Biosensors containing acetylcholinesterase and butyrylcholinesterase as recognition tools for detection of various compounds

Chemical Papers

Volumn 69, Issue 1, 2015, Pages 4-16

  Pohanka, Miroslav ^a,b  

^a UNIVERSITY OF DEFENCE   (Czech Republic)

^b Karel English College in Brno   (Czech Republic)

Author keywords

acetylcholinesterase; biosensor; butyrylcholinesterase; field effect transistor; nanoparticles; quantum dot

Indexed keywords

EID: 84916883546     PISSN: 03666352     EISSN: 13369075     Source Type: Journal    
DOI: 10.2478/s11696-014-0542-x     Document Type: Review

References (131)

1. Akoh, C. C., Lee, G. C., Liaw, Y. C., Huang, T. H., & Shaw, J. F. (2004). GDSL family of serine esterases/lipases. Progress in Lipid Research, 43, 534-552. DOI: 10.1016/j.plipres.2004.09. 002.
2. Andreescu, S., & Marty, J. L. (2006). Twenty years research in cholinesterase biosensors: From basic research to practical applications. Biomolecular Engineering, 23, 1-15. DOI: 10.1016/j.bioeng.2006.01.0 01.
3. Arduini, F., Amine, A., Moscone, D., & Palleschi, G. (2010). Biosensors based on cholinesterase inhibition for insecticides, nerve agents and aflatoxin B1 detection (review). Microchimica Acta, 170, 193-214. DOI: 10.1007/s00604-010-0317-1.
4. Arkhypova, V. N., Dzyadevych, S. V., Soldatkin, A. P., El'skaya, A. V., Martelet, C., & Jaffrezic-Renault, N. (2003). Development and optimisation of biosensors based on pHsensitive field effect transistors and cholinesterases for sensitive detection of solanaceous glycoalkaloids. Biosensors and Bioelectronics, 18, 1047-1053. DOI: 10.1016/s0956-5663(02)00222-1.
5. Assis, C. R. D., Castr o, P. F., Amaral, I. P. G., Carvalho, E. V. M. M., Carvalho, L. B., Jr., & Bezerra, R. S. (2010). Characterization of acetylcholinesterase from the brain of the Amazonian tambaqui (Colossoma macropomum) and in vitro effect of organophosph orus and carbamate pesticides. Enviromental Toxicology and Chemistry, 29, 2243-2248. DOI: 10.1002/etc.272.
6. Axelsen, P. H., Harel, M., Silman, I., & Sussman, J. L. (1994). Structure and dynamics of th e active site gorge of acetylcholinesterase: Synergistic use of molecular dynamics simulation and X-ray crystallography. Protein Science, 3, 188-197. DOI: 10.1002/pro.5560030204.
7. Bai, D. L., Tang, X. C., & He, X. C. (2000). Huperzine A, a potential therapeutic agent for treatment of Alzheimer's disease. Current Medicinal Chemistry, 7, 355-374. 10.2174 /0929867003375281.
8. Bellier, J. P., & Kimura, H. (2011). Peripheral type of choline acetyltransferase: Biological and evolutionary implications for novel mechanisms in cholinergic system. Journal of Chemical Neuroanatomy, 42, 225-235. DOI: 10.1016/j.jchemneu.2011.02.005.
9. Benilova, I. V., Arkhypova, V. N., Dzyadevych, S. V., Jaffrezic-Renault, N., Martelet, C., & Soldatkin, A. P. (2006). Kinetics of human and horse sera cholinesterases inhibition with solanaceous glycoalkaloids: St udy by potentiometric biosensor. Pesticide Biochemistry and Physiology, 86, 203-210. DOI: 10.1016/j.pestbp.2006.04.002.
10. Berg, L., Andersson, C. D., Artursson, E., Hörnberg, A., Tunemalm, A. K., Linusson, A., & Ekström, F. (2011). Targeting acetylcholinesterase: Identification of chemical leads by high throughput screening, structure determination and molecular modeling. PLoS One, 6, e26039. DOI: 10.1371/journal. pone.0026039.
11. Bertok, T. Klukova L. Sediva A. Kasak P. Semak V. Micusik M. Omastova M. Chovanova M Vl?ek M., Imrich, R., Vikartovska, A., & Tkac, J. (2013). Ultrasensitive impedimetric lectin biosensors with e fficient antifouling properties applied in glycoprofiling of human serum samples. Analytical Chemistry 85 7324-7332 10.1021/ac401281t.
12. Bobrowski, A., & Zar?ebski, J. (2012). Review of the catalytic voltammetric determination of titanium traces. Acta Chimica Slovenica, 59, 233-241.
13. Brecht, A., & Gauglitz, G. (1995). Optical probes and transducers. Biosensors and Bioelectronics, 10, 923-936. DOI: 10.1016/0956-5663(95)99230-i.
14. Bucaretchi, F., Prado, C. C., Branco, M. M., Soubhia, P., Metta, G. M., Mello, S. M., De Capitani, E. M., Lanaro, R., Hyslop, S., Costa, J. L., Fernandes, L. C. R., & Vieira, R. J. (2012). Poiso ning by illegal rodenticides containing acetylcholinesterase inhibitors (chumbinho): A prospective case series. Clincial Toxicology, 50, 44-51. DOI: 10.3109/15563650.2011.639715.
15. Bueno, P. R., Watanabe, A. M., Faria , R. C., Santos, M. L., & Riccardi, C. S. (2010). Electrogravimetric real-time and in situ Michaelis-Menten enzymatic kinetics: Progress curve of acetylcholinesterase hydrolysis. The Journal of Physical Chemistry B, 114, 16605-16610. DOI: 10.1021/jp106274m.
16. Bueno, P. R., Gon?calves, L. M., dos Santos, F. C., dos Santos, M. L., Barros, A. A., & Faria, R. C. (2013). Electrogravimetric analysis by quartz-crystal microbalance on the consumptio n of the neurotransmitter acetylcholine by acetylcholinesterase. Analytical Letters, 46, 258-265. DOI: 10.1080/00032719.2012.713065.
17. Cavalli, A., Bottegoni, G., Raco, C., De Vivo, M., & Recanatini, M. (2004). A computational study of the binding of propidium to the peripheral anionic site of human acetylcholinesterase. Journal of Medicinal Chemistry, 47, 3991-3999. DOI: 10.1021/jm040787u.
18. Caygill, R. L., Blair, G. E., & Millner, P. A. (2010). A review on viral biosensors to detect human pathogens. Analytica Chimica Acta, 681, 8-15. DOI: 10.1016/j.aca.2010.09.038.
19. Chauhan, N., Narang, J., & Pundir, C. S. (2011a). Immobilization of rat brain acetylcholinesterase on porous goldnanoparticle-CaCO3 hybrid material modified Au electrode for detection of organophosphorous insecticides. International Journal of Biological Macromolecules, 49, 923-929. DOI: 10.1016/j.ijbiomac.2011.08.006.
20. Chauhan, N., Narang, J., Pundir, C. S. (2011b). Immobilization of rat brain acetylcholinesterase on ZnS and poly(indole-5-carboxylic acid) modified Au electrode for detect ion of organophosphorus insecticides. Biosensors and Bioelectronics, 29, 82-88. DOI: 10.1016/j.bios.2011.07.070.
21. Cheewakriengkrai, L., & Gauthier, S. (2013). A 10-year perspective on donepezil. Expert Opinion on Pharmacotherapy, 14, 331-338. DOI: 10.1517/14656566.2013.760543.
22. Cheki, M., Moslehi, M., & Assadi, M. (2013). Marvelous applications of quantum dots. European Review for Medical and Pharmacological Sciences, 17, 1141-1148.
23. Cometa, M. F., Lorenzini, P., Fortuna, S., Volpe, M. T., Meneguz, A., & Palmery, M. (2005). In vitro inhibitory effect of aflatoxin B1 on acetylcholinesterase activity in mouse brain. Toxicology, 206, 125-135. DOI: 10.1016/j.tox.2004.07. 009.
24. Cooper, M. A., & Singleton, V. T. (2007). A survey of the 2001 to 2005 quartz crystal microbalance biosensor literature: Applications of acoustic physics to the analysis of biomolecular interactions. Journal of Molecular Recognition, 20, 154-184. DOI: 10.1002/jmr.826.
25. Cygler, M., Schrag, J. D., Sussman, J. L., Harel, M., Silman, I., Gentry, M. K., & Doctor, B. P. (1993). Relationship between sequence conservation and three-dimensional structure in a large family of esterases, lipases, and related proteins. Protein Science, 2, 366-382. DOI: 10.1002/pro.5560020309.
26. Darreh-Shori, T., & Soininen, H. (2010). Effects of cholinesterase inhibitors on the activities and protein levels of cholinesterases in the cerebrospinal fluid of patients with Alzheimer's disease: A revie w of recent clinical studies. Current Alzheimer Research, 7, 67-73. DOI: 10.2174/156720510790 274455.
27. da Silva, V. B., De Andrade, P., Kawano, D. F., Morais, P. A. B., De Almeida, J. R., Carvalho, I., Taft, C. A., & De Paula da Silva, C. H. T. (2011). In silico design and search for acetylcholinesterase inhibitors in Alzheimer's disease with a suitable pharmacokinetic profile and low toxicity. Future Medicinal Chemistry, 3, 947-960. DOI: 10.4155/fmc.11.67.
28. Davis, K. L., Thal, L. J., Gamzu, E. R., Davis, C. S., Woolson, R. F., Gracon, S. I., Drachman, D. A., Schneider, L. S., Whitehouse, P. J., Hoover, T. M., Morris, J. C., Kawas, C. H., Knopman, D. S., Earl, N. L., Kumar, V., & Doody, R. S. (1992). A double-blind, placebo-controlled multicenter study of tacrine for Alzheimer's disease. The New England Journal of Medicine, 327, 1253-1259. DOI: 10.1056/nejm1 99210293271801.
29. Dominguez, C. M., Quintanilla, A., Ocon, P., Casas, J. A., & Rodriguez, J. J. (2013). The use of cyclic voltammetry to assess the activity of carbon materials for hydrogen peroxide decomposition. Carb on, 60, 76-83. DOI: 10.1016/j.carbon.2013.03.058.
30. Du, D., Huang, X. Cai, J., & Zhang, A. (2007). Comparison of pesticide sensitivity by electrochemical test based on acetylcholinesterase biosensor. Biosensors and Bioelectronics, 23, 285-289. DOI: 10.1016/j.bios.2007.05.002.
31. Duysen, E. G., & Lockridge, O. (2011). Prolonged toxic effects after cocaine challenge in butyrylcholinesterase/plasma carboxylester ase double knockout mice: A model for butyrylcholinesterase-deficient humans. Drug Metabolism and Disposition, 39, 1321-1323. DOI: 10.1124/dmd.111.039917.
32. Dzyadevych, S. V., Arkhypova, V. N., Martelet, C., Jaffrezic-Renault, N., Chovelon, J. M., El'skaya, A. V., & Soldatkin, A. P. (2004 a ). Potentiometric biosensors based on ISFETs and immobilized cholinesterases. Electroanalysis, 16, 1873-1882. DOI: 10.1002/elan.200403075.
33. Dzyadevych S. V. Arkhypova V. N. Soldatkin A. P. El'skaya A. V., Martelet, C., & Jaffrezic-Renault, N.( 2004b ). Enzyme biosensor for tomatine detection in tomatoes. Analytical Letters 37 1611-16 24 10.1081/al-120037591.
34. Ellman, G. L., Courtney, K. D., Andres, V., Jr., & Featherstone, R. M. (1961). A new and rapid colorimetric determination of acetylcholinesterase activity. Biochemical Pharma cology, 7, 88-95.
35. Eyer, P., Worek, F., Kiderlen, D., Sinko, G., Stuglin, A., Simeon-Rudolf, V., & Reiner, E. (2003). Molar absorption coefficients for the reduced Ellman reagent: Reassessment. Analytical Biochemistry, 312, 224-227. DOI: 10.1016/s0003-2697(02)00506-7.
36. Fania, L., Zampetti, A., Guerriero, G., & Feliciani, C. (2012). Alteration of cholinergic system in keratinocytes cells produces acantholysis: A possible use of cholinergic drugs in Pemphigus vulgaris. Anti-Inflammatory and Anti-Allergy Agents in Medicinal Chemistry, 11, 238-242. DOI: 10.2174/1871523011202030238.
37. Fee, C. J. (2013a). Lab el-free, real-time interaction and adsorption analysis 1: Surface plasmon resonance. Methods in Molecular Biology, 996, 287-312. DOI: 10.1007/978-1-62703-354-1-17.
38. Fee, C. J. (2013b). Label-free, real-time interac tion and adsorption analysis 2: Quartz crystal microbalance. Methods in Molecular Biology, 996, 313-322. DOI: 10.1007/978-1-62703-354-1-18.
39. Filip, J., Š ef?ovi?ova, J., Tom?ik, P., Gemeiner, P., & Tkac, J. (2011). A hyaluronic acid dispersed carbon nanotube electrode used for a mediatorless NADH sensing and biosensing. Talanta, 84, 355-361. DOI: 10.1016/j.talanta.2011.01.004.
40. Flores, F., Artigas, J., Marty, J. L., & Valdes, F. (2003). Development of an EnFET for the detection of organophosphorous and carbamate insecticides. Analytical and Bioanalytical Chemistry, 376, 4 76-480. DOI: 10.1007/s00216-003-1925-y.
41. Gao, X., Tang, G., & Su, X. (2012). Optical detection of organophosphorus compounds based on Mn-doped ZnSe ddot enzymatic catalytic sensor. Biosensors and Bioelectronics, 36 , 75-80. DOI: 10.1016/j.bios.2012.03.042.
42. GhattyVenkataKrishna, P. K., Chavali, N., & Uberbacher, E. C. (2013). Flexibility of active-site gorge aromatic residues and non-gorge aromatic residues in acetylcholinesterase. Chemical Papers, 67, 677-681. DOI: 10.2478/s11696-013-0354-4.
43. Gilson, M. K., Straatsma, T. P., McCammon, J. A., Ripoll, D. R., Faerman, C. H., Axelsen, P. H., Silman, I., & Sussman, J. L. (1994). Open "back door " in a molecular d ynamics simulation of acetylcholinesterase. Science, 263, 1276-1278.
44. Gong, J., Guan, Z., & Song, D. (2013). Biosensor based on acetylcholinesterase immobilized onto layered double hydroxides for flow injection/a mperometric detection of organophosphate pesticides. Biosensors and Bioelectronics, 39, 320-323. DOI: 10.1016/j.bios.2012.07.026.
45. Grando, S. A. (2006). Cholinergic control of epidermal cohesion. Experimental Dermatology, 15, 265-282. DOI: 10.1111/j. 0906-6705.2006.00410.x.
46. Guerrieri, A., & Palmisano, F. (2001). An acetylcholinesterase/choline oxidase-based amperometric biosensors as a liquid chromatography detec tor for acetylcholine and choline determination in brain tissue homogenates. Analytical Chemistry, 73, 2875-2882. DOI: 10.1021/ac000852h.
47. Guo, X. (2012). Surface plasmon resonance based biosensor technique: A review. Journal of Biophotonics, 5, 483-501. DOI: 10.1002/jbio.201200015.
48. Hai, N.N., Chinh, V. D., Thuy, U. T. D., Chi, T. K., Yen, N. H., Cao, D. T., Liem, N. Q., & Nga, P. T. (2013). Detection of the pestic ide by functionalised quantum dots as fluorescencebased biosensor. International Journal of Nanotechnology, 10, 137-145. DOI: 10.1504/ijnt.2013.053126.
49. Herzog, G., & Beni, V. (2013). Stripping voltammetry at microinterface arrays: A review. Analytica Chimica Acta, 769, 10-21. DOI: 10.1016/j.aca.2012.12.031.
50. Holtje, H. D., & Kier, L. B. (1975). Nature of anionic or ?-site of cholinesterase. Journal of Pharmaceutical Sciences, 64, 418-420. DOI: 10.1002/jps.2600640313.
51. Homola, J. (2003). Present and future of surface plasmon resonance biosensors. Analytical and Bioanalytical Chemistry, 377, 528-539. DOI: 10.1007/s00216-003-2101-0.
52. Hoskovcova, M., Dubina, P., Halamek, E., & Kobliha, Z. (2011). Identification of pairs of organophosphorus warfare agents through cholinesterase reaction. Analytical Letters, 44, 2521-2529. DOI: 10.1080/00032719.2011.551860.
53. Hou, S., Ou, Z., Chen, Q., & Wu, B. (2012). Amperometric acetylcholine biosensor based on self-assembly of gold nanoparticles and acetylcholinesterase on the sol-g el/multiwalled carbon nanotubes/choline oxidase composite-modified platinum electrode. Biosensors and Bioelectronics, 33, 44-49. DOI: 10.1016/j.bios.2011.12.014
54. Huang X. Tu H. Zhu D. Du D.Zha ng, A. 2009 A gold nanoparticle labeling strategy for the sensitive kinetic assay of the carbamate-acetylcholinesterase interaction by surface plasmon resonance Talanta 781036-1042 10.1016/j.talanta.2009.01.018.
55. Ishige, Y., Takeda, S., & Kamahori, M. (2010). Direct detection of enzyme-catalyzed products by FET sensor with ferrocenemodified electrode. Biosensors and Bioelectronics, 26, 1366-1372. DOI: 10.1016/j.bios.2010.07.053.
56. Jogani, V. V., Shah, P. J., Misra, A. R., Mishra, P., & Mishra, A. K. (2007). Nose-to-brain delivery of tacrine. Journal of Pharmacy and Pharmacology, 59, 1199-1205. DOI: 10.1211/jpp.59.9.0003.
57. Johnson, G., & Moore, S. W. (2006). The peripheral anionic site of acetylcholinesterase: Structure, functions and potential role in rati onal drug design. Current Pharmaceutical Design, 12, 217-225. DOI: 10.2174/138161206775193127.
58. Kairdolf, B. A., Smith, A. M., Stokes, T. H., Wang, M. D., Young, A. N., & Nie, S. (2013). Sem iconductor quantum dots for bioimaging and biodiagnostic applications. Annual Review of Analytical Chemistry, 6, 143-162. DOI: 10.1146/annurev-anchem-060908-155136.
59. Khaled, E., Hassan, H. N. A., Mohamed, G. G., Ragab, F. A., & Seleim, A. E. A. (2010). Disposable potentiometric sensors for monitoring cholinesterase activity. Talanta, 83, 357-363. DOI: 10.1016/j.talanta.2010.09.020.
60. Khan, I., Samad, A., Khan, A. Z., Habtemariam, S., Badshah, A., Abdullah, S. M., Ullah, N., Khan, A., & Zia-Ul-Haq, M. (2013). Molecular interactions of 4-acetoxy-plakinamine B with peripheral anionic and other catalytic subsites of the aromatic gorge of acetylcholinesterase: Computational and structural insights. Pharmaceutical Biology, 51, 722-727. DOI: 10.3109/13880209.2013.764329.
61. Knapp, M. J., Gracon, S. I., Davis, C. S., Solomon, P. R., Pendlebury, W. W., & Knopman, D. S. (1994). Efficacy and safety of high-dose tacrine: A 30-week evaluation. Alzheimer Disease and Associated Disorders, 8, S22-S31. DOI: 10.1097/00002093-199424000-00003.
62. Lane, J. E., Shivers, J. P., & Zisser, H. (2013). Continuous glucose monitors: Current status and future developments. Current Opinion in Endocrinology Diabetes and Obesity, 20, 106-111. DOI: 10.1097/med.0b013e32835edb9d.
63. Liao, J., Norgaard-Pedersen, B., & Brodbeck, U. (1993). Subunit association and glycosylation of acetylcholinesterase from monkey brain. Journal of Neurochemistry, 61, 1127-1134. DOI: 10.1111/j.1471-4159.199 3.tb03629.x.
64. Lilienfeld, S. (2002). Galantamine-A novel cholinergic drug with a unique dual mode of action for the treatment of patients with Alzheimer's disease. CNS Drug Reviews, 8, 159-176. DOI: 10.1111/j.1 527-3458.2002.tb00221.x.
65. Litescu, S. C., Eremia, S., & Radu, G. L. (2010). Biosensors for the determination of phenolic metabolites. Advances in Experimental Medicine and Biology, 698, 234-240. DOI: 10.1007/978-1-4419-7347-4 17.
66. Liu, J., Zhang, H. Y., Tang, X. C., Wang, B., He, X. C., & Bai, D. L. (1998). Effects of synthetic (-)-huperzine A on cholinesterase activities and mouse water maze performance. Acta Pharmacologica Sinica, 19, 413-416.
67. Lockridge, O., Bartels, C. F., Vaughan, T. A., Wogn, C. K., Norton, S. E., & Johnson, L. L. (1987). Complete amino acid sequence of human serum cholines terase. The Journal of Biological Chemistry, 262, 549-557.
68. Luo, W., Li, Y. P., He, Y., Huang, S. L., Li, D., Gu, L. Q., & Huang, Z. S. (2011). Synthesis and evaluation of heterobivalent tacr ine derivatives as potential multi-functional anti-Alzheimer agents. European Journal of Medicinal Chemistry, 46, 2609-2616. DOI: 10.1016/j.ejmech.2011.03.058.
69. Marrs, T. C. (1993). Organophosphate poisoning. Pharmacology & Therapeutics, 58, 51-66. DOI: 10.1016/0163-7258(93)90066-m.
70. Masson, P., Froment, M. T., Gillon, E., Nachon, F., Darvesh, S., & Schopfer, L. M. (2007). Kinetic analysis of butyrylcholinesterase-catalyzed hydrolysis of acetanilides. Biochim ica Biophysica Acta (BBA)-Prot eins and Proteomics, 1774, 1139-1147. DOI: 10.1016/j.bbapap.2007.06.004.
71. Massoulie, J., Anselmet, A., Bon, S., Krejci, E., Legay, C., Morel, N., & Simon, S. (1999). The polymorphism of a cetylcholinesterase: Post-translational processing, quaternary associations and localization. Chemico-Biological Interactions, 119-120, 29-42. DOI: 10.1016/s0009-2797(99)00011-3.
72. Mazzanti, C. M., Spanevello, R. M., Obregon, A., Pereira, L. B., Streher, C. A., Ahmed, M., Mazzanti, A., Gra?ca, D. L., Morsch, V. M., & Schetinger, M. R. C. (2006). Ethidium bromide inhibits rat brain acetylcholinesterase activity in vitro. Che mico-Biological Interactions, 162, 121-127. DOI: 10.1016/j.cbi.2006.05.013.
73. Meng, X., Wei, J., Ren, X., Ren, J., & Tang, F. (2013). A simple and sensitive fluorescence biosensor for detection of orga nophosphorus pesticides using H2O2-sensitive quantum dots/bi-enzyme. Biosensors and Bioelectronics, 47, 402-407. DOI: 10.1016/j.bios.2013.03.053.
74. Milkani, E., Lambert, C. R., & McGimpsey, W. G. (2011). Dire ct detection of acetylcholinesterase inhibitor binding with an enzyme-based surface plasmon resonance sensor. Analytical Biochemistry, 408, 212-219. DOI: 10.1016/j.ab.2010.09. 009.
75. Mitchell J. 2010 Small molecule immunosensing using surface plasmon resonance Sensors 10 7323-7346 10.3390/s100807323.
76. Montenegro, M. F., Moral-Naranjo, M. T., Paez De la Cadena, M., Campoy, F. J., Muñoz-Delgado, E., & Vidal, C. J. (2008 a ). Human butyrylcholinesterase components differ in aryl acylamidase activity. Biological Chemistry, 389, 425-432. DOI: 10.1515/bc.2008.041.
77. Montenegro, M. F., Moral-Naranjo, M. T., Paez De la Cadena, M., Campoy, F. J., Muñoz-Delgado, E., & Vidal, C. J. (2008 b). The level of aryl acylamidase activity displayed by human butyrylcholinesterase depends on its molecular distribution. Chemico-Biological Interactions, 175, 336-339. DOI: 10.1016/j.cbi.2008.03.007.
78. Montenegro, M. F., Moral-Naranjo, M. T., Muñoz-Delgado, E., Campoy, F. J., & Vidal, C. J. (2009). Hydrolysis of acetylthiocoline, o-nitroacetanilide and o-nitrotrifluoroacetanilide by fetal bovine serum acetylcholinesterase. FEBS Journal, 276, 2074-2083. DOI: 10.1111/j.1742-4658.2009.06942.x.
79. Nawaz , S. A., Ayaz, M., Brandt, W., Wessjohann, L. A., & Westermann, B. (2011). Cation-? and ?-? stacking interactions allow selective inhibition of butyrylcholinesterase by modified quinine and cinchonidine alkaloids. Biochemical and Biophysical Research Communications, 404, 935-940. DOI: 10.1016/j.bbrc.2010.12.084.
80. Ngeh-Ngwainbi, J., Suleiman, A. A., & Guilbault, G. G. (1990). Piezoelectric crystal biosensors. Biosensors and Bi oelectronics, 5, 13-26. DOI: 10.1016/0956-5663(90)80023-7.
81. Nichols, S. P., Koh, A., Storm,W. L., Shin, J. H., & Schoenfisch, M. H. (2013). Biocompatible materials for continuous glucose monitoring d evices. Chemical Reviews, 113, 2528-2549. DOI: 10.1021/cr300387j.
82. No, H. Y., Kim, Y. A., Lee, Y. T., & Lee, H. S. (2007). Cholinesterase-based dipstick assay for the detection of organophosphate and carbamate pesticides. Analytica Chimica Acta, 594, 37-43. DOI: 10.1016/j.aca.2007.05.008.
83. Okazaki, S., Nakagawa, H., Asakura, S., Fukuda, K., Kiuchi, H., Takahashi, S., & Shigemori, T. (1998). A re-usable biosensor for organophosphate pesticides. Denki Kagaku, 66, 615-619.
84. Ovalle, M., Stoytcheva, M., Zlatev, R., & Valdez, B. ( 2009). Electrochemical study of rat brain acetylcholinesterase inhibition by chlorofos: Kinetic aspects and analytical applications. Electrochimica Acta, 55, 516-520. DOI: 10.1016/j. electacta.2009.09.008.
85. Periasamy, A. P., Umasankar, Y., & Chen, S. M. (2009). Nanomaterials-acetylcholinesterase enzyme matrices for organophosphorus pesticides electrochemical sensors: A review. Sensors, 9, 4034-4055. DOI: 10.3390 /s90604034.
86. Pohanka, M. (2009). Monoclonal and polyclonal antibodies production-preparation of potent biorecognition element. Journal of Applied Biomedicine, 7, 115-121.
87. Pohanka, M. (2011a). Cho linesterases, a target of pharmacology and toxicology. Biomedical Papers, 155, 219-229. DOI: 10.5507/bp.2011.036.
88. Pohanka, M. (2011b). Alzheimer's disease and related neurodegenerative disorders: Implication and c ounteracting of melatonin. Journal of Applied Biomedicine, 9, 185-196. DOI: 10.2478/v10136-011-0003-6.
89. Pohanka, M. (2012a). Alpha7 nicotinic acetylcholine receptor is a target in pharmacology and toxicology. International Journal of Molecular Sciences, 13, 2219-2238. DOI: 10.3390/ijms13022219.
90. Pohanka, M. (2012b). Acetylcholinesterase inhibitors: A patent review (2008-present). Expert Opinion on Therapeutic Patents, 22, 871-886. DOI: 10.1517/13543776.2012.701620.
91. Pohanka, M. (2012c). Acetylcholinesterase based dipsticks with indoxyl acetate as a substrate for assay of organophosphates and carbamates. Analytical Letters, 45, 367-374. DOI: 10.1080/00032719.2011.644743.
92. Pohanka, M. (2012d). Antioxidants countermeasures against sulfur mustard. Mini-Reviews in Medicinal Chemistry, 12, 742-748. DOI: 10.2174/138955712801264783.
93. Pohanka, M. (2013a). Cholinesterases in biorecognition and biosensors construction: A review. Analytical Letters, 46, 1849-1868. DOI: 10.1080/00032719.2013.780240.
94. Pohanka, M. (2013b). Spectrophotomeric assay of aflatoxin B1 using acetylcholinesterase immobilized on standard microplates. Analytical Letters, 46, 1306-1315. DOI: 10.1080/00032719.2012.757703.
95. Pohanka, M. (2014). Voltammetric assa y of butyrylcholinesterase in plasma samples and its comparison to the standard spectrophotometric test. Talanta, 119, 412-416. DOI: 10.1016/j.talanta.2013.11.045.
96. Raghu, P., Kumara Swamy, B. E., Madhusudana Reddy, T., Chandrashekar, B. N., & Reddaiah, K. (2012). Sol-gel immobilized biosensor for the detection of organophosphorous pesticides: A voltammetric method. Bioelectrochemistry, 83, 19-24. DOI: 10.1016/j.bioelechem.2011.08.00 2.
97. Raghu P. Madhusudana Reddy T. Reddaiah K. Kumara Swamy B. E.Sreedhar M. 2014 Acetylcholinesterase based biosensor for monitoring of malathion and acephate in food samples: A voltammetric study Food Chemistry 142 188-196 10.1016/j.foodchem.2013.07.047.
98. Rai, D. K., & Sharma, B. (2007). Carbofuran-induced oxidative stress in mammalian brain. Molecular Biotechnology, 37, 66-71. DOI: 10.1007/s12033-007-0046-9.
99. Rainer, M. (1997). Galanth amine in Alzheimer's disease: A new alternative to tacrine? CNS Drugs, 7, 89-97. DOI: 10.2165/00023210-199707020-00001.
100. Rajan, Chand, S., & Gupta, B. D. (2007). Surface plasmon resonance based fiber-optic s ensor for the detection of pesticide. Sensors and Actuators B: Chemical, 123, 661-666. DOI: 10.1016/j.snb.2006.10.001.
101. Rampa, A., Belluti, F., Gobbi, S., & Bisi, A. (2011). Hybridbased multi-target ligands for the treatment of Alzheimer's disease. Current Topics in Medicinal Chemimstry, 11, 2716-2730. DOI: 10.2174/156802611798184409.
102. Rand, J. B. (2007, January 30). Acetylcholine. In the C. elegans research community (Ed.), WormBook. Retrieved from http://www.wormbook.org. DOI: 10.1895/wormbook.1.131. 1.
103. Ricci, F., Volpe, G., Micheli, L., & Palleschi, G. (2007). A review on novel developments and app lications of immunosensors in food analysis. Analytica Chimica Acta, 605, 111-129. DOI: 10.1016/j.aca.2007.10.046.
104. Saxena, A., Redman, A. M. G., Jiang, X., Lockridge, O., & Doctor, B. P. (1997). Differences in active site gorge dimensions of cholinesterases revealed by binding of inhibitors to human butyrylcholinesterase. Biochemistry, 36, 14642-14651. DOI: 10.1021/bi971425+.
105. Šef?ovi?ova, J., Filip, J., Mastihuba, V., Gemeiner, P., & Tkac, J. (2012). Analysis of ethanol in fermentation samples by a robust nanocomposite-based microbial biosensor. Biotechnology Letters, 34, 1033-1039. DOI: 10.1007/s10529-012-0875-x.
106. Shafferman, A., Kronman, C., Flashner, Y., Leitner, M., Grosfeld, H., Ordentlich, A., Gozes, Y., Cohen, S., Ariel, N., Barak, D., Harel, M., Silman, I., Sussman, J. L., & Velan, B. (1992). Mutagenesis of human acetylcholinesterase. Identification of residues involved in catalytic activity and in polypeptide folding. The Journal of Biological Chemistry, 267, 17640-17648.
107. Silman, I., & Sussman, J. L. (2008). Acetylcholinesterase: How is structure related to function? Chemico-Biological Interactions, 175, 3-10. DOI: 10.1016/j.cbi.2008.05.035.
108. Š ipova, H., & Homola, J. (2013). Surface plasmon resonance sensing of nucleic acids: A review. Analytica Chimica Acta, 773, 9-23. DOI: 10.1016/j.aca.2012.12.040.
109. Squellerio, I., Caruso, D., Porro, B., Veglia, F., Tremoli, E., & Cavalca, V. (2012). Dir ect glutathione quantification in human blood by LC-MS/MS: Comparison with HPLC with electrochemical detection. Journal of Pharmaceutical and Biomedical Analysis, 71, 111-118. DOI: 10.1016/j.jpba.2012.08.013.
110. Srinivasa n, T. G., & Vasudeva Rao, P. R. (2014). Free acidity measurement-A review. Talanta, 118, 162-171. DOI: 10.1016/j.talanta.2013.10.017.
111. Stoytcheva, M., Zlatev, R., Valdez, B., Magnin, J. P., & Velkova, Z. (2006). Electrochemical sensor based on Arthrobacter globiformis for cholinesterase activity determination. Biosensors and Bioelectronics, 22, 1-9. DOI: 10.1016/j.bios. 2005.11.013.
112. Stoytcheva, M., Zlatev, R., Velkova, Z., Valdez, B., Ovalle, M., & Petkov, L. (2009). Hybrid electrochemical biosensor for organophosphorus pesticides quantification. Electrochimica Acta, 54, 1721-1727. DOI: 10.1016/j.electacta.2008.09.063.
113. Tayeb, H. O., Yang, H. D., Price, B. H., & Tarazi, F. I. (2012). Pharmacotherapies for Alzheimer's disease: Beyond cholinesterase inhibitors. Pharmacology & Therapeut ics, 134, 8-25. DOI: 10.1016/j.pharmthera.2011.12.002.
114. Thomsen, T., & Kewitz, H. (1990). Selective inhibition of human acetylcholinesterase by galanthamine in vitro and in vivo. Life Sciences, 46, 1553-1558. DOI: 10.1016/0024-3205(90)90429-u.
115. Tipple, T. E., & Rogers, L. K. (2012). Methods for the determination of plasma or tissue glutathione levels. Methods in Molecular Biology, 889, 315-324. DOI: 10.1007/978-1-61779-867-2 20.
116. Turner, A. P. F. (2013). Biosensors: Sense and sensibility. Chemical Society Reviews, 42, 3184-3196. DOI: 10.1039/c3cs355 28d.
117. Venkatasubban, K. S., Johnson, J. L., Thomas, J. L., Fauq, A., Cusack, B., & Rosenberry, T. L. (2005). Steric effects in the decarbamoylation of carbamoylated acetylcholinesterases. Chemico-Biological Interactions, 157-158, 433-434. DOI: 10.1016/j.cbi.2005.10.094.
118. Villatte F. Bachman T. T. Hussein A. S. Schmid R. D. 2001 Acetylcholinesterase assay for rapid expression screening in liquid and solid media Bi oTechniques 30 81-86.
119. Wang, C. L., Wei, L. Y., Yuan, C. J., & Hwang, K. C. (2012). Reusable amperometric biosensor for measuring protein tyrosine kinase activity. Analytical Chemistry, 84, 971-977. DOI: 10.1021/ac202369d.
120. Wong, D. M., Greenblatt, H. M., Dvir, H., Carlier, P. R., Han, Y. F., Pang, Y. P., Silman, I., & Sussman, J. L. (2003). Acetylcholinesterase complexed with bivalent ligands related to huperzine A: Experimental evidence for species-dependent protein-ligand complementarity. Journal of the American Chemical Society, 125, 363-373. DOI: 10.1021/ja021111w.
121. Xin, Q., & Wightm an, R. M. (1997). Transport of choline in rat brain slices. Brain Research, 776, 126-132. DOI: 10.1016/s0006-8993(97)00996-7.
122. Yang, H. (2012). Enzyme-based ultrasensitive electrochemical biosensors. Current Opinion in Chemical Biology, 16, 422-428. DOI: 10.1016/j.cbpa.2012.03.015.
123. Yang, Z. Z., Zhang, Y. Q., Wu, K., Wang, Z. Z., & Qi, X. R. (2012). Tissue distribution and pharmacodynamics of rivastig mine after intranasal and intravenous administration in rats. Current Alzheimer Research, 9, 315-325. DOI: 10.2174/156720512800107528.
124. Yang, Y., Fu, R., Wang, H., & Wang, C. (2013a). Carbon nanofibers d ecorated with platinum nanoparticles: A novel three-dimensional platform for non-enzymatic sensing of hydrogen peroxide. Microchimica Acta, 180, 1249-1255. DOI: 10.1007/s00604-013-1041-4.
125. Yang, L.,Wang, G., Liu, Y. , & Wang, M. (2013b). Development of a biosensor based on immobilization of acetylcholinesterase on NiO nanoparticles-carboxylic graphene-nafion modified electrode for detection of pesticides. Talanta, 113, 135-141. DOI: 10.1016/j.talanta.2013.03.025.
126. Yen, T., Nightingale, B. N., Burns, J. C., Sullivan, D. R., & Stewart, P. M. (2003). Butyrylcholinesterase (BCHE) genotyping for post-succinylcholine apnea in an Australian population. Clinical Chemistry, 49, 1297-1308. DOI: 10.1373/49. 8.1297.
127. Yotova, L., & Medhat, N. (2012). Coimmobilization of acetylcholinesterase and choline oxidase on new nanohybrid membranes obtained by sol gel technology. Biotechnology & Biotechnological Equipment, 26, 3039-3043. DOI: 10.5504/bbeq.2012.0020.
128. Yu, Q. S., Holloway, H. W., Luo, W., Lahiri, D. K., Brossi, A., & Greig, N. H. (2010). Long-acting anticholinesterases for myasthenia gravis: Synthesis and activities of quaternary phenylcar bamates of neostigmine, pyridostigmine and physostigmine. Bioorganic & Medicinal Chemistry, 18, 4687-4693. DOI: 10.1016/j.bmc.2010.05.022.
129. Zhang, J., Luo, A., Liu, P., Wei, S., Wang, G., & Wei, S. (2009). Detection of organophosphorus pesticides using potentiometric enzymatic membrane biosensor based on methylcellulose immobilization. Analytical Sciences, 25, 511-515. DOI: 10.2116/analsci.25.511.
130. Zhen g, Z., Zhou, Y., Li, X., Liu, S., & Tang, Z. (2011). Highlysensitive organophosphorous pesticide biosensors based on nanostructured films of acetylcholinesterase and CdTe quantum dots. Biosensors and Bioelectronics, 26, 3081-3085. DOI: 10.1016/j.bios.2010.12.021.
131. Zhou, Q., Yang, L., Wang, G., & Yang, Y. (2013). Acetylcholinesterase biosensor based on SnO2 nanoparticles-carboxylic graphene-nafion modified electrode for detection o f pesticides. Biosensors and Bioelectronics, 49, 25-31. DOI: 10.1016/j.bios.2013.04.037.