Please use this identifier to cite or link to this item: http://hdl.handle.net/11455/13669
標題: 以非水相毛細管電泳搭配雷射螢光偵測四環黴素類抗生素
Detection of tetracyclines at low pars per billion level using non-aqueous capillary electrophoresis with laser-induced fluorescence detector
作者: 馬滋憶
Ma, Tzu-Yi
關鍵字: capillary electrophoresis;毛細管電泳;tetracyclines;laser-induced fluorescence;CE;LIF;TC;四環黴素;雷射螢光偵測
出版社: 獸醫學系暨研究所
引用: Aga DS, O'Connor S, Ensley S, Payero JO, Snow D, Tarkalson D. Determination of the persistence of tetracycline antibiotics and their degradates in manure-amended soli using enzyme-linked immunosorbent assay and liquid chromatography-mass spectrometry. J Agric Food Chem 53: 7165-7171, 2005. Agwuh KN, MacGowan A. Pharmacokinetics and pharmacodynamics of the tetracyclines including glycylcyclines. J Antimicrob Chemother 58: 256-265, 2006. Akhter MS, Alawi SM. The effect of organic additives on critical micelle concentration of non-aqueous micellar solutions. Colloids Surf A: Physicochem Eng Aspects 175: 311-320, 2000. Andersen CR, Rupp HS, Wu WH. Complexities in tetracycline analysis-chemistry, matrix extraction, cleanup, and liquid chromatography. J Chromatogr A 1075: 23-32, 2005. Andersen WC, Roybal JE, Gonzales SA, Turnipseed SB, Pfenning AP, Kuck LR. Determination of tetracycline residues in shrimp and whole milk using liquid chromatography with ultraviolet detection and residue confirmation by mass spectrometry. Anal Chim Acta 529: 145-150, 2005. Atef M, Youssef SAH, El-Eanna HA, El-Maaz AA. Influence of aflatoxin B1 on the kinetic disposition, systemic bioavailability and tissue residues of doxycycline in chickens. Br Poult Sci 43: 528-532, 2002. Baert K, Croubels S, Gasthuys F, de Busser J, de Backer P. Pharmacokinetics and oral bioavailability of a doxycycline formulation (Doxycycline 75%) in nonfasted young pigs. J vet Pharmacol Therap 23: 45-48, 2000. Barza M, Brown RB, Shanks C, Gamble C, Weinstein L. Relation between lipophilicity and pharmacological behavior of minocycline, doxycycline, tetracycline, and oxytetracycline in dogs. Antimicrob Agents Chemother: 713-720, 1975. Beckers JL, Bocek P. Multiple effect of surfactants used as additives in background electrolytes in capillary zone electrophoresis: cetyltrimethylammonium bromide as example of model surfactant. Electrophoresis 23: 1947-1952, 2002. Blanchflower WJ, McCracken RJ, Haggan AS, Kennedy DG. Confirmatory assay for the determination of tetracycline, oxytetracycline, chlortetracycline and its isomers in muscle and kidney using liquid chromatography-mass spectrometry. J Chromatogr B 692: 351-360, 1997. Borbone S, Lupo A, Mezzatesta ML, Campanile F, Santagati M, Stefani S. Evaluation of the in vitro activity of tigecycline against multiresistant Gram-positive cocci containing tetracycline resistance determinants. Int J Antimicrob Agents. 31: 209-215, 2008. Bousquet E, Nouws J, Terlouw P, de Kleyne S. Pharmacokinetics of doxycycline in pigs following oral administration in feed. Vet Res 29: 475-485, 1998. Burdett V. Streptococcal tetracycline resistance mediated at the level of protein synthesis. J Bacteriol 165: 564-569, 1986. Casado-Terrones S, Segura-Carretero A, Simone B, Dinelli G, Fernandez-Gutierrez A. Determination of tetracycline residues in honey by CZE with ultraciolet absorbance detection. Electrophoresis 28: 2882-2887, 2007. Cheng CL, Fu CH, Chou CH. Determination of norfloxacin in rat liver perfusate using capillary electrophoresis with laser-induced fluorescence detection. J Chromatogr B 856: 381-385, 2007. Cherlet M, Schelkens M, Croubels S, Backer PD. Quantitative multi-residue analysis of tetracyclines and their 4-epimers in pig tissues by high-performance liquid chromatography combined with positive-ion electrospray ionization mass spectrometry. Anal Chim Acta 492: 199-213, 2003. Chiquina Al, Longo F, Anastasi G, Giannetti L, Cozzani R. Validation of a high-performance liquid chromatography method for the determination of oxytetracycline, tetracycline, chlortetracycline and doxycycline in bovine milk and muscle. J Chromatogr A 987: 227-233, 2003. Choma I, Grenda D, Malinowska I, Suprynowicz Z. Determination of flumequine and doxycycline in milk by a simple thin-layer chromatographic method. J Chromatogr B 734: 7-14, 1999. Cifuentes A, Bernal JL, Diez-Masa JC. Determination of critical micelle concentration values using capillary electrophoresis instrumentation. Anal Chem 69: 4271-4274, 1997. Cooper AD, Stubbings GWF, Kelly M, Tarbin JA, Farrington WHH, Shearer G. Improved method for the on-line liquid chromatographic determination of tetracycline antiviotics in animal products. J Chromatogr A 812: 321-326, 1998. Croubels SM, Vanoosthuyze YEI, Peteghem CH. Use of metal chelate affinity chromatography and membrane-based ion-exchange as clean-up procedure for trace residue analysis of tetracyclines in animal tissues and egg. J Chromatogr B 690: 173-179, 1997. Dabek-Zlotorzynska E, Piechowski M. Application of CE with novel dynamic coatings and field-amplified sample injection to the sensitive determination of isomeric benzoic acids in atmospheric aerosols and vehicular emission. Electrophoresis 28: 3526-3534, 2007. De Wasch K, Okerman L, Croubels S, De Brabander H, Van Hoof J, De Backer P. Detection of residues of tetracycline antibiotics in pork and chicken meat: correlation between results of screening and confirmatory tests. Analyst 123: 2737-2741, 1998. Dehouck P, Jaggavarapu PKR, Desmedt A, Van Schepdael A, Hoogmartens J. Intermediate precision study on a capillary electrophoretic method for chlortetracycline. Electrophoresis 25: 3313-3321, 2004. Fernandez-Gonzalez R, Garcia-Falcon MS, Simal-Gandara J. Quantitative analysis for oxytetracycline in medicated premixes and feeds by second-derivative synchronous spectrofluorimetry. Anal Chim Acta 455: 143-148, 2002. Fritz JW, Zuo Y. Simultaneous determination of tetracycline, oxytetracycline, and 4-epitetracycline in milk by high-performance liquid chromatography. Food Chem 105: 1297-1301, 2007. Furusawa N. Rapid liquid chromatographic determination of oxytetracycline in milk. J Chromatogr A 839: 247-251, 1999. Furusawa N. Sample preparation followed by HPLC under harmless 100% aqueous conditions for determination of oxytetracycline in milk and eggs. J Sep Sci 27: 552-556, 2004. Garcia-Ruiz C, Crego AL, Lavandera JL, Marina ML. Rapid separation of tetracycline derivatives and their main degradation products by capillary zone electrophoresis. Electrophoresis 22: 2775-2781, 2001. Gil EC, Van Schepdael A, Roets E, Hoogmartens J. Analysis of doxycycline by capillary electrophoresis method development and validation. J Chromatogr A 895: 43-49, 2000. Healy DP, Dansereau RJ, Dunn AB, Clendening CE, Mounts AW, Deepe GS Jr. Reduced tetracycline bioavailability caused by magnesium aluminum silicate in liquid formulations of bismuth subsalicylate. Ann Pharmacother. 31: 1460-1464, 1997. Himeno S, Kitano E, Cheaen N. Simultaneous determination of Zr (IV) and Hf (IV) by CE using precolumn complexation with a [PW11O39]7- ligand. Electrophoreisi 28: 1525-1529, 2007. Hoerr V, Ziebuhr W, Kozitskaya S, Katzowitsch E, Holzgrabe U. Laser-induced fluorescence-capillary electrophoresis and fluorescence microplate reader measurement: two methods to quantify the effect of antiviotics. Anal Chem 79: 7510-7518, 2007. Hsiao YM, Ko JL, Lo CC. Determination of tetracycline and streptomycin in mixed fungicide products by capillary zone electrophoresis. J Agric Food Chem 49:1669-1674, 2001. Huq S, Garriques M, Kallury KMR. Role of zqitterionic structures in the solid=phase extraction based method development for clean up of tetracycline and oxytetracycline from honey. J Chromatogr A 1135: 12-18, 2006. Huys G, D'Haene K, Collard JM, Swings J. Prevalence and molecular characterization of tetracycline resistance in Enterococcus isolates from food. Appl Environ Microbiol 70: 1555-1562, 2004. Ismail MM, El-Kattan YA. Disposition kinetics of doxycycline in chickens naturally infected with Mycoplasma gallisepticum. Br Poult Sci 45: 550-556, 2004. Jeon M, Kim J, Paeng KJ, Park SW, Paeng IR. Biotin-avidin mediated competitive enzyme-linked immunosorbent assay to detect residues of tetracyclines in milk. J Microc 88: 26-31, 2008. Kawata S, Sato K, Nishikawa Y, Iwama K. Liquid chromatographic determination of oxytetracycline in swine tissues. J AOAC 79: 1463-1465, 1996. Kowalski P. Capillary electrophoretic method for the simultaneous determination of tetracycline residues in fish samples. J Pharm Biomed Anal 47: 487-493, 2008. Kumar K, Thompson A, Singh AK, Chander Y, Gupta SC. Enzyme-linked immunosorbent assay for ultratrace determination of antiviotics in aqueous samples. J Environ Qual 33: 250-256, 2004. Lada MW, Kennedy RT. Quantitative in vivo monitoring of primary amines in rat caudate nucleus using microdialysis coupled by a flow-gated interface to capillary electrophoresis with laser-induced fluorescence detection. Anal Chem 68: 2790-2797, 1996. Lagarrigue M, Bossee A, Begos A, Delaunay N, Varenne A, Gareil P, Bellier B. Field-amplified sample stacking for the detection of chemical warfare agent degradation products in low-conductivity matrices by capillary electrophoresis-mass spectrometry. J Chromatogr A 1178: 239-247, 2008. Lee HJ, Lee MH, RYU PD, Lee H, CHO MH. Enzyme-linked immunosorbent assay for screening the plasma residues of tetracycline antibiotics in pigs. J Vet Med Sci 63: 553-556, 2001. Lee TT, Yeung ES. High-sensitivity laser-induced fluorescence detection of native proteins in capillary electrophoresis. J Chromatogr A 595: 319-325, 1992. Li YM, Moons H, Schepdael AV, Roet E, Hoogmartens J. Analysis of chlortetracycline and related substances by capillary zone electrophoresis: development and validation. Chromatographia 48: 576-580, 1998. Li YM, Schepdael AV, Roets E, Hoogmartens J. Optimized methods for capillary electrophoresis of tetracyclines. J Pharm Biomed Anal 15: 1063-1069, 1997. Liang Y, Denton B, Bates RB. Stability studies of tetracyclines in methanol solution. J Chromatogr A 827: 45-55, 1998. Lin CE. Determination of critical micelle concentration of surfactants by capillary electrophoresis. J Chromatogr A 1037: 467-478, 2004. Lin JM, Nakagawa M, Uchiyama K, Hobo T. Determination of Critical Micelle Concentration of SDS in Formamide by Capillary Electrophoresis Chromatographia 50: 739-744, 1999. Loetanantawong B, Suracheep C, Somasundrum M, Surareungchai W. Electrocatalytic tetracycline oxidation at a mixed-valent ruthenium oxide-ruthenium cyanide-modified glassy carbon electrode and determination of tetracyclines by liquid chromatography with electrochemical detection. Anal Chem 76: 2266-2272, 2004. Mao Q, Pawliszyn J. Capillary isoelectric focusing with whole column imaging detection for analysis of proteins and peptides. J Biochem Biophys Methods 39: 93-110, 1999. Moss S, Frost AJ. The resistance to chemotherapeutic agents of Escherichia coli from domestic dogs and cats. Vet J 61: 82-84, 1984. Moyaert H, De Graef EM, Haesebrouck F, Decostere A. Acquired antimicrobial resistance in the intestinal microbiota of diverse cat populations. Res Vet Sci 81: 1-7, 2006. Muijselaar PG, Otsuka K, Terabe S. Micelles as pseudo-stationary phases in micellar electrokinetic chromatography. J Chromatogr A 780: 41-61, 1997. Naidong W, Hua S, Roets E, Hoogmartens J. Assay and purity control of tetracycline, chlortetracycline and oxytetracycline in animal feeds and premixes by TLC densitometry with fluorescence detection. J Pharm Biomed Anal 33: 85-93, 2003. Navarro NP, Morais S, Maquieira A, Puchades R. Synthesis of haptens and development of a sensitive immunoassay for tetracycline resides application to honey samples. Anal Chim Acta 594: 211-218, 2007. Neuvonen PJ. Interactions with the absorption of tetracyclines. Drugs 11: 45-54, 1976. Nozal L, Arce L, Simonet BM, Rios A, Valcarcel M. Rapid determination of trace levels of tetracyclines in surface water using a continuous flow manifold coupled to a capillary electrophoresis system. Anal Chim Acta 517: 89-94, 2004. Nozal L, Simonet BM, Arce L, Rios A, Valcarcel M. Use of basic amphiprotic organic solvents neutral-surfactant aggregates as pseudostationary phase in non-aqueous capillary electrophoresis. Anal Chim Acta 560: 69-76, 2006. Oka H, Ikai Y, Hayakawa J. Improvement of chemical analysis of antibiotics. Part XIX: determination of tetracycline antibiotics in milk by liquid chromatography and thin-layer chromatography/fast atom bombardment mass spectrometry. J AOAC Int 77: 891-895,1994. Oka H, Ito Y, Matsumoto H. Chromatographic analysis of tetracycline antibiotics in foods. J Chromatogr A 882: 109-133, 2000. Ole-Mapenay IM, Mitema ES, Maitho TE. Aspects of the pharmacokinetics of doxycycline given to healthy and pneumonic east African dwarf goats by intramuscular injection. Vet Res Commun 21: 453-462, 1997. Orth P, Saenger W, Hinrichs W. Tetracycline-chelated Mg2+ ion initiates helix unwinding in Tet repressor induction. Biochemistry 38: 191-198, 1999. Pastor-Navarro N, Morais S, Maquieira A, Puchades R. Synthesis of haptens and development of a sensitive immunoassay for tetracycline residues application to honey samples. Anal Chim Acta 594: 211-218, 2007. Percy DH, Black WD. Pharmacokinetics of tetracycline in the domestic rabbir following intravenous or oral administration. Can J Vet Res 52: 5-11, 1988. Riddick L, Brumley WC. Capillary electrophoresis with laser-induced fluorescence. Methods Mol Biol 384: 119-134, 2008. Roberts MC. Tetracycline resistance determinants: mechanism of action, regulation of expression, genetic mobility, and distribution. FEMS Microbiol Rex 19: 1-24, 1996. Ruiz CG, Crego AL, Lavandera JL, Marina ML. Rapid separation of tetracycline derivatives and their main degradation products by capillary zone electrophoresis. Electrophoresis 22: 2775-2781, 2001. Saivin S, Houin G. Clinical pharmacokinetics of doxycycline and minocycline. Clin Pharmacokinet 15: 355-366, 1988. Santos SM, Henriques M, Duarte AC, Esteves VI. Development and application of a capillary electrophoresis based method for the simultaneous screening of six antibiotics in spiked milk samples. Talanta 71: 731-737, 2007. Schanappinger D, Hillen W. Tetracyclines: antiviotic action, uptake, and resistance mechanisms. Arch Microbiol 165: 359-369, 1996. Schneider MJ, Darwish AM, Freeman DW. Simultaneous multiresidue determination of tetracyclines and fluoroquinolones in catfish muscle using high performance liquid chromatography with fluorescence detection. Anal Chim Acta 586: 269-274, 2007. Shihabi ZK. Stacking in capillary electrophoresis. J Chromatogr A 902: 107-117, 2000. Soler P, Sanz RG, Bleda MJ, Hernandez G, Echeita A, Usera MA. Antimcrobial resistance in non-typhoidal Salmonella from human sources. J Antimicrob Chemother 38: 310-314, 2006. Speer BS, Bedzyk L, Salyers AA. Evidence that novel tetracycline resistance gene found on two bacteroides transposons encodes an NADP-requiring oxidoreductase. J Bacteriol 173: 176-183, 1991. Tachon R, Pichon V, Borgne MBL, Minet JJ. Comparison of solid-phase extraction sorbents for sample clean-up in the analysis of organic explosives. J Chromatogr A 1185: 1-8, 2008. Tavares MFM, McGuffin VL. Separation and characterization of tetracycline antibiotics by capillary electrophoresis. J Chromatogr A 686: 129-142, 1994. Tjornelund J, Hansen SH, Determination of impurities in tetracycline hydrochloride by non-aqueous capillary electrophoresis. J Chromatogr A 737: 291-300, 1996. Tjornelund J, Hansen SH. Use of metal complexation in non-aqueous capillary electrophoresis systems for the separation and improved detection of tetracyclines. J Chromatogr A 779: 235-243, 1997. Valverde RS, Garcia MDG, Galera MM, Goicoechea HC. Determination of tetracyclines in surface water by partial least squares using multivariate calibration transfer to correct the effect of solid phase preconcentration in photochemically induced fluorescence signals. Anal Chim Acta 562: 85-93, 2006. Vega D, Agüí L, González-Cortés A, Yáñez-Sedeño P, Pingarrón JM. Voltametry and amperometic detection of tetracyclines at multi-wall carbon nanotube modified electrodes. Anal Bioanal Cem 389: 951-958, 2007. Vinas P, Balsalobre N, Lopez-Erroz C, Hernandez-Cordoba M. Liquid chromatography with ultraviolet absorbance detection for the analysis of tetracycline residues in honey. J Chromatogr A 1022: 125-129, 2004. Wang S, Yang P, Cheng Y. Analysis of tetracycline residues in bovine milk by CE-MS with field-amplified sample stacking. Electrophoresis 28: 4173-4179, 2007. Ward VL, Khaledi MG. Nonaquoeus capillary electrophoresis wuth laser induced fluorescence detection. J Chromatogr B 718: 15-22, 1998. Wedel SD, Bender JB, Leano FT, Boxrud DJ, Hedberg C, Smith KE. Antimicrobial-drug susceptibility of human and animal Salmonella Typhimurium, Minnesota, 1997-2003. Emerg Infect Dis 11: 1899-1906, 2005. Welling PG, Koch PA, Lav CC. Bioavailability of tetracycline and doxycycline in fasted and non-fasted subjects. Antimicrob Agents Chemother 11: 462-469, 1977. Xiong S, Han H, Zhao R, Chen Y, Liu G. Capillary electrophoresis of catecholamines with laser induced fluorescence intensified charge-coupled device detection. Biomed Chromatogr 15: 83-88, 2001. Yang S, Cha J, Carlson K. Simultaneous extraction and analysis of 11 tetracycline and sulfonamide antibiotics in influent and effluent domestic wastewater by solid-phase extraction and liquid chromatography-electrospray ionization tandem spectrometry. J Chromatogr A 1097: 40-53, 2005. Zhang Y, Lu S, Liu W, Zhao C, Xi R. Preparation of anti-tetracycline antibodies and development of an indirect heterologous competitive competitive enzyme-linked immunosorvent assay to detect residues of tetracycline in milk. J Agric Food Chem 55: 211-218, 2007. Zhao F, Zhang X, Gan Y. Determination of tetracyclines in ovien milk high-performance liquid chromatography with a coulometric electrode array system. J Chromatogr A 1055: 109-114, 2004. Zhou J, Gerhardt GC, Baranski A, Cassidy R. Capillary electrophoresis of some tetracycline antibiotics coupled with reductive fast cyclic voltammetric detection. J Chromatogra A 839: 193-201, 1999. Zhou L, Wang W, Wang S, Hui Y, Luo Z, Hu Z. Nonaqueous capillary electrophoresis with laser-induced fluorescence detection: A case study of comparison with aqueous media. Anal Chim Acta 611: 212-219, 2008.
摘要: 
本研究主要目的為建立一個簡單有效且敏感的四環黴素類毛細管電泳(CE)偵測方法。研究採用非水相毛細管電泳法搭配雷射螢光偵測器(LIF detector)進行四環黴素類抗生素之偵測,不僅分析方法簡便且較傳統紫外光偵測方法敏感。為求進一步降低偵測極限,因而針對樣品注射方法、樣品注射時間、分析用毛細管內徑及分析緩衝液中添加界面活性劑等方向進行改良。所得之結果突破了以往毛細管電泳分析方法敏感度較差的缺點,將偵測極限降至4-40 ppb。最佳分析條件如下:10 kV電壓注射樣品90秒進入有效長度為20公分之100μm內徑毛細管中,並以含有500 mM meganesium acetate tetrahydrate及100 mM SDS之N-methylformamide溶液作為分析緩衝液,給予15 kV電壓進行分離,以發射波長488 nm之氬氣雷射,於激發波長520 nm進行偵測。依此條件,30分鐘內可完全分離3種四環黴素類波峰,其波峰出現順序分別為四環黴素(Tetracycline; TC)、羫四環黴素(Oxytetracycline; OTC)(或脫氧羥四環黴素(Doxycycline; DC))及氯四環黴素(Chlortetracycline; CTC)。波峰面積與濃度之對應關係於0.05 ppm至50 ppm間之線性關係達0.999。日內變異度及日間變異度試驗結果其標準偏差分別為1至6%及7.7至12.2%。血漿、尿液、飼料及牛奶內之四環黴素類抗生素經固相萃取步驟後則可以此方法進行殘留檢測。固相萃取管之基質回收率範圍在72.8-111%之間。若結合固相萃取之樣品濃縮,則混和四環黴素類抗生素總偵測極限(LOD)可達0.2 ppb至8 ppb之間;單一四環黴素類抗生素總偵測極限可達0.27ppb至2.67 ppb之間,為現有方法中最佳者。此方法已成功應用於偵測脫氧羥四環黴素在豬隻及雞隻之血漿內藥物濃度變化,並用以探討脫氧羥四環黴素之吸收率以及排除速率。此外,本方法亦成功應用於ELISA疑陽性動物組織中四環黴素類殘留量確認。此最佳化之CE-LIF方法不僅簡單,且具極佳的偵測極限,為一方便且可常規使用之四環黴素類抗生素檢測方法。

A capillary electrophoresis method with laser induced fluorescence detector was developed for sensitive detection of tetracyclines(TCs)in biological samples including plasma, urine, feed and milk. CE is a powerful technique for analysis of TCs because of its high efficiency, high resolution and ability to analyze high ionizable compounds. Laser induced fluorescence (LIF) is a very sensitive detection method for CE that has become very applicable due to the availability of a wide variety of fluorescent tags and lasers . Non-aqueous capillary electrophoresis (NACE) is one kind of CE modes that not only can provide sample stacking during analysis but can also enhance the LIF signal by organic solvent. In order to improve the limit of detections(LODs)of TCs, injection mode, injection times, inner diameter of analytic capillary and surfactant in analytic buffer were studied. TCs were injected at 10 kV for 90 s and separated in a 31 cm × 100 μm uncoated capillary at 15 kV and detected at 520 nm with Argon laser emitting light at wavelength of 488 nm. The run buffer contained 500 mM magnesium acetate tetrahydrate and 100 mM lauryl sulfate(SDS)dissolved in N-methylformamide. With optimized coditions, the LODs of mixed TCs could reach 4 ppb to 40 ppb, and the LODs of single TC could reach 1.33 ppb to 13.3 ppb. To purify and further improve LODs from biological samples, solid phase extraction(SPE)procedure was developed with the recoveries ranging from 72.8-111% in plasma, urine, feed and milk. Taken together the instrumental LOD and SPE concentration, the overall LODs for mixed TCs were 0.8 ppb to 8 ppb in plasma and urine, and 0.2 ppb to 2 ppb in feed and milk, with working ranges linear from 0.05 to 50 ppm. The developed CE-LIF method was proved to be less complicated and more sensitive than the best method at present. This analytic method has been successfully applied to plasma samples from swine and chicken receiving Doxycycline and to confirm suspected ELISA-positive bovine serum samples.
URI: http://hdl.handle.net/11455/13669
其他識別: U0005-2907200817582000
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