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At-line testing of chlorophenol and chloroanisole contaminants in commercial wine production.

By C. R. Nicholls


The research described in this thesis concerns the development of at-line test procedures for the detection of trace levels of chlorophenols and chloroanisoles in wine and related materials. Competitive ELISA assays were developed and optimised for pentachlorophenol and pentachloroanisole to enable the detection of chlorophenols and chloroanisoles in the range 0.1 to 100ng/ml in purified sample extracts, using antibodies supplied by the French consortium partner, Diaclone, together with synthesised conjugate materials, based on the enzyme horseradish peroxidase. The cross reactivity of the assay towards chlorophenol and chloroanisole congeners in wine was investigated and the pentachlorophenol assay was selected as the most efficient antibody to detect and quantify both chlorophenol and chloroanisole congeners. The use of synthetic receptors based on molecularly imprinting technology was also investigated for pentachlorophenol and pentachloroanisole, and a new assay format (Displacement Imprinted Polymer Analysis (DIPRA)) was established to measure chlorophenols in contaminated materials at a concentration range of 0.1 to 50 µg/ml, based on the displacement of a reporter molecule rebound to the synthetic receptor sites. Two alternative reporter molecules were synthesised by linking a pentachlorophenol derivative (2,3,5,6-tetrachloro-4-hydroxy phenoxy acetic acid) to the enzyme horseradish peroxidase or 7-amino-4-methylcoumarin-3-acetyl hydrazide. Alternative hyphenated sample extraction and purification methods based on solid phase extraction, steam distillation and liquid/liquid partition were evaluated to enable the ELISA and DIPRA test methods to be employed using the limited facilities of a local winery laboratory. The application of the procedures to the analysis of sample types such as wine, corks and packaging materials was undertaken to investigate the suitability of the test methods for inclusion in quality control and incident analysis protocols

Publisher: Cranfield University at Silsoe
Year: 2004
OAI identifier:
Provided by: Cranfield CERES

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  1. (1975). 2,4,6-trichloroanisole in broiler house litter:a further cause of musty taint in chickens. doi
  2. (2003). Application of solid-phase extraction for determination of phenolic compounds in barrique wines. doi
  3. (2003). Characterization of the aromatic composition of some liquid foods by nuclear magnetic resonance spectrometry and liquid chromatography with nuclear magnetic resonance and mass spectrometric detection, doi
  4. (2001). Chemiluminescence imaging ELISA using an imprinted polymer as the recognition element instead of an antibody. doi
  5. (1997). Chemiluminescent flow-injection determination of alkaline phosphatase and its applications to enzyme immunoassays Analytica Chemica Acta 339(1-2), doi
  6. (1985). Chloroanisoles:a continuing story.
  7. (2004). Comparison of different sample preparation treatments for the anlaysis of wine phenolic compoundsin human plasma by reversed phase high-performance lquid chromatography – Analytica Chim acta.
  8. (1983). Compounds characteristic of Botrrytized wines.
  9. (1975). Continuous cultures of fused cells secreting antibody of predefined specificity doi
  10. (1981). Cork – Stoppers – Sampling for inspection of dimensional characteristics International Organisation for Standardisation 4707, Jerina
  11. (2004). Council Quality Control Procedures doi
  12. (1998). Determination of metalaxyl in wine by ELISA. doi
  13. (2002). Determination of minor and trace volatile compounds in wine by solid-phase extraction and gas chromatography with mass spectrometric detection. doi
  14. (1994). Determination of Pentachlorophenol residues in wine and corks by solvent extraction methodology and specific gas chromatography detection. doi
  15. (1997). Determination of phenols in environmental samples by liquid chromatography electrochemistry. doi
  16. (1996). Development and comparative study of different immunoenzyme techniques for pestcide detection – doi
  17. (2002). Development and evaluation of an immunoassay for biological monitoring chlorophenols in urine as potential indicators of occupational exposure. doi
  18. (1999). Development of an enzyme-linked immunosorbent assay for benalaxyl and its application to the analysis of water and wine. Analytica Chemica Acta. doi
  19. (2002). Development of an enzyme-linked immunosorbent assay for screening contamination by chlorophenols in environmental waters. doi
  20. (2001). Direct orientated immobilization of F(ab’) antibody fragments on gold. doi
  21. (1996). Effect of antibody orientaton on immunosorbent performance.
  22. (1991). Effect of relative humidity and chlorophenol content on the fungal conversion of chlorophenols to chloroanisoles in fibreboard cartons containing dried fruit. doi
  23. (2000). Encyclopedia of Analytical Chemistry, doi
  24. (2003). Enzyme immunoassay for 2,4,6-trichloroanisole based on monoclonal antibodies. doi
  25. EPA method 8041A (2000) Penols by gas chromatography.
  26. (2001). EU report SANCO/20/03 (2001) Monitoring of Pesticide Residues
  27. (1994). Fibre optic evanescent-wave sensor for in-situ determination of non-polar organic compounds in water. Sens. Actuators B, doi
  28. (2000). Flow injection chemiluminescence detection of chlorophenols with a fibre optic biosensor.
  29. (1986). Food off-flavours: cause and effect, in Developments in food flavours, doi
  30. (1998). GraFit version 4.0 - Erithacus Software,
  31. (1997). Guide to derivatisation reagents for GC
  32. (1982). Identification of 2,4,6-trichloroanisole as a potent compound causing cork taint - J.Agric. Food Chem.30, doi
  33. (1992). Immobilized affinity ligand techniques.
  34. (2000). Immunoassays – A Practical Approach
  35. (1996). Immunoassays for residue Analysis:Food Safety, doi
  36. (2003). Immunochemical determination of 2,4,6-trichloroanisole as the responsible agent for the musty odor in foods. 2. Immunoassay evaluation doi
  37. (1987). International programme on chemical safety . Environmental Health Criteria; 71 Pentachlorophenol. World Health Organisation,
  38. (1989). International programme on chemical safety . Environmental Health Criteria; 93 Chlorophenols other than Pentachlorophenol. World Health Organisation,
  39. (1996). Investigations into the origin of chloroanisoles causing musty offflavour of raisins. doi
  40. (2003). Molecular imprinting , from fundamentals to applications.
  41. (1995). Molecular imprinting in cross-linked materials with the aid of molecular templates: a way towards artificial antibodies. Angew Chem Int. doi
  42. (2001). Molecularly imprinted polymers in analytical chemistry. doi
  43. (1995). PCP immunoassay technologies, Innovative technology evaluation report.
  44. (1966). Pentachlorophenol and its sodium salt. In: Analytical methods for pesticides, plant growth regulators, and food additives. by: Gunter Zweig, , doi
  45. (1991). Performance characteristics of methods of analysis used for regulatory purposes. Part II pesticide formulations.
  46. (1986). Phenolics (spectrophotometric, manual 4-AAP with distillation).
  47. (1980). Potential of Immunochemical technology for pesticide analysis, Pesticide Analytical Methodology, American Chemical Society Symposium series 136, J Harvey, Jr and G.Zweig (eds) doi
  48. (2001). Preparation of Pentachlorophenol derivatives and development of a microparticle-based on-site immunoassay for the detection of PCP in soil samples doi
  49. (2000). Presence of cork-taint responsible compounds in wines and their cork stoppers EurFood Res Technol 211,
  50. (2001). Protocol for the determination of selected neutral and acidic semi-volatile organic contaminants in fish tissue. doi
  51. (1996). Qualitative experiments to determine the components responsible and eliminate the causes of undesirable sensory characteristics in drinks stoppered with cork.
  52. (2001). Rapid determination of nineteen chlorophenols in wood, paper, cardboard, fruits and fruit juices by gas chromatography/mass spectrometry.
  53. (1988). Rapid electrochemical assay of lecithin in amniotic fluid using fluoride ion-sensitive electrode. doi
  54. (2004). Rapid, quantitative Tube Immunoassay for on-site detection of Botrytis, Aspergillus and Pnicillium antigens in grape juice. Analytica Chemica Acta. doi
  55. (2002). Rational design of a polymer specific for microcystin-LR using a computational approach. doi
  56. (1994). Sensors for low-weight organic molecules based on molecular imprinting technique. doi
  57. (2004). Simultaneous determination of selected phenoxyacid herbicides and chlorophenols in surface and seawater by HPLC coupled to DAD. doi
  58. (1997). Solvent resistant carbon electrodes screen printed onto plastic for use in biosensors. doi
  59. (1984). Standard Practices for Preparation of sample Containers and for Preservation of Organic Constituents, American Society for Testing and materials, doi
  60. (1999). Surface plasmon resonance interferometry for biological and chemical sensing. Sensors doi
  61. (1996). The analysis of 2,4,6-trichloroanisole and other anisoles in tainted wines and corks. doi
  62. (1999). The cork industry responds. (Industry overview). Wines and Vines August issue.
  63. (2003). The use of near infrared spectroscopy for grape quality measurement. doi
  64. (1996). The World health Organisation recommended classification of pesticides by hazard and guidelines to classification
  65. (2000). The zNose™, a new electronic nose using acoustic technology. Acoustical Society of America, paper 2a EA4. doi
  66. (1985). Trace enrichment and HPLC analysis of Chlorophenols in environmental samples , using precolumn sample preconcentration and electrochemical detection. doi
  67. (1994). Trace enrichment of chlorinated phenols from drinking water on chemically bonded sorbents for high-performance liquid chromatography. Analyst doi
  68. (2004). United Nations Environment programme, doi
  69. (1999). Use of phosphotyrosine-antibody pair as a general detection method in homogeneous time-resolved fluorescence: application to human immunodeficiency viral protease. doi
  70. (1995). Wine analysis and production. doi

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