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Assessing cypermethrin penetration in Pinus sylvestris wood products by immuno-electron microscopy

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Abstract

The preservative efficacy of organic biocidal products is strongly related to their capacity of penetration and retention within wood tissues. The specific detection of the pyrethroid insecticide cypermethrin is currently obtained after extraction followed by chemical analysis by chromatography techniques. However, visualizing the insecticide molecule within the wood structure requires specific probes together with microscopy techniques. Therefore, the aim of the present work was to prepare a polyclonal antibody directed against cypermethrin and to implement it on Pinus sylvestris wood samples treated with technical cypermethrin. The antibody was tested on cypermethrin-impregnated wood, and the specific recognition of the insecticide was visualized by transmission electron microscopy (TEM). The immunogold-TEM assay evidenced the capacity of the synthetic biocide active substance to penetrate in the wood. The depth of penetration was measured on sections taken at increasing distances from the coated surface of the wood. Under the present conditions of application, cypermethrin was shown to penetrate up to the 6- to 9-mm zone below the surface. Such results correlated with chemical analyses carried out by GC-ECD after extraction. In addition, the immuno-TEM investigation allowed visualizing, for the first time at the ultrastructure scale of resolution, that cypermethrin was able to diffuse within the secondary wood cell walls. The scarce labeling of the compound middle lamella shows that the chemical does not diffuse freely in this part of the cell walls. The results suggest that the adsorption within the cell walls is an essential factor for the retention of cypermethrin and for its permanence in treated wood products.

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References

  • Aguera A, Contreras M, Crespo J, Fernandez-Alba AR (2002) Multiresidue method for the analysis of multiclass pesticides in agricultural products by gas chromatography-tandem mass spectrometry. Analyst 127:347–354

    Article  PubMed  Google Scholar 

  • Ahn KC, Kim H-J, McCoy MR, Gee SJ, Hammock BD (2011) Immunoassays and biosensors for monitoring environmental and human exposure to pyrethroid insecticides. J Agric Food Chem 59:2792–2802

    Article  PubMed Central  CAS  PubMed  Google Scholar 

  • Daniel G (1994) Use of electron microscopy for aiding our understanding of wood biodegradation. FEMS Microbiol Rev 13:199–233

    Article  CAS  Google Scholar 

  • Eriksson K-E (1988) Recent developments in biotechnology in the pulp and paper industry. Biomass 15:117–119

    Article  CAS  Google Scholar 

  • Esteve-Turrillas FA, Pastor A, de la Guardia M (2005) Determination of pyrethroid insecticide residues in vegetable oils by using combined solid-phases extraction and tandem mass spectrometry detection. Anal Chim Acta 553:50–57

    Article  CAS  Google Scholar 

  • Fahlén J, Salmén L (2005) Pore and matrix distribution in the fiber wall revealed by atomic force microscopy and image analysis. Biomacromol 6:433–438

    Article  Google Scholar 

  • Fernandez Suarez A, Ellis R (1997) Alpha-cypermethrin, addendum to the monograph prepared by the 47th meeting of the committee and published in the FAO Food and Nutrition Paper 41/9

  • Flournoy DS, Kirk TK, Highley TL (1991) Wood decay by brown-rot fungi: changes in pore structure and cell wall volume. Holzforschung 45:383–388

    Article  CAS  Google Scholar 

  • Freeman MH, McIntyre CR (2008) Comprehensive review of copper-based wood preservatives. For Prod J 58:6–27

    CAS  Google Scholar 

  • Fujino T, Itoh T (1998) Changes in the three dimensional architecture of the cell wall during lignification of xylem cells in Eucalyptus tereticornis. Holzforschung 52:111–116

    Article  CAS  Google Scholar 

  • Gammon DW, Brown MA, Casida JE (1981) Two classes of pyrethroid action in the cockroach. Pestic Biochem Physiol 15:181–191

    Article  CAS  Google Scholar 

  • Hill CAS, Forster SC, Farahani MRM, Hale MDC, Ormondroyd GA, Williams GR (2005) An investigation of cell wall micropore blocking as a possible mechanism for the decay resistance of anhydride modified wood. Int Biodeterior Biodegrad 55:69–76

    Article  CAS  Google Scholar 

  • Hongsibsong S, Wipasa J, Pattarawarapan M, Thavornyuticarn P, Chantara S, Prapamontol T (2012) Preparation of hapten and immunogen for producing polyclonal antibody specific to cypermethrin. Int J Agric Biol 14:246–250

    CAS  Google Scholar 

  • Jin H, Webster GRB (1998) Persistence, penetration, and surface availability of cypermethrin and its major degradation products in elm bark. J Agric Food Chem 46:2851–2857

    Article  CAS  Google Scholar 

  • Joseleau J-P, Ruel K (1997) Study of lignification by noninvasive techniques in growing maize internodes. An investigation by Fourier-Transform Infrared, CP/MAS 13C NMR spectroscopy and immunocytochemical transmission electron microscopy. Plant Physiol 114:1123–1133

    Article  PubMed Central  CAS  PubMed  Google Scholar 

  • Joseleau J-P, Ruel K (2005) Deposition of hemicelluloses and lignins during secondary wood cell wall assembly. In: Entwistle K, Walker JCF (eds) New knowledge in wood quality, pp 103–113, ISBN 0-473-10197-1

  • Joseleau J-P, Ruel K (2007) Condensed and non-condensed lignins are differentially and specifically distributed in the cell walls of softwoods, hardwoods and grasses. Cell Chem Technol 41:487–494

    CAS  Google Scholar 

  • Joseleau J-P, Faix O, Kuroda K-I, Ruel K (2004) A polyclonal antibody directed against syringylpropane epitopes of native lignins. C R Biol 327:809–815

    Article  CAS  PubMed  Google Scholar 

  • Kerr AJ, Goring DAI (1975) The role of hemicellulose in the delignification of wood. Can J Chem 53:952–959

    Article  CAS  Google Scholar 

  • Lee N, McAdam DP, Skerritt JH (1998) Development of immunoassays for type II synthetic pyrethroids. 1. Hapten design and application to heterologous and homologous assays. J Agric Food Chem 46:520–534

    Article  CAS  PubMed  Google Scholar 

  • Lee HJ, Shan G, Ahn K, Park E, Watanabe T, Gee SJ, Hammock BD (2004) Development of an enzyme-linked immunosorbent assay for the pyrethroid cypermethrin. J Agric Food Chem 52:1039–1043

    Article  CAS  PubMed  Google Scholar 

  • Liang X, Xie R, Wang C, Wenjun G, Zhu G (2013) Development of a broad-selective immunoassay for multi-residue determination of type II pyrethroids in West Lake water. Food Agric Immunol 24:59–78

    Article  CAS  Google Scholar 

  • Matsunaga H, Kiguchi M, Evans PD (2009) Microdistribution of copper-carbonate and iron oxide nanoparticles in treated wood. J Nanopart Res 11:1089–1098

    Article  Google Scholar 

  • Nichkova M, Fu X, Yang Z, Zhong P, Sanborn JR, Chang D, Gee SJ, Hammock BD (2009) Immunochemical screening of pesticides (simazine and cypermethrin) in orange oil. J Agric Food Chem 57:5673–5679

    Article  PubMed Central  CAS  PubMed  Google Scholar 

  • Pullen S, Hock B (1995) Development of enzyme immunoassays for the detection of pyrethroid insecticides, 2. Polyclonal antibodies for pyrethroid insecticides. Anal Lett 28:781–795

    Article  CAS  Google Scholar 

  • Ruel K (2003) Immunochemical probes for microscopy study of the plant cell walls. In: Mendez-Vilas A (ed) Science, technology and education of microscopy: an overview. FORMATEX (Spain) Microscopy Series n°1, vol 2, pp 445–454

  • Ruel K, Joseleau J-P (1986) Action of Sporotrichum pulverulentum on wood cell walls. Symbiosis 2:355–361

    Google Scholar 

  • Ruel K, Barnoud F, Goring DAI (1978) Lamellation in the S2 layer of softwood tracheids as demonstrated by scanning transmission electron microscopy. Wood Sci Technol 12:287–291

    Article  Google Scholar 

  • Ruel K, Ambert K, Joseleau J-P (1994) Influence of the enzyme equipment of white-rot fungi on the patterns of wood degradation. FEMS Microbiol Rev 13:241–254

    Article  CAS  Google Scholar 

  • Salamah S, Wan Asma I, Habibah M, Faeza A (1991) Determination of cypermethrin in oscillating pressure treated rubberwood. J Trop For Sci 5:342–352

    Google Scholar 

  • Schultz TP, Goodell B, Nicolas DD (2014) Deterioration and protection of sustainable biomaterials. ACS Symposium Series; American Chemical Society Washington, DC

    Book  Google Scholar 

  • Stone JE, Scallan AM (1968) A structural model for the cell wall of water swollen wood pulps fibers on their accessibility to macromolecules. Cell Chem Technol 2:343–358

    CAS  Google Scholar 

  • Tamrakar U, Gupta VK, Pillai AK (2012) A spectrophotometric method for the determination of fenvalerate and cypermethrin in presence of each other. J Anal Chem 67:437–442

    Article  CAS  Google Scholar 

  • Wei X, Zhao Y, Wang B, Wang Y (2013) Enzyme-linked immunosorbent assay-based two different polyclonal antibodies for the detection of cypermethrin with phenoxybenzene multiresidue. Food Agric Immunol 25(3):364–374

    Article  Google Scholar 

  • Yang C, Wang J, Li D (2013) Microextraction extraction techniques for the determination of volatile and semivolatile organic compounds from plants. A review. Anal Chim Acta 79:8–22

    Article  Google Scholar 

  • Zhang Q, Zhang W, Wang X, Li P (2010) Immunoassay development for the class-specific assay for type I and II pyrethroid insecticides in water samples. Molecules 15:164–177

    Article  CAS  PubMed  Google Scholar 

  • Zimmer K, Larnøy E, Koch G (2009) Wood properties influencing the penetration of Scots pine (Pinus sylvestris) sapwood with the wood modification agent Furfuryl alcohol. The International Research Group on Wood Protection Document NO IRG/WP 09-40470

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Authors and Affiliations

  1. InTechFibres Division, FCBA, Domaine Universitaire, CS 90051, 38044, Grenoble Cedex 9, France

    Sandra Tapin-Lingua & Michel Petit-Conil

  2. LINK-Conseil, 349 rue du Mont-Blanc, 38570, Le Cheylas, France

    Katia Ruel & Jean-Paul Joseleau

  3. Berkem Développement, 20 rue Jean Duvert, 33290, Blanquefort, France

    Daouïa Messaoudi & Olivier Fahy

  4. Pôle des Laboratoires Bois, 4FCBA, Allée de Boutaut, BP227, 33028, Bordeaux Cedex, France

    Marc Jequel

Authors
  1. Sandra Tapin-Lingua
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  2. Katia Ruel
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  3. Jean-Paul Joseleau
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  4. Daouïa Messaoudi
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  5. Olivier Fahy
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  6. Marc Jequel
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  7. Michel Petit-Conil
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Correspondence to Sandra Tapin-Lingua.

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Tapin-Lingua, S., Ruel, K., Joseleau, JP. et al. Assessing cypermethrin penetration in Pinus sylvestris wood products by immuno-electron microscopy. Wood Sci Technol 50, 349–364 (2016). https://doi.org/10.1007/s00226-015-0787-8

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  • DOI: https://doi.org/10.1007/s00226-015-0787-8

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