International Journal for Ion Mobility Spectrometry

, Volume 16, Issue 3, pp 199–205 | Cite as

Enhancing sensitivity of ion mobility spectrometry determination of aldehydes by in situ gas phase derivatization with dibutylamine

Original Research

Abstract

A simple and fast method for the detection of aldehydes by headspace solid-phase microextraction (HS-SPME) based on nanostructure polypyrrole film coupled to ion mobility spectrometery (IMS) is described. The detection of aldehydes (pentanal, hexanal and heptanal) has been successfully accomplished using in situ chemical derivatization with dibutylamine as the derivatization reagent and IMS. The simultaneous and rapid detection of aldehydes is important, since elevated level of aldehydes is considered as the biomarker of different diseases. The highlight of this method was that it involved an amine nucleophilic addition reaction (which was often considered as Mannich reaction) in gas phase for enhancing IMS sensitivity of aldehydes. Dibutylamine was used as the derivatization reagent driven into the cell by using a syringe pump. The calibration graphs were linear in the range of 2.0–50.0 μg mL−1 with R 2 ≥ 0.99 in aqueous solutions and limit of detections were determined ≤ 1.8 μg mL−1. The RSD% values of the aldehydes determination was ≤ 8 %. Here we have demonstrated that other amine types (butylamine and tributylamine) can derivatize aldehydes and significantly improve the IMS sensitivity of tagged analytes. However, IMS spectrum is complicated by presence of the different product ions in the process.

Keywords

Enhancing sensitivity Ion mobility spectrometery Aldehyde HS-SPME Polypyrrole Nanostructure 

Notes

Acknowledgments

This work was supported with grants from Tarbiat Modares University Research Council.

References

  1. 1.
    Ma J, Xiao R, Li J, Shi B, Liang Y, Lu W, Chen L (2011) Headspace solid-phase microextraction withon-fiber derivatization for the determination of aldehydes in algae by gas chromatography–mass spectrometry. J Sep Sci 34:1477–1483CrossRefGoogle Scholar
  2. 2.
    Kim H, Shin H (2011) Simple derivatization of aldehydes with d-cysteine and their determination in beverages by liquid chromatography–tandem mass spectrometry. Anal Chim Acta 702:225–232CrossRefGoogle Scholar
  3. 3.
    Poli D, Goldonia M, Corradi M, Acampaa O, Carbognani P, e Internullo E, Casalini A, Mutti A (2010) Determination of aldehydes in exhaled breath of patients with lung cancer by means of on-fiber-derivatisation SPME–GC/MS. J Chromatogr B 878:2643–2651CrossRefGoogle Scholar
  4. 4.
    Garrido-Delgado R, Mercader-Trejo F, Arce L, Valcrcel M (2011) Enhancing sensitivity and selectivity in the determination of aldehydes in olive oil by use of a Tenax TA trap coupled to a UV-ion mobility spectrometer. J Chromatogr A 1218:7543–7549CrossRefGoogle Scholar
  5. 5.
    Corradi M, Rubinstein I, Andreoli R, Manini P, Caglieri A, Poli D, Alinovi R, Mutti A (2003) Aldehydes in exhaled breath condensate of patients with chronic obstructive pulmonary disease. Am J Respir Crit Care Med 167:1380–1386CrossRefGoogle Scholar
  6. 6.
    Ruzsanyi V et al (2005) Detection of human metabolites using multi-capillary columns coupled to ion mobility spectrometers. J Chromatogr A 1084:145–151CrossRefGoogle Scholar
  7. 7.
    Phillips M et al (2007) Prediction of lung cancer using volatile biomarkers in breath. Canc Biomarkers 3:95–109Google Scholar
  8. 8.
    Davies AN, Baumbach JI (2008) Early lung cancer diagnostics by ion mobility spectrometry data handling. Spectrosc Eur 20:18–21Google Scholar
  9. 9.
    Westhoff M et al (2009) Ion mobility spectrometry for the detection of volatile organic compounds in exhaled breath of patients with lung cancer: results of a pilot study. Thorax 64:744–748CrossRefGoogle Scholar
  10. 10.
    Ligor M et al (2009) Determination of volatile organic compounds in exhaled breath of patients with lung cancer using solid phase microextraction and gas chromatography mass spectrometry. Clin Chem Lab Med 47:550–560CrossRefGoogle Scholar
  11. 11.
    Fuchs P, Loeseken C, Schubert JK, Miekisch W (2010) Breath gas aldehydes as biomarkers of lung cancer. Int J Cancer 126:2663–2670Google Scholar
  12. 12.
    Basanta M et al (2010) Non-invasive metabolomic analysis of breath using differential mobility spectrometry in patients withchronic obstructive pulmonary disease and healthy smokers. Analyst 135:315–320CrossRefGoogle Scholar
  13. 13.
    Hyun-Ji K, Ho-Sang S (2011) Simple and automatic determination of aldehydes and acetone in water by headspace solid-phase microextraction and gas chromatography–mass spectrometry. J Sep Sci 34:693–699CrossRefGoogle Scholar
  14. 14.
    Lopez-Vazquez C, Orriols I, Perello M, de Revel G (2011) Determination of aldehydes as pentafluorobenzyl derivatives in grape pomace distillates by HS-SPME-GC/MS. Food Chem 130:1127–1133CrossRefGoogle Scholar
  15. 15.
    Catherine Tessinia C, Niels Müllerb N, Claudia Mardonesa C, Dietrich Meierc D, Alex Bergb A, Baera D (2012) Chromatographic approaches for determination of low-molecular massaldehydes in bio-oil. J Chromatogr A 1219:154–160CrossRefGoogle Scholar
  16. 16.
    Eugenia Banos C, Silva M (2010) Liquid chromatography–tandem mass spectrometry for the determination of low-molecular mass aldehydes in human urine. J Chromatogr B 878:653–658CrossRefGoogle Scholar
  17. 17.
    Ma J, Xiao R, Li J, Zhu S, Liang Y, Lv L (2011) Determination of Aldehydes in Diatoms by Headspace Solid-Phase Microextraction Coupled with GC–MS. J Chromatogr Sci 49:15–19CrossRefGoogle Scholar
  18. 18.
    Ruzsanyi V, Sielemann S, Baumbach JI (2002) determination of VOC in human breath using IMS. I J IMS 3:45–48Google Scholar
  19. 19.
    Mohammadi A, Ameli A, Alizadeh N (2009) Headspace solid-phase microextraction using a dodecylsulfate-doped polypyrrole film coupled to ion mobility spectrometry for the simultaneous determination of atrazine and ametryn in soil and water samples. Talanta 78:1107–1114CrossRefGoogle Scholar
  20. 20.
    Tabrizchi M, Ilbeigi V (2010) Detection of Explosives by Positive Corona Discharge Ion Mobility Spectrometry. J Hazard Mater 176:692–696CrossRefGoogle Scholar
  21. 21.
    Guerra P, Lai H, Almirall JR (2008) Analysis of the volatile chemical markers of Explosives using novel solid phase microextractioncoupled to ion mobility spectrometry. J Sep Sci 31:2891–2898CrossRefGoogle Scholar
  22. 22.
    Lai H, Leung A, Magee M, Almirall JR (2010) Identification of volatile chemical ignatures from plastic explosives by SPME-GC/MS and detection by ion mobility spectrometry. J Anal Bioanal Chem 396:2997–3007CrossRefGoogle Scholar
  23. 23.
    Ameli A, Alizadeh N (2011) Nanostructured conducting molecularly imprinted polymer for selective extraction of salicylate from urine and serum samples by electrochemically controlled solid-phase micro-extraction. Anal Chim Acta 707:62–68CrossRefGoogle Scholar
  24. 24.
    Gura S, Guerra P, Lai H, Almirall JR (2009) Enhancement in sample collection for the Detection of MDMA using a novel planar SPME (PSPME) device coupled to ion mobility spectrometry (IMS). Drug Test Anal 1:355–363CrossRefGoogle Scholar
  25. 25.
    Shahdousti P, Alizadeh N (2011) Headspace-solid phase microextraction of selenium (IV) from human blood and water samples using polypyrrole film and analysis with ion mobility Spectrometry. Anal Chim Acta 684:67–71CrossRefGoogle Scholar
  26. 26.
    Colgrave ML, Bramwell CJ, Creaser CS (2003) Nanoelectrospray ion mobility spectrometry and ion trap massspectrometry studies of the non-covalent complexes of amino acids and peptides with polyethers. Int J Mass Spectrom 229:209–216CrossRefGoogle Scholar
  27. 27.
    Beegle LW, Kanik I (2001) Electrospray ionization high-resolution ion mobility spectrometry for the detection of organic compounds, 1. amino acids. Anal Chem 73:3028–3034CrossRefGoogle Scholar
  28. 28.
    Steiner WE, Clowers BH, Hill HH Jr (2003) Rapid separation of phenylthiohydantoin amino acids:ambient pressure ion-mobility mass spectrometry (IMMS). Anal Bioanal Chem 375:99–102Google Scholar
  29. 29.
    Hashemian Z, Mardihallaj A, Khayamian T (2010) analysis of biogenic amines using corona discharge ion mobility spectrometry. Talanta 81:1081–1087CrossRefGoogle Scholar
  30. 30.
    Tiebe C, Miessner H, Koch B, Hübert T (2009) Detection of microbial volatile organic compounds (MVOCs) by ion-mobility spectrometry. J Anal Bioanal Chem 395:2313–2323CrossRefGoogle Scholar
  31. 31.
    Sabo M, Matejcik S (2012) Corona discharge ion mobility spectrometry with orthogonal acceleration time of flight mass spectrometry for monitoring of volatile organic compounds. Anal Chem 84:5327–5334CrossRefGoogle Scholar
  32. 32.
    Alizadeh N, Jafari M, Mohammadi A (2009) Headspace-solid-phase microextraction using a dodecylsulfate-doped polypyrrole film coupled to ion mobility spectrometry for analysis methyl tert-butyl ether in water and gasoline. J Hazard Mater 169:861–867CrossRefGoogle Scholar
  33. 33.
    Baumbach JI, Maddula S, Sommerwerck U, Besa V, Kurth I, Bödeker B, Teschler H, Freitag L, Darwiche K (2011) Significant different volatile biomarker during bronchoscopic ion mobility spectrometry investigation of patients suffering lung carcinoma. Int J Ion Mobil Spec 14:159–166CrossRefGoogle Scholar
  34. 34.
    Bessa V, Darwiche K, Teschler H, Sommerwerck U, Rabis T, Baumbach JI, Freitag L (2011) Detection of volatile organic compounds (VOCs) in exhaled breath of patients with chronic obstructive pulmonary disease (COPD) by ionmobility spectrometry. Int J Ion Mobil Spec 14:7–13CrossRefGoogle Scholar
  35. 35.
    Westhoff M, Litterst P, Maddula S, Bödecker B, Rahmann S, Davies AN, Baumbach JI (2010) Differentiation of chronic obstructive pulmonary disease (COPD) including lung cancer from healthy control group by breath analysis using ion mobility spectrometry. Int J Ion Mobil Spec 13:131–139CrossRefGoogle Scholar
  36. 36.
    Jünger M, Bödeker B, Baumbach JI (2010) Peak assignment in multi-capillary column ion mobility spectrometry using comparative studies with gas chromatography—mass spectrometry for exhaled breath analysis. Anal Bioanal Chem 396:471–482CrossRefGoogle Scholar
  37. 37.
    Bödecker B, Davies AN, Maddula S, Baumbach JI (2010) Biomarker validation—room air variation during human breath investigations. Int J Ion Mobil Spec 13:177–184CrossRefGoogle Scholar
  38. 38.
    Koczulla R, Hattesohl A, Schmid S, Bödeker B, Maddula S, Baumbach JI (2011) MCC/IMS as potential noninvasive technique in the diagnosis of patients with COPD with and without alpha 1-antitrypsin deficiency. Int J Ion Mobil Spec 14:177–185CrossRefGoogle Scholar
  39. 39.
    Basanta M, Koimtzis T, Thomas CLP (2006) Sampling and analysis of exhaled breath on human subjects with thermal desorption gas chromatography differential mobility spectrometry. Int J Ion Mobil Spec 9:45–49Google Scholar
  40. 40.
    Ulrich S (2000) Solid-phase microextraction in biomedical analysis. J Chromatogr A 902:167–194CrossRefGoogle Scholar
  41. 41.
    Sprung M (1939) Research Laboratory. General Electric Company, SchenectadyGoogle Scholar
  42. 42.
    Bollan HR, Stone JA, Brokenshire JL, Rodriguez JE, Eiceman GA (2007) Mobility resolution and mass analysis of ions from ammonia and hydrazine complexes with ketones formed in air at ambient pressure. J Am Soc Mass Spectrom 18:940–951CrossRefGoogle Scholar
  43. 43.
    Eiceman GA, Salazar MR, Rodriguez MR, Limero TF, Beck SW, Cross JH, Young R, James JT (1993) Ion mobility spectrometry of hydrazine, monomethylhydrazine, and ammonia in air with 5-nonanone reagent gas. Anal Chem 65:1696–1702CrossRefGoogle Scholar
  44. 44.
    Morrison GC, Howard CJ (2001) Selective detection of gas-phase aldehydes and ketones using protonated hydrazine. Int J Mass Spectrom 210(211):503–509Google Scholar
  45. 45.
    Bell S, Ewing RG, Eiceman GA, Karpas Z (1994) Atmospheric pressure chemical ionization of alkanes, alkenes, and cycloalkanes. J Am Soc Mass Spect 3:177–185CrossRefGoogle Scholar
  46. 46.
    Karimi A, Alizadeh N (2009) Rapid analysis of captopril in human plasma and pharmaceutical preparations by headspace solid phase microextraction based on polypyrrole film coupled to ion mobility spectrometry. Talanta 79:479–485CrossRefGoogle Scholar

Copyright information

© Springer-Verlag Berlin Heidelberg 2013

Authors and Affiliations

  1. 1.Department of Chemistry, Faculty of ScienceTarbiat Modares UniversityTehranIran

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