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A Novel Water Soluble Bipyrazolic Tripod Azoic Dye as Chemosensor for Copper (II) in Aqueous Solution

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Abstract

A novel copper (II) chemosensor based on water soluble azoic dye with bipyrazolic tripod moiety has been synthesized. The spectroscopic data’s of the presented chemosensor and its complex formation with several metal ions are studied in water via colorimetric titrations. The obtained results show that the developed chemosensor presents a high selectivity towards copper (II) in the presence of other metal ions in the typical pH range of biological systems with a detection limit of 0.84 μM.

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References

  1. Environmental Health Criteria (1998) No. 200, World Health Organization

  2. Pena MO, Lee J, Thiele DJ (1999) J Nutr 129:1251–1260

    Article  CAS  PubMed  Google Scholar 

  3. Patel BN, Dunn RJ, David S (2000) J Biol Chem 275:4305–4310

    Article  CAS  PubMed  Google Scholar 

  4. Failla ML, Johnson MA, Prohaska JR (2001) Washington D.C.: Life Sciences lnstitute Press, 373–83

  5. Sigg L, Stumm W (1996) Aquatische Chemie. Teubner, Stuttgart

    Google Scholar 

  6. Barnham KJ, Masters CL, Bush AI (2004) Nat Rev Drug Discov 3:205–214

    Article  CAS  PubMed  Google Scholar 

  7. Waggoner DJ, Bartnikas TB, Gitlin JD (1999) Neurobiol. Dis 6:221–230

    CAS  Google Scholar 

  8. Brown DR, Kozlowski H (2004) Dalton Trans 1907–1917

  9. Valentine JS, Hart PJ (2003) Proc Natl Acad Sci 100:3617–3622

    Article  CAS  PubMed  Google Scholar 

  10. Gaggelli E, Kozlowski H, Valensin D, Valensin G (2006) Chem Rev 106:1995–2044

    Article  CAS  PubMed  Google Scholar 

  11. Bremner L (1998) Manifestations of copper excess. Am J Clin Nutr 67:1069S–1073S

    Article  CAS  PubMed  Google Scholar 

  12. Araya M, Mc Goldrick MC, Klevay LM, Strain J, Johnson L, Robson P, Nielsen F, Olivares M, Pizarro F, Poirier K (2001) Regul Toxicol Pharm 34:137–148

    Article  CAS  Google Scholar 

  13. Araya M, Chen B, Klevay LM, Strain J, Johnson L, Robson P, Shi W, Nielsen F, Zhu H, Olivares M, Pizarro F, Haber L (2003) Regul. Toxicol. Pharm 38:389–399

    Article  CAS  Google Scholar 

  14. World Health Organization, Guidelines for drinking water quality, 2nd, Genova (1998)

  15. Förstner U, Wittmann GT (1981) Metal pollution in the aquatic environment. Springer, Berlin

    Book  Google Scholar 

  16. Merian E (1991) Metals and their compounds in the environment. VCH, Weinheim

    Google Scholar 

  17. Fresenius W, Quentin KE, Schneider W (1988) Water analysis. Springer, Berlin

    Book  Google Scholar 

  18. Klockenkämpfer R (1997) Total-reflection X-ray fluorescence analysis. Wiley, New York

    Google Scholar 

  19. Cotruvo JA, Aron AT, Ramos-Torresa KM, Chang CJ (2015) Chem Soc Rev 44:4400–4414

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  20. Yin J, Guan X, Wang D, Liu S (2009) Langmuir 25:11367–11374

    Article  CAS  PubMed  Google Scholar 

  21. Lim MH, Lippard SJ (2006) Inorg Chem 45:8980–8989

    Article  CAS  PubMed  Google Scholar 

  22. Dhir A, Bhalla V, Kumar M (2008) Org Lett 10:4891–4894

    Article  CAS  PubMed  Google Scholar 

  23. Cao Y, Ding L, Wang S, Liu Y, Fan J, Hu W, Liu P, Fang Y (2014) ACS Appl Mater Interfaces 6:49–56

    Article  CAS  PubMed  Google Scholar 

  24. Zeng L, Miller EW, Pralle A, Isacoff EY, Chang CJ (2006) J Am Chem Soc 128:10–11

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  25. Dodani SC, Leary SC, Cobine PA, Winge DR, Chang CJ (2011) J Am Chem Soc 133:8606–8616

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  26. Lim CS, Han JH, Kim CW, Kang MY, Kang DW, Cho BR (2011) Chem. Comm 47:7146–7148

    Article  CAS  PubMed  Google Scholar 

  27. Hirayama T, Van de Bittner GC, Gray LW, Lutsenko S, Chang CJ (2012) Proc Natl Acad Sci USA 109:2228–2233

    Article  PubMed  Google Scholar 

  28. Cao X, Lin W, Wan W (2012) Chem Commun 48:6247–6249

    Article  CAS  Google Scholar 

  29. Taki M, Iyoshi S, Ojida A, Hamachi I, Yamamoto Y (2010) J Am Chem Soc 132:5938–5939

    Article  CAS  PubMed  Google Scholar 

  30. Bernardo MM, Heeg MJ, Schroeder RR, Ochrymowycz LA, Rorabacher DB (1992) Inorg Chem 31:191–198

    Article  CAS  Google Scholar 

  31. Chaudhry AF, Mandal S, Hardcastle K, Fahrni CJ (2011) Chem Sci 2:1016–1024

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  32. Fahrni CJ (2013) Curr Opin Chem Biol 17:656–662

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  33. Miller EW, Zeng L, Domaille DW, Chang CJ (2006) Nat Protoc 1:824–827

    Article  CAS  PubMed  Google Scholar 

  34. Zhang X, Shiraishi Y, Hirai T (2007) Org Lett 9:5039–5042

    Article  CAS  PubMed  Google Scholar 

  35. Zhou Y, Wang F, Kim Y, Kim SJ, Yoon J (2009) Org Lett 11:4442–4445

    Article  CAS  PubMed  Google Scholar 

  36. Zhao Y, Zhang XB, Han ZX, Qiao L, Li CY, Jian LX, Shen GL, Yu RQ (2009) Anal Chem 81:7022–7030

    Article  CAS  PubMed  Google Scholar 

  37. Xiang Y, Tong AJ, Jin PY, Ju Y (2006) Org Lett 8:2863–2866

    Article  CAS  PubMed  Google Scholar 

  38. Refat MS, Killa HMA, Mansour AF, Ibrahim MY, Fetooh H (2011) Chem Eng Data:563493–563503

    Google Scholar 

  39. Rezaeian K, Khanmohammadi H (2016) Supramol Chem 28:256–266

    Article  CAS  Google Scholar 

  40. Xu W, Tian J, Luo Y, Zhu L, Huang K (2017) Sci. Rep. 7:43362

    Article  PubMed  PubMed Central  Google Scholar 

  41. Saadaoui M, Fernández I, Sánchez A, Díez P, Campuzano S, Raouafi N, Pingarrón JM, Villalonga R (2015) Electrochem Commun 58:57–61

    Article  CAS  Google Scholar 

  42. Sahli R, Raouafi N, Maisonhaute E, Boujlel K, Schöllhorn B (2012) Electrochim Acta 63:228–231

    Article  CAS  Google Scholar 

  43. Hu W, Min X, Li X, Yang S, Yiab L, Chai L (2016) RSC Adv 6:6679–6685

    Article  CAS  Google Scholar 

  44. Bianchini R, Catelani G, Frino E, Isaad J, Rolla M (2007) BioRess 2:630–637

    CAS  Google Scholar 

  45. Bianchini R, Catelani G, Cecconi R, D’Andrea F, Guazzelli L, Isaad J, Rolla M (2008) Euro JOC 3:444–454

    Google Scholar 

  46. Bianchini R, Catelani G, Cecconi R, D’Andrea F, Frino E, Isaad J, Rolla M (2008) Carbohydr Res 343:2067–2074

    Article  CAS  PubMed  Google Scholar 

  47. Isaad J, Rolla M, Bianchini R (2009) Eur JOC 2748–2764

  48. Isaad J, Perwuelz A (2010) Tetra Lett 51:5328–5332

    Article  CAS  Google Scholar 

  49. Isaad J, Malek F, El Achari A (2012) Dyes Pigm 92:1212–1222

    Article  CAS  Google Scholar 

  50. Bianchini R, Rolla M, Isaad J, Catelani G, Guazzelli L, Corsi M, Bonanni M (2012) Carbohydr Res 356:104–109

    Article  CAS  PubMed  Google Scholar 

  51. Pasquet V, Behary N, Perwuelz A, Isaad J (2013) Fibers Polym 14:1141–1147

    Article  CAS  Google Scholar 

  52. Isaad J (2013) Tetrahedron 69:2239–2250

    Article  CAS  Google Scholar 

  53. Isaad J, Perwuelz A (2010) Tetrahedron Lett 51:5810–5814

    Article  CAS  Google Scholar 

  54. Isaad J (2011) El achari A. Anal Chim Acta 694:120–127

    Article  CAS  PubMed  Google Scholar 

  55. Isaad J, El Achari A (2011) Tetrahedron 67:419641-201

    Google Scholar 

  56. Isaad J (2011) El achari A. Tetrahedron 67:5678–5685

    Article  CAS  Google Scholar 

  57. Isaad J, Salaun F (2011) Sens Actuator B-Chem 157:26–33

    Article  CAS  Google Scholar 

  58. Isaad J, El Achari A (2011) Tetrahedron 67:4939–4947

    Article  CAS  Google Scholar 

  59. Isaad J, El Achari A, Malek F (2013) Dyes Pigm 97:134–140

    Article  CAS  Google Scholar 

  60. Isaad J (2013) El achari A. Analyst 138:3809–3819

    Article  CAS  PubMed  Google Scholar 

  61. Isaad J (2014) RSC Adv 4:49333–49341

    Article  CAS  Google Scholar 

  62. Harit T, Cherfi M, Isaad J, Riahi R, Malek F (2012) Tetrahedron 68:4037–4041

    Article  CAS  Google Scholar 

  63. Isaad J, El Achari A (2018) J Mol Struct 1154:557–564

    Article  CAS  Google Scholar 

  64. Isaad J, El achari A (2013) Dyes Pigm 99:878–886

    Article  CAS  Google Scholar 

  65. Sonawane M, Sahoo SK, Singh J, Singh N, Sawant SP, Kuwar A (2015) Inorg Chim Acta 438:37–41

    Article  CAS  Google Scholar 

  66. Asadollah M, Masoumeh K (2018) J Photochem Photobiol 367:22–31

    Article  CAS  Google Scholar 

  67. Yanchun L, Xiaojun H, Yan S (2017) RSC Adv 7:20537

    Article  Google Scholar 

Download references

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Authors and Affiliations

  1. Faculté Des Sciences & Techniques d’Al Hoceima, Laboratoire R&D en sciences de l’ingénieur, BP 34, 32003, Ajdir, Morocco

    Jalal Isaad

  2. Faculté des Sciences d’Oujda, Laboratoire de Chimie Organique, Macromoléculaire & Produits Naturels, Bd Mohamed VI, BP: 717, 60000, Oujda, Morocco

    Tarik Harit & Fouad Malek

  3. Université Mohamed 1er, Bd Mohamed VI, BP: 717, 60000, Oujda, Morocco

    Jalal Isaad, Tarik Harit & Fouad Malek

  4. Entité minéralurgie et procédé de traitement, OCP SA, Khouribga, Morocco

    Haad Bessbousse

  5. Lille Nord de France University, Engineering and Textile Materials Laboratory, Lille, 2 Allee Louise et Victor Champier, 59100, Roubaix, France

    Ahmida El Achari

Authors
  1. Jalal Isaad
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  2. Tarik Harit
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  3. Haad Bessbousse
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  4. Ahmida El Achari
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  5. Fouad Malek
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Correspondence to Jalal Isaad.

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Isaad, J., Harit, T., Bessbousse, H. et al. A Novel Water Soluble Bipyrazolic Tripod Azoic Dye as Chemosensor for Copper (II) in Aqueous Solution. Chemistry Africa 2, 29–38 (2019). https://doi.org/10.1007/s42250-018-0028-2

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  • DOI: https://doi.org/10.1007/s42250-018-0028-2

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