Skip to main content
SpringerLink
Log in

Chemiluminescence parameters of peroxynitrous acid in the presence of short-chain alcohols and Ru(bpy) 2+3

  • Original Paper
  • Published:
Chemical Papers Aims and scope Submit manuscript

Abstract

The chemiluminescence behaviour and mechanism of peroxynitrous acid and Ru(bpy) 2+3 were studied in the presence of short-chain alcohols (methanol, ethanol, propan-1-ol, propan-2-ol, butanol, 2-methylpropan-1-ol, pentanol). It was found that the chemiluminescence intensity of peroxynitrous acid and Ru(bpy) 2+3 system could be significantly enhanced by these seven short-chain alcohols. The maximum chemiluminescence wavelength of 608 nm of [Ru(bpy) 2+3 ]* in the excited state was attributed to the reaction between Ru(bpy) 2+3 and dihydroxyalkyl radicals which were generated during the redox course of peroxynitrous acid and alcohols. In addition, the chemiluminescence signals of the system presented depended largely on the solubility and branched-chain structure as well as the length of carbon chain. The analytical characteristics and parameters of the peroxynitrous acid/Ru(bpy) 2+3 /alcohols chemiluminescence system were investigated under optimum conditions.

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

Access this article

Log in via an institution

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

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

  • Adcock, J. L., Francis, P. S., & Barnett, N. W. (2007). Acidic potassium permanganate as a chemiluminescence reagent—A review. Analytica Chimica Acta, 601, 36–67. DOI: 10.1016/j.aca.2007.08.027.

    Article  CAS  Google Scholar 

  • Akinshola, B. E. (2001). Straight-chain alcohols exhibit a cutoff in potency for the inhibition of recombinant glutamate receptor subunits. British Journal of Pharmacology, 133, 651–658. DOI: 10.1038/sj.bjp.0704112.

    Article  CAS  Google Scholar 

  • Alekseev, S. I., Alekseev, A. S., & Ziskin, M. C. (1997). Effects of alcohols on A-type K+ currents in Lymnaea neurons. Journal of Pharmacology & Experimental Therapeutics, 281, 84–92.

    CAS  Google Scholar 

  • Alpat, Ş., & Telefoncu, A. (2010). Development of an alcohol dehydrogenase biosensor for ethanol determination with Toluidine Blue O covalently attached to a cellulose acetate modified electrode. Sensors, 10, 748–764. DOI: 10.3390/s100100748.

    Article  CAS  Google Scholar 

  • Anjos, J. L. V., Neto, D. S., & Alonso, A. (2007). Effects of ethanol/L-menthol on the dynamics and partitioning of spinlabeled lipids in the stratum corneum. European Journal of Pharmaceutics & Biopharmaceutics, 67, 406–412. DOI: 10.1016/j.ejpb.2007.02.004.

    Article  Google Scholar 

  • Beckman, J. S., Beckman, T. W., Chen, J., Marshall, P. A., & Freeman, B. A. (1990). Apparent hydroxyl radical production by peroxynitrite: Implications for endothelial injury from nitric oxide and superoxide. Proceedings of the National Academy of Sciences of the United States of America, 87, 1620–1624. DOI: 10.1073/pnas.87.4.1620.

    Article  CAS  Google Scholar 

  • Boujtita, M., Chapleau, M., & El Murr, N. (1996). Biosensors for analysis of ethanol in food: effect of the pasting liquid. Analytica Chimica Acta, 319, 91–96. DOI: 10.1016/0003-2670(95)00482-3.

    Article  CAS  Google Scholar 

  • Chen, J., & Fang, Y. (2007). Flow injection technique for biochemical analysis with chemiluminescence detection in acidic media. Sensors, 7, 448–458. DOI: 10.3390/s7040448.

    Article  CAS  Google Scholar 

  • Chen, X., Sato, M., & Lin, Y. (1998). Study of the electrochemiluminescence based on tris(2,2′-bipyridine) ruthenium( II) and alcohols in a flow injection system. Microchemical Journal, 58, 13–20. DOI: 10.1006/mchj.1997.1503.

    Article  CAS  Google Scholar 

  • Cheng, X., Zhao, L., Wang, X., & Lin, J.-M. (2007). Sensitive monitoring of humic acid in various aquatic environments with acidic cerium chemiluminescence detection. Analytical Sciences, 23, 1189–1193. DOI: 10.2116/analsci.23.1189.

    Article  CAS  Google Scholar 

  • Choi, H. N., Yoon, S. H., Lyu, Y.-K., & Lee, W.-Y. (2007). Electrogenerated chemiluminescence ethanol biosensor based on carbon nanotube-titania-nafion composite film. Electroanalysis, 19, 459–465. DOI: 10.1002/elan.200603747.

    Article  CAS  Google Scholar 

  • Deng, L., Zhang, L., Shang, L., Guo, S., Wen, D., Wang, F., & Dong, S. (2009). Electrochemiluminescence detection of NADH and ethanol based on partial sulfonation of sol-gel network with gold nanoparticles. Biosensors & Bioelectronics, 24, 2273–2276. DOI: 10.1016/j.bios.2008.10.031.

    Article  CAS  Google Scholar 

  • Ferrer-Sueta, G., & Radi, R. (2009). Chemical biology of peroxynitrite: kinetics, diffusion, and radicals. ACS Chemical Biology, 4, 161–177. DOI: 10.1021/cb800279q.

    Article  CAS  Google Scholar 

  • Gatti, R. M., Alvarez, B., Vasquez-Vivar, J., Radi, R., & Augusto, O. (1998). Formation of spin trap adducts during the decomposition of peroxynitrite. Archives of Biochemistry and Biophysics, 349, 36–46. DOI: 10.1006/abbi.1997.0451.

    Article  CAS  Google Scholar 

  • Goldstein, S., & Czapski, G. (1995). Direct and indirect oxidations by peroxynitrite. Inorganic Chemistry, 34, 4041–4048. DOI: 10.1021/ic00120a006.

    Article  CAS  Google Scholar 

  • Goldstein, S., Meyerstein, D., van Eldik, R., & Czapski, G. (1997). Spontaneous reactions and reduction by iodide of peroxynitrite and peroxynitrate: Mechanistic insight from activation parameters. The Journal of Physical Chemistry A, 101, 7114–7118. DOI: 10.1021/jp971506f.

    Article  CAS  Google Scholar 

  • Hnaien, M., Lagarde, F., & Jaffrezic-Renault, N. (2010). A rapid and sensitive alcohol oxidase/catalase conductometric biosensor for alcohol determination. Talanta, 81, 222–227. DOI: 10.1016/j.talanta.2009.11.061.

    Article  CAS  Google Scholar 

  • Houk, K. N., Condroski, K. R., & Pryor, W. A. (1996). Radical and concerted mechanisms in oxidations of amines, sulfides, and alkenes by peroxynitrite, peroxynitrous acid, and the peroxynitrite-CO2 adduct: density functional theory transition structures and energetics. Journal of the American Chemical Society, 118, 13002–13006. DOI: 10.1021/ja9619521.

    Article  CAS  Google Scholar 

  • Jia, T.-T., Cai, Z.-M., Chen, X.-M., Lin, Z.-J., Huang, X.-L., Chen, X., & Chen, G.-N. (2009). Electrogenerated chemiluminescence ethanol biosensor based on alcohol dehydrogenase functionalized Ru(bpy) 2+3 doped silica nanoparticles. Biosensors & Bioelectronics, 25, 263–267. DOI: 10.1016/j.bios.2009.06.030.

    Article  CAS  Google Scholar 

  • Liang, Y.-D., & Song, J.-F. (2005). Flow-injection chemiluminescence determination of tryptophan through its peroxidation and epoxidation by peroxynitrous acid. Journal of Pharmaceutical and Biomedical Analysis, 38, 100–106. DOI: 10.1016/j.jpba.2004.12.010.

    Article  CAS  Google Scholar 

  • Liang, Y.-D., Song, J.-F., & Tian, T. (2004a). Determination of pipemidic acid based on flow-injection chemiluminescence due to energy transfer from peroxynitrous acid synthesized on-line. Analytical & Bioanalytical Chemistry, 380, 918–923. DOI: 10.1007/s00216-004-2841-5.

    Article  CAS  Google Scholar 

  • Liang, Y.-D., Song, J.-F., & Yang, X.-F. (2004b). Flow-injection chemiluminescence determination of fluoroquinolones by enhancement of weak chemiluminescence from peroxynitrous acid. Analytica Chimica Acta, 510, 21–28. DOI: 10.1016/j.aca.2003.12.054.

    Article  CAS  Google Scholar 

  • Liang, Y.-D., Song, J.-F., Yang, X.-F., & Guo, W. (2004c). Flow-injection chemiluminescence determination of chloroquine using peroxynitrous acid as oxidant. Talanta, 62, 757–763. DOI: 10.1016/j.talanta.2003.09.017.

    Article  CAS  Google Scholar 

  • Lin, J.-M., & Yamada, M. (2000). Chemiluminescence reaction of fluorescent organic compounds with KHSO5 using cobalt(II) as catalyst and its first application to molecular imprinting. Analytical Chemistry, 72, 1148–1155. DOI: 10.1021/ac9911140.

    Article  CAS  Google Scholar 

  • Liu, M., Cheng, X., Zhao, L., & Lin, J.-M. (2006). On-line preparation of peroxymonocarbonate and its application for the study of energy transfer chemiluminescence to lanthanide inorganic coordinate complexes. Luminescence, 21, 179–185. DOI: 10.1002/bio.903.

    Article  CAS  Google Scholar 

  • Liu, M., Lin, Z., & Lin, J.-M. (2010). A review on applications of chemiluminescence detection in food analysis. Analytica Chimica Acta. 670, 1–10. DOI: 10.1016/j.aca.2010.04.039.

    Article  CAS  Google Scholar 

  • Lu, C., Lin, J.-M., & Huie, C. W. (2004a). Determination of total bilirubin in human serum by chemiluminescence from the reaction of bilirubin and peroxynitrite. Talanta, 63, 333–337. DOI: 10.1016/j.talanta.2003.10.049.

    Article  CAS  Google Scholar 

  • Lu, C., Lin, J.-M., Huie, C. W., & Yamada, M. (2004b). Chemiluminescence study of carbonate and peroxynitrous acid and its application to the direct determination of nitrite based on solid surface enhancement. Analytica Chimica Acta, 510, 29–34. DOI: 10.1016/j.aca.2003.12.057.

    Article  CAS  Google Scholar 

  • Lu, C., Qu, F., Lin, J.-M., & Yamada, M. (2002). Flow-injection chemiluminescent determination of nitrite in water based on the formation of peroxynitrite from the reaction of nitrite and hydrogen peroxide. Analytica Chimica Acta, 474, 107–114. DOI: 10.1016/S0003-2670(02)01010-3.

    Article  CAS  Google Scholar 

  • Lu, C., Song, G., Lin, J.-M., & Huie, C. W. (2007). Enhancement in sample preconcentration by the on-line incorpora tion of cloud point extraction to flow injection analysis inside the chemiluminescence cell and the determination of total serum bilirubin. Analytica Chimica Acta, 590, 159–165. DOI: 10.1016/j.aca.2007.03.028.

    Article  CAS  Google Scholar 

  • Lytle, F. E., & Hercules, D. M. (1971). Chemiluminescence from the reduction of aromatic amine cations and ruthenium(III) chelates. Photochemistry and Photobiology, 13, 123–133. DOI: 10.1111/j.1751-1097.1971.tb06098.x.

    Article  Google Scholar 

  • Miao, W. (2008). Electrogenerated chemiluminescence and its biorelated applications. Chemical Reviews, 108, 2506–2553. DOI: 10.1021/cr068083a.

    Article  CAS  Google Scholar 

  • Mullor, S. G., Sánchez-Cabezudo, M., Miranda Ordieres, A. J., & López Ruiz, B. (1996). Alcohol biosensor based on alcohol dehydrogenase and Meldola Blue immobilized into a carbon paste electrode. Talanta, 43, 779–784. DOI: 10.1016/0039-9140(95)01802-6.

    Article  CAS  Google Scholar 

  • Murphy, M. P., Packer, M. A., Scarlett, J. L., & Martin, S. W. (1998). Peroxynitrite: A biologically significant oxidant. General Pharmacology: The Vascular System, 31, 179–186. DOI: 10.1016/S0306-3623(97)00418-7.

    Article  CAS  Google Scholar 

  • Nakao, L. S., Ouchi, D., & Augusto, O. (1999). Oxidation of acetaldehyde by peroxynitrite and hydrogen peroxide/iron(II). Production of acetate, formate, and methyl radicals. Chemical Research in Toxicology, 12, 1010–1018. DOI: 10.1021/tx990055i.

    Article  CAS  Google Scholar 

  • Qi, H., Peng, Y., Gao, Q., & Zhang, C. (2009). Applications of nanomaterials in electrogenerated chemiluminescence biosensors. Sensors, 9, 674–695. DOI: 10.3390/s90100674.

    Article  CAS  Google Scholar 

  • Sprules, S. D., Hartley, I. C., Wedge, R., Hart, J. P., & Pittson, R. (1996). A disposable reagentless screen-printed amperometric biosensor for the measurement of alcohol in beverages. Analytica Chimica Acta, 329, 215–221. DOI: 10.1016/0003-2670(96)00121-3.

    Article  CAS  Google Scholar 

  • Starodubtseva, M. N., Cherenkevich, S. N., & Semenkova, G. N. (1999). Investigation of the interaction of sodium nitrite with hydrogen peroxide in aqueous solutions by the chemiluminescence method. Journal of Applied Spectroscopy, 66, 473–476. DOI: 10.1007/BF02676785.

    Article  CAS  Google Scholar 

  • Szabó, C., Ischiropoulos, H., & Radi, R. (2007). Peroxynitrite: biochemistry, pathophysiology and development of therapeutics. Nature Reviews Drug Discovery, 6, 662–680. DOI: 10.1038/nrd2222.

    Article  Google Scholar 

  • Thompson, G., & de Pomerai, D. I. (2005). Toxicity of shortchain alcohols to the nematode Caenorhabditis elegans: A comparison of endpoints. Journal of Biochemical and Molecular Toxicology, 19, 87–95. DOI: 10.1002/jbt.20060.

    Article  CAS  Google Scholar 

  • Wan, G.-H., Cui, H., Pan, Y.-L., Zheng, P., & Liu, L.-J. (2006). Determination of quinolones residues in prawn using high-performance liquid chromatography with Ce(IV)-Ru(bpy) 2+3 -HNO3 chemiluminescence detection. Journal of Chromatography B, 843, 1–9. DOI: 10.1016/j.jchromb.2006.05.017.

    Article  CAS  Google Scholar 

  • Wang, X., Liu, M.-L., Cheng, X.-L., & Lin, J.-M. (2009). Flowbased luminescence-sensing methods for environmental water analysis. TrAC Trends in Analytical Chemistry, 28, 75–87. DOI: 10.1016/j.trac.2008.10.005.

    Article  Google Scholar 

  • Wei, L., Cheng, X., Lin, J.-M., Cai, H., & Huang, F. (2009). Chemiluminescence mechanisms of cerium-norfloxacin and its application in urine analysis. Chemical Papers, 63, 358–365. DOI: 10.2478/s11696-009-0025-7.

    Article  CAS  Google Scholar 

  • Williams, A. K., & Hupp, J. T. (1998). Sol-gel-encapsulated alcohol dehydrogenase as a versatile, environmentally stabilized sensor for alcohols and aldehydes. Journal of the American Chemical Society, 120, 4366–4371. DOI: 10.1021/ja973 772c.

    Article  CAS  Google Scholar 

  • Xing, Q. Y., Xu, R. Q., Zhou, Z., & Pei, W. W. (1994). Basic organic chemistry. Beijing, China: Higher Education Press.

    Google Scholar 

  • Zhang, L., Xu, Z., Sun, X., & Dong, S. (2007). A novel alcohol dehydrogenase biosensor based on solid-state electrogenerated chemiluminescence by assembling dehydrogenase to Ru(bpy) 2+3 -Au nanoparticles aggregates. Biosensors & Bioelectronics, 22, 1097–1100. DOI: 10.1016/j.bios.2006.03.026.

    Article  CAS  Google Scholar 

  • Zhao, L., Sun, L., & Chu, X. (2009). Chemiluminescence immunoassay. TrAC Trends in Analytical Chemistry, 28, 404–415. DOI: 10.1016/j.trac.2008.12.006.

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. School of Public Health, Nanchang University, Nanchang, 330006, China

    Lijun Wei, Huifen Xia, Zhaopin Wang, Ping Yuan, Tong Zhou, Baojun Zhang & Xianglei Cheng

Authors
  1. Lijun Wei
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Huifen Xia
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Zhaopin Wang
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Ping Yuan
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. Tong Zhou
    View author publications

    You can also search for this author in PubMed Google Scholar

  6. Baojun Zhang
    View author publications

    You can also search for this author in PubMed Google Scholar

  7. Xianglei Cheng
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Xianglei Cheng.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Wei, L., Xia, H., Wang, Z. et al. Chemiluminescence parameters of peroxynitrous acid in the presence of short-chain alcohols and Ru(bpy) 2+3 . Chem. Pap. 65, 761–768 (2011). https://doi.org/10.2478/s11696-011-0081-7

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.2478/s11696-011-0081-7

Keywords

Search

Navigation