Acridine orange-induced signal enhancement effect of tyrosinase-immobilized carbon-felt-based flow biosensor for highly sensitive detection of monophenolic compounds

Analytical and Bioanalytical Chemistry

Volumn 399, Issue 3, 2011, Pages 1151-1162

  Wang, Yue ^a,b   Hasebe, Yasushi ^a  

^a SAITAMA INSTITUTE OF TECHNOLOGY   (Japan)

^b UNIVERSITY OF SCIENCE AND TECHNOLOGY LIAONING   (China)

Author keywords

Acridine orange; Carbon felt; Flow biosensor; Phenolic compounds; Signal enhancement; Tyrosinase

Indexed keywords

ACRIDINE ORANGE; CARBON FELTS; PHENOLIC COMPOUNDS; SIGNAL ENHANCEMENT; TYROSINASE;

ACTIVATED CARBON; BIOSENSORS; CHLORINE COMPOUNDS; DETECTORS; ELECTROCHEMICAL CORROSION; ELECTROCHEMICAL IMPEDANCE SPECTROSCOPY; ELECTROCHEMICAL PROPERTIES; ELECTROLYTIC REDUCTION; ENZYME IMMOBILIZATION; FELT; FELTS; METAL DRAWING; OXYGEN; PHENOLS;

ELECTROCHEMICAL ELECTRODES;

4 CHLOROPHENOL; 4-CHLOROPHENOL; 4-CRESOL; ACRIDINE ORANGE; CARBON; CARBON FIBER; CATECHOL; CATECHOL DERIVATIVE; CHLOROPHENOL; CRESOL; CYANURIC CHLORIDE; IMMOBILIZED ENZYME; MONOPHENOL MONOOXYGENASE; PARA CRESOL; TRIAZINE DERIVATIVE;

ARTICLE; CHEMISTRY; GENETIC PROCEDURES; METABOLISM; SENSITIVITY AND SPECIFICITY; SURFACE PROPERTY;

ACRIDINE ORANGE; BIOSENSING TECHNIQUES; CARBON; CATECHOLS; CHLOROPHENOLS; CRESOLS; ENZYMES, IMMOBILIZED; MONOPHENOL MONOOXYGENASE; SENSITIVITY AND SPECIFICITY; SURFACE PROPERTIES; TRIAZINES;

EID: 79251624609     PISSN: 16182642     EISSN: 16182650     Source Type: Journal    
DOI: 10.1007/s00216-010-4369-1     Document Type: Article

References (45)

1. DE Wilcox AG Porras YT Hwang K Lerch ME Winkler EI Solomon 1985 Substrate analog binding to the coupled binuclear copper active site in tyrosinase J Am Chem Soc 107 4015 4027 1:CAS:528:DyaL2MXktVart7o%3D 10.1021/ja00299a043
2. EI Solomon UM Sundaram TE Machonkin 1996 Multicopper oxidases and oxygenases Chem Rev 96 2563 2606 1:CAS:528:DyaK28Xmt1Gnu7k%3D 10.1021/cr950046o
3. F García-Molina JL Muñoz R Varón JN Rodríguez-López F García-Cánovas J Tudela 2007 A review on spectrophotometric methods for measuring the monophenolase and diphenolase activities of tyrosinase J Agric Food Chem 55 9739 9749 10.1021/jf0712301 (Pubitemid 350305154)
4. Vanneste WH, Zuberbuhler A (1974) Copper containing oxygenases. In: Nayaishi O (ed) Molecular mechanism of oxygen activation. Academic, New York
5. Lerch K (1981) Copper monooxygenases: tyrosinase and dopamine β-monooxygenase. In: Sigel H (ed) Metal ions in biological systems. Dekker, New York
6. F Ortega E Dominguez G Jönsson-Petterson L Gorton 1993 Amperometric biosensor for the determination of phenolic compounds using a tyrosinase graphite electrode in a flow injection system J Biotechnol 31 289 300 1:CAS:528:DyaK2cXht1yksLw%3D 10.1016/0168-1656(93)90075-X (Pubitemid 24037057)
7. J Wang L Fang D Lopez 1994 Amperometric biosensor for phenols based on a tyrosinase-graphite-epoxy biocomposite Analyst 119 455 458 1:CAS:528: DyaK2cXivV2isr0%3D 10.1039/an9941900455
8. P Onnerfjord J Emnesu G Marko-Varga L Gorton F Ortega E Dominguez 1995 Tyrsosinase graphite-epoxy based composite electrodes for detection of phenols Biosens Bioelectron 10 607 619 10.1016/0956-5663(95)96937-T
9. B Wang S Dong 2000 Organic-phase enzyme electrode for phenolic determination based on a functionalized sol-gel composite J Electroanal Chem 487 45 50 1:CAS:528:DC%2BD3cXmtVamtro%3D 10.1016/S0022-0728(00)00152-2
10. N Peña AJ Reiviejo JM Pingarron 2001 Detection of phenolic compounds in flow systems based on tyrosinase-modified reticulated vitreous carbon electrodes Talanta 55 179 187 10.1016/S0039-9140(01)00414-3 (Pubitemid 32734698)
11. MW Ducey Jr ME Meyerhoff 1998 Microporous gold electrodes as combined biosensor/electrochemical detectors in flowing streams Electroanalysis 10 157 162 1:CAS:528:DyaK1cXmtFanu7Y%3D 10.1002/(SICI)1521-4109(199803)10:3<157:: AID-ELAN157>3.0.CO;2-O
12. F Ortega E Domínguez E Burestedt J Emnéus L Gorton G Marko-Varga 1994 Phenol oxidase-based biosensors as selective detection units in column liquid chromatography for the determination of phenolic compounds J Chromatogr A 675 65 78 1:CAS:528:DyaK2cXltFOisLY%3D 10.1016/0021-9673(94)85261-8 (Pubitemid 24248970)
13. Z Liu Y Liu H Yang Y Yang G Shen R Yu 2005 A phenol biosensor based on immobilizing tyrosinase to modified core-shell magnetic nanoparticles supported at carbon paste electrode Anal Chim Acta 533 3 9 1:CAS:528:DC%2BD2MXit1Ogu70%3D 10.1016/j.aca.2004.10.077 (Pubitemid 40354270)
14. M Lutz E Burestedt J Emnéus H Lindén S Gobhadi L Gorton G Marko-Varga 1995 Effect of different additives on a tyrosinase based carbon paste electrode Anal Chim Acta 305 8 17 1:CAS:528:DyaK2MXkvFGnsr4%3D 10.1016/0003-2670(94)00573-5
15. A Liu I Hnma H Zhou 2005 Amperometric biosensor based on tyrsinase-conjugated polysaccharide hybrid film: selective determination of nanomolar neourotransmitters metabolite of 3,4-dihydroxyphenylacetic acid (DOPAC) in biological fluid Biosens Bioelectron 21 809 816 1:CAS:528: DC%2BD2MXhtFCjsLnN 10.1016/j.bios.2005.03.005 (Pubitemid 41476316)
16. S Liu J Yu H Ju 2003 Renewable phenol biosensor based on a tyrosinase-collodal gold modified carbon paste electrode J Electroanal Chem 540 61 67 1:CAS:528:DC%2BD3sXis1WjsA%3D%3D 10.1016/S0022-0728(02)01276-7
17. J Wang F Lu SA Kane YK Choi MR Smyth K Rogers 1997 Hydrocarbon pasting liquids for improved tyrosinase-based carbon paste phenol biosensors Electroanalysis 9 1102 1106 1:CAS:528:DyaK1cXhtFKlsrk%3D 10.1002/elan.1140091413
18. G Marko-Varga E Burestedt CJ Svensson J Emneus T Ruzgas M Lutz KK Unger 1996 Effect of HY-Zeolites on the performance of tyrosinase-modified carbon paste electrodes Electroanalysis 8 1121 1126 1:CAS:528:DyaK2sXhsl2kuw%3D%3D 10.1002/elan.1140081209
19. C Nistor J Emnéus L Gorton A Ciucu 1999 Improved stability and altered selectivity of tyrosinase based graphite electrodes for detection of phenolic compounds Anal Chim Acta 387 309 326 1:CAS:528:DyaK1MXitlGqurk%3D 10.1016/S0003-2670(99)00071-9 (Pubitemid 29172955)
20. E Burestedt A Narvaesz T Ruzgas L Gorton J Emnéus E Domínguez G Marko-Valma 1996 Rate-limiting steps of tyrosinase-modified electrodes for the detection of catechol Anal Chem 68 1605 1611 1:CAS:528:DyaK28XhvFWqtbw%3D 10.1021/ac950742o
21. M Hedenmo A Narváez E Domínguez I Katakis 1997 Improved mediated tyrosinase amperometric enzyme electrodes J Electroanal Chem 425 1 11 1:CAS:528:DyaK2sXivV2ksrY%3D 10.1016/S0022-0728(96)04966-2
22. K Kato K Kano T Ikeda 2000 Electrochemical characterization of carbon felt electrodes for bulk electrolysis and for biocatalyst-assisted electrolysis J Electrochem Soc 147 1449 1453 1:CAS:528:DC%2BD3cXisVygu78%3D 10.1149/1.1393376
23. WJ Blaedel J Wang 1979 Flow analysis on reticulated vitreous carbon electrode Anal Chem 51 799 802 1:CAS:528:DyaE1MXitFCmtLw%3D 10.1021/ac50043a006
24. AN Strohl DJ Curran 1979 Flow injection analysis with reticulated vitreous carbon flow-through electrodes Anal Chem 51 1045 1049 1:CAS:528:DyaE1MXktVajtrw%3D 10.1021/ac50043a061
25. M Khayyami G Johansson D Kriz B Xie PO Larsson B Danielsson 1996 Flow-injection determination of race hydrogen peroxide or glucose utilizing an amperometric biosensor based on glucose oxidase bound to a reticulated vitreous carbon electrode Talanta 43 957 962 1:CAS:528:DyaK28Xkt1Sqsbs%3D 10.1016/0039-9140(95)01872-7
26. U Rüdel O Geschke K Cammann 1996 Entrapment of enzyme in electropolymers for biosensors and graphite felt based flow-through enzyme reactors Electroanalysis 8 1135 1139 10.1002/elan.1140081212
27. J González-García V Montiel A Aldaz JA Conesa JR Pérez G Codina 1998 Hydrodynamic behavior of a filter-press electrochemical reactor with carbon felt as a three dimensional electrode Ind Eng Chem Res 37 4501 4511 10.1021/ie980144a
28. Y Hasebe R Imai M Hirono S Uchiyama 2007 Carbon felt-based bioelectrocatalytic flow detectors: highly sensitive amperometric determination of hydrogen peroxide using adsorbed peroxidase and thionine Anal Sci 23 71 74 10.2116/analsci.23.71
29. Y Wang Y Hasebe 2009 Carbon felt-based biocatalytic enzymatic flow-through detectors: chemical modification of tyrosinase onto amino-functionalized carbon felt using various coupling reagents Talanta 79 1135 1141 10.1016/j.talanta.2009.02.028
30. Y Wang A Okada S Moriya Y Hasebe 2010 Carbon felt-based bioelectrocatalytic flow detectors: covalent modification of tyrosinase onto a cyanuric chloride-activated carbon felt Sensor Lett 8 677 683 1:CAS:528:DC%2BC3cXhtFWgtb7K 10.1166/sl.2010.1329
31. Mason WT (1999) Fluorescent and luminescent probes for biological activity. Academic, London
32. JN Rodríguez-López JR Ros R Varón F García-Cánovas 1993 Oxygen Michaelis constant for tyrosinase Biochem J 293 859 866
33. JN Rodríguez-López J Tudela R Varón F García-Carmona F García-Cánovas 1992 Analysis of a kinetic model for melanin biosynthesis pathway J Biol Chem 267 3801 3810
34. S Naish-Byfield PA Riley 1992 Oxidation of monohydric phenol substrates by tyrosinase. An oximetric study Biochem J 288 63 67 1:CAS:528: DyaK38XmsVOlsLw%3D
35. S Naish-Byfield CJ Cooksey PA Riley 1994 Oxidation of monohydric phenol substrates by tyrosinase: effect of dithiothreitol on kinetics Biochem J 304 155 162 1:CAS:528:DyaK2MXhvVygsbg%3D
36. JR Ros JN Rodríguez-López F García-Cánovas 1993 Effect of L-ascorbic acid on the monophenolase activity of tyrosinase Biochem J 295 309 312 1:CAS:528:DyaK3sXmt1Sgsrw%3D (Pubitemid 23298342)
37. P Asuri SS Bale RC Pangule DA Shah RS Kane JS Dordick 2007 Structure, function and stability of enzymes covalently attached to single-walled carbon nanotubes Langmuir 23 12318 12321 1:CAS:528:DC%2BD2sXhtFOitb3P 10.1021/la702091c (Pubitemid 350197408)
38. P Roach D Farrar CC Perry 2005 Interpretation of protein adsorption: surface-induced conformational changes J Am Chem Soc 127 8168 8173 1:CAS:528:DC%2BD2MXktF2ltLw%3D 10.1021/ja042898o (Pubitemid 40799673)
39. Q Chi J Zhang JU Nielsen EP Friis I Chorkendorff GW Canters JET Andersen J Ulstrup 2000 Molecular monolayer and interfacial electron transfer of Pseudomonas aeruginosa Azurin on Au(111) J Am Chem Soc 122 4047 4055 1:CAS:528:DC%2BD3cXitlegs74%3D 10.1021/ja993174t (Pubitemid 30304837)
40. E Han D Shan H Xue S Cosnier 2007 Hybrid material based on chitosan and layered double hydroxides: characterization and application to the design of amperometric phenol biosensor Biomacromolecules 8 971 975 1:CAS:528: DC%2BD2sXot1ajtQ%3D%3D 10.1021/bm060897d (Pubitemid 46488480)
41. D Matulis CG Baumann VA Bloomfield RE Lovrien 1999 1-Anilino-8- naphthalene sulfonate as a protein conformation tightening agent Biopolymers 49 451 458 1:CAS:528:DyaK1MXitFGgs78%3D 10.1002/(SICI)1097-0282(199905)49:6<451: :AID-BIP3>3.0.CO;2-6 (Pubitemid 29157357)
42. MS Celej GG Montich GD Fidelio 2003 Protein stability induced by ligand binding correlates with change in protein flexibility Protein Sci 12 1496 1506 10.1110/ps.0240003 (Pubitemid 36759353)
43. DH Williams E Stephens D P.O'Brien M Zhou 2004 Understanding noncovalent interactions: ligand binding energy and catalytic efficiency from ligand-induced reductions in motion with receptors and enzymes Angew Chem Int Ed 43 6596 6616 1:CAS:528:DC%2BD2MXos1yj 10.1002/anie.200300644 (Pubitemid 40018986)
44. A Ahmad MS Akhtar V Bhakumi 2001 Monovalent cation-induced conformational change in glucose oxidase leading to stabilization of the enzyme Biochemistry 40 1945 1955 1:CAS:528:DC%2BD3MXlsFGisQ%3D%3D 10.1021/bi001933a (Pubitemid 32165663)
45. Lontie R (ed) (1984) Copper proteins and copper enzymes, vol 2. CRC Press, Boca Raton