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Effects of glutathione, l-cysteine, and l-methionine on the kinetics and mechanism of the peroxyoxalate–rubrene–H2O2 chemiluminescence system

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Abstract

The quenching effect of glutathione, l-cysteine, and l-methionine on the strong chemiluminescence (CL) intensity of bis(2,4,6-trichlorophenyl)oxalate (TCPO)–H2O2 in the presence of rubrene (5,6,11,12-tetraphenylnaphthacene) as a fluorescer was investigated. Kinetic parameters for the peroxyoxalate chemiluminescence (PO–CL) including the intensity at maximum CL, time at maximum intensity, total light yield, theoretical maximum level of intensity and pseudo-first order rate constants for the rise and fall of the CL burst (k r and k f ) were also calculated using the pooled intermediate model by a computerized non-linear least-squares curve fitting program (KINFIT). These systems resulted in Stern–Volmer plots in the quencher concentration range of 2.5 × 10−5 to 2.25 × 10−4 M, with k Q values of 2.5 × 104, 2.1 × 104 and 1.1 × 104 M−1, for glutathione, l-cysteine, and l-metionine, in order.

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References

  1. Robards K, Worsfold PJ (1992) Anal Chim Acta 266:147

    Article  CAS  Google Scholar 

  2. Catherall CLR, Palmer TF, Cundall RB (1989) J Biolumin Chemilumin 3:147

    Article  CAS  Google Scholar 

  3. Stevani CV, Silva SM, Baader WJ (2000) Eur J Org Chem 24:4037

    Article  Google Scholar 

  4. Silva SM, Wagner K, Weiss D, Beckert R, Stevani CV, Baader WJ (2002) Luminescence 17:362

    Article  CAS  Google Scholar 

  5. Oliveira MA, Bartoloni FH, Augusto FA, Ciscato LFML, Bastos EL, Baader WJ (2012) J Org Chem 77:10537

    Article  Google Scholar 

  6. Rauhut MM (1969) Acc Chem Res 2:80

    Article  CAS  Google Scholar 

  7. Hadd AG, Robinson AL, Rowlen KL, Birks JW (1998) J Org Chem 63:3023

    Article  CAS  Google Scholar 

  8. Lee JH, Rock JC, Park SB, Schlautman MA, Carraway ER (2002) J Chem Soc Perkin Trans 2:802

    Article  Google Scholar 

  9. Koike R, Motoyoshiya J, Takaguchi Y, Aoyama H (2003) Chem Commun 9:794

    Article  Google Scholar 

  10. Bos R, Barnett NW, Dyson GA, Lim KF, Russel RA, Watson SP (2004) Anal Chim Acta 502:141

    Article  CAS  Google Scholar 

  11. Tonkin SA, Bos R, Dyson GA, Lim KF, Russel RA, Watson SP, Hindson CM, Barnett NW (2008) Anal Chim Acta 614:173

    Article  CAS  Google Scholar 

  12. Schuster GB (1979) Acc Chem Res 12:366

    Article  CAS  Google Scholar 

  13. McCapra F, Perring K, Heart RJ, Hann RA (1981) Tetrahedron Lett 22:5087

    Article  CAS  Google Scholar 

  14. Adam W, Trofimov AV (2006) The chemistry of peroxides. In: Rappoport Z (ed) Patai series: the chemistry of functional groups. Wiley, Chichester, p 1171

    Google Scholar 

  15. Ciscato LFML, Augusto FA, Weiss D, Bartoloni FH, Albrecht S, Brandl H, Zimmermann T, Baader WJ (2012) ARKIVOC 3:391

    Google Scholar 

  16. Motoyoshiya J, Sakai N, Imai M, Yamaguchi Y, Koike R, Takaguchi Y, Aoyama H (2002) J Org Chem 67:7314

    Article  CAS  Google Scholar 

  17. Hadd AG, Seeber A, Birks JW (2000) J Org Chem 65:2675

    Article  CAS  Google Scholar 

  18. Ciscato LFML, Bartoloni FH, Bastos EL, Baader WJ (2009) J Org Chem 74:8974

    Article  CAS  Google Scholar 

  19. Nery ALP, Weiss D, Catalani LH, Baader WJ (2000) Tetrahedron 56:5317

    Article  CAS  Google Scholar 

  20. Shamsipur M, Chaichi MJ (2005) Spectrochim Acta, Part A 61:1227

    Article  Google Scholar 

  21. Chaichi MJ, Khajvan T, Mehrzad J, Asghari S, Qandalee M (2013) Anal Sci 29:815

    Article  CAS  Google Scholar 

  22. Shamsipur M, Chaichi MJ (2003) J Photoch Photobio A 155:69

    Article  CAS  Google Scholar 

  23. DeVasto JK, Grayeski ML (1991) Analyst 116:443

    Article  CAS  Google Scholar 

  24. Baader WJ, Stevani CV, Bastos EL (2006) Chemiluminescence of organic Peroxides. In: Rappoport Z (ed) The chemistry of peroxides. Wiley & Sons, Chichester, p 1211

    Chapter  Google Scholar 

  25. Yao D, Vlessidis AG, Evmiridis NP (2003) Anal Chim Acta 478:23

    Article  CAS  Google Scholar 

  26. Lee D, Khaja S, Velasquez-Castano JC, Dasari M, Sun C, Petros J, Taylor WR, Murthy N (2007) Nat Mat 6:765

    Article  CAS  Google Scholar 

  27. Stevani CV, Silva SM, Baader WJ (2000) Eur J Org Chem 2000:4037

    Article  Google Scholar 

  28. Orosz G, Glvens RS, Schowen RL (1992) Anal Chim Acta 266:219

    Article  CAS  Google Scholar 

  29. Kuyper C, Denharn K, Dickson J, Murray J, Milofsky R (2001) Chromatographia 53:173

    Article  CAS  Google Scholar 

  30. Mattoussi H, Murata H, Merritt CD, Iizumi Y, Kido J, Kafafi ZH (1999) J Appl Phys 86:2642

    Article  CAS  Google Scholar 

  31. Gazit V, Ben-Abraham R, Coleman R, Weizman A, Katz Y (2004) Amino Acids 26:163

    Article  CAS  Google Scholar 

  32. Waterland RA (2006) J Nutr 136:1706S

    CAS  Google Scholar 

  33. Cerutti PA (1985) Science 227:375

    Article  CAS  Google Scholar 

  34. Chen GN, Wu XP, Duan JP, Chen HQ (1999) Talanta 49:319

    Article  Google Scholar 

  35. Wu G (2009) Amino Acids 37:1

    Article  Google Scholar 

  36. Roederer M, Ela SW, Staal FJT, Herzenberg LA (1992) AIDS Res Hum Retrov 8:209

    Article  CAS  Google Scholar 

  37. Rauhut MM, Bollyky LJ, Robert BG, Loy M, Whitman RH, Iannotta AV, Semsel AM, Clarke RA (1967) J Am Chem Soc 89:6515

    Article  CAS  Google Scholar 

  38. Rauhut MM, Robert BG, Semsel AM (1966) J Am Chem Soc 88:3604

    Article  CAS  Google Scholar 

  39. Stern O, Volmer M (1919) Phys Z 20:183

    CAS  Google Scholar 

  40. Polniaszek RP, Mckee JA (1987) Tetrahedron Lett 28:4511

    Article  CAS  Google Scholar 

  41. Van Zoonen P, Bock H, Gooijer C, Velthorst NH, Frei RW (1987) Anal Chim Acta 200:131

    Article  Google Scholar 

  42. Orlovic M, Schowen RL, Givens RS, Alvarez F, Matuszewski B, Parekh N (1989) J Org Chem 54:3606

    Article  CAS  Google Scholar 

  43. Dye JL, Nicely VA (1971) J Chem Educ 48:443

    Article  CAS  Google Scholar 

  44. Jonsson T, Irgum K (2000) Anal Chem 72:1373

    Article  CAS  Google Scholar 

  45. Hosseini M, Abkenar SD, Chaichi MJ, Shamsipur M (2008) Acta Chim Slov 55:562

    CAS  Google Scholar 

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Authors and Affiliations

  1. Analytical Division, Faculty of Chemistry, University of Mazandaran, Babolsar, Iran

    Tahereh Khajvand & Mohammad Javad Chaichi

  2. Department of Biology, Faculty of Basic Sciences, University of Mazandaran, Babolsar, Iran

    Abasalt Hosseinzadeh Colagar

  3. Nano and Biotechnology Research Group, University of Mazandaran, Babolsar, Iran

    Tahereh Khajvand, Mohammad Javad Chaichi & Abasalt Hosseinzadeh Colagar

Authors
  1. Tahereh Khajvand
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  2. Mohammad Javad Chaichi
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  3. Abasalt Hosseinzadeh Colagar
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Correspondence to Tahereh Khajvand.

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Khajvand, T., Chaichi, M.J. & Colagar, A.H. Effects of glutathione, l-cysteine, and l-methionine on the kinetics and mechanism of the peroxyoxalate–rubrene–H2O2 chemiluminescence system. Reac Kinet Mech Cat 116, 51–61 (2015). https://doi.org/10.1007/s11144-015-0878-4

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  • DOI: https://doi.org/10.1007/s11144-015-0878-4

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