A. Kaur, P. Saluja, H. Sharma, A. Saini, N. Dhariwal, A. Singh, N. Singh, J. Lumin. 145, 175 (2014)

    Article  CAS  Google Scholar 

  82. V.K. Bhardwaj, H. Sharma, N. Kaur, N. Singh, New J. Chem. 37, 4192 (2013)

    Article  CAS  Google Scholar 

  83. V.K. Bhardwaj, H. Sharma, N. Singh, Talanta 129, 198 (2014)

    Article  CAS  Google Scholar 

  84. S. Chopra, J. Singh, H. Kaur, H. Singh, N. Singh, N. Kaur, New J. Chem. 39, 3507 (2015)

    Article  CAS  Google Scholar 

  85. J. Hou, L.-Y. Wang, D.-H. Li, X. Wu, Tetrahedron Lett. 52, 2710 (2011)

    Article  CAS  Google Scholar 

  86. H. Li, H. Yan, J. Phys. Chem. C 113, 7526 (2009)

    Article  CAS  Google Scholar 

  87. F. Qu, J.A. Liu, H. Yan, L. Peng, H. Li, Tetrahedron Lett. 49, 7438 (2008)

    Article  CAS  Google Scholar 

  88. C.A. Huerta Aguilar, H. Sharma, P. Thangarasu, N. Singh, ChemPlusChem 80, 665 (2015)

    Article  CAS  Google Scholar 

  89. H. Sharma, N. Kaur, T. Pandiyan, N. Singh, Sens. Actuators B 166–167, 467 (2012)

    Article  CAS  Google Scholar 

  90. V. Bhalla, A. Gupta, M. Kumar, Org. Lett. 14, 3112 (2012)

    Article  CAS  Google Scholar 

  91. K.G. Thomas, P.V. Kamat, Acc. Chem. Res. 36, 888 (2003)

    Article  CAS  Google Scholar 

  92. M.C. Daniel, D. Astruc, Chem. Rev. 104, 293 (2004)

    Article  CAS  Google Scholar 

  93. H.-B. Fu, J.-N. Yao, J. Am. Chem. Soc. 123, 1434 (2001)

    Article  CAS  Google Scholar 

  94. S. Chopra, J. Singh, N. Singh, N. Kaur, Anal. Methods 6, 9030 (2014)

    Article  CAS  Google Scholar 

  95. B.-K. An, S.-K. Kwon, S.-D. Jung, S.Y. Park, J. Am. Chem. Soc. 124, 14410 (2002)

    Article  CAS  Google Scholar 

  96. V.K. Bhardwaj, A.P.S. Pannu, N. Singh, M.S. Hundal, G. Hundal, Tetrahedron 64, 5384 (2008)

    Article  CAS  Google Scholar 

  97. N. Jayanthi, J. Cruz, T. Pandiyan, Chem. Phys. Lett. 455, 64 (2008)

    Article  CAS  Google Scholar 

  98. J. Autschbach, Comprehen. Inorg. Chem. Element. Appl. 9, 407 (2013)

    CAS  Google Scholar 

  99. F. Furche, D. Rappoport, Theor. Comput. Chem. 16, 93 (2005)

    CAS  Google Scholar 

  100. D.R. Lide, CRC Handbook of Chemistry and Physics on CD-ROM (CRC Press, Boca Raton, FL, 2008)

    Google Scholar 

  101. D. Jacquemin, E.A. Perpète, G. Scalmani, M.J. Frisch, I. Ciofini, C. Adamo, Chem. Phys. Lett. 421, 272 (2006)

    Article  CAS  Google Scholar 

Download references

Acknowledgements

The authors acknowledge the Dirección General de Asuntos de Personal Académico (Project PAPIIT No IN209616) and CONACYT-DST for financial support, DGSCA-UNAM for computation facilities, and Viridiana Maturano for the DLS analyses. Palos Barba Viviana thanks CONACyT for the scholarship.

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Thangarasu Pandiyan.

Electronic supplementary material

Below is the link to the electronic supplementary material.

Supplementary material 1 (DOCX 835 kb)

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Viviana, P.B., Huerta-Aguilar, C.A., Singh, N. et al. Selective recognition of Cr3+ in multivitamin formulations in aqueous medium by fluorescent organic–inorganic nanohybrids. Res Chem Intermed 44, 3179–3197 (2018). https://doi.org/10.1007/s11164-018-3300-9

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11164-018-3300-9

Keywords

Navigation