分子印迹聚合物及膜分离技术在异丙酚生物样品前处理中的应用研究
详细信息    本馆镜像全文|  推荐本文 |  |   获取CNKI官网全文
摘要
目的:制备异丙酚分子印迹固相萃取柱和适合前处理异丙酚血样的膜分离装置,建立快速、连续、实用的异丙酚血样前处理方法,并把膜分离装置和异丙酚分子印迹固相萃取柱结合起来,对之前课题组研制的异丙酚光纤荧光检测系统系统进行改进。方法:分别用热聚合法和紫外光照射法合成异丙酚分子印迹聚合物,用相转化法和紫外光引发原位聚合法制备异丙酚分子印迹膜,考察聚合物的性能、膜的形态、聚合反应机理及印迹聚合物对血浆中异丙酚的吸附;用所得聚合物制备分子印迹固相萃取柱,优化萃取柱的活化、淋洗和洗脱条件,比较了C18柱和分子印迹柱对异丙酚血浆样品的前处理效果;利用膜分离的方法来分离全血中的异丙酚,筛选出合适的膜、萃取液和泵速;把膜分离、分子印迹固相萃取和课题组之前研究的异丙酚光纤荧光检测系统结合起来,分析异丙酚的血药浓度。结果:(1)印迹聚合物选择性的结合异丙酚;紫外光照射法制得的印迹聚合物对异丙酚的结合量高于热聚合法制得的印迹聚合物;聚合温度越高,聚合反应进行的越完全,相应的聚合物的溶胀越差,表现为识别能力的降低;异丙酚和功能单体甲基丙烯酸以1:1的比例、氢键的方式缔合;当紫外灯离印迹膜5cm时,预聚溶液快速、完整的成膜;印迹聚合物从血浆中吸附出了的部分异丙酚。(2)以正己烷为活化剂,正己烷:甲苯(9:1)为淋洗剂,甲醇为洗脱剂后,分子印迹柱处理异丙酚样品的累计回收率高达99.94%;相比于C18固相萃取柱来说,MIP作为SPE的萃取材料前处理系列浓度的异丙酚血样,其线性和准确性都较好。(3)利用膜分离的方法来萃取全血中异丙酚的过程中,异丙酚血样浓度在1~20μg.ml-1范围内,选用聚醚砜超滤膜,血浆为透析液,5rpm的泵速和2min的透析时间,透析的平均回收率为25.50%,SD为0.54%。(4)选择100mg的聚合物量和5bar的进样压力在改进的异丙酚光纤荧光检测系统上分析全血中异丙酚的浓度,每分析一份样品仅需4.8分钟。结论:膜分离装置结合分子印迹固相萃取柱可以在线、快速的前处理异丙酚的全血样品,对血液无“损伤”,这对异丙酚光纤荧光检测系统来说是一个巨大的改进。
Objective: To prepare propofol molecular imprinting solid phase extraction columns and membrane separation device for pre-treatment propofol samples, establish a rapid, continuous and practical approach for pre-treating propofol blood samples,improve the fiber-optical fluorescence detection system developed by item team for propofol with membrane separation device integrated with molecularly imprinted solid phase extraction columns. Method: Synthesis of molecularly imprinted polymers with propofol as template by thermal and UV polymerization,preparation of propofol molecularly imprinted membrane with phase inversion and UV-triggered in-situ polymerization, study of the performance of polymers, the morphology of membrane, the reaction mechanism of polymerization and the adsorption of propofol in plasma adsorbed by Imprinted Polymers ;preparation of molecularly imprinted solid phase extraction columns with polymers, and optimization of activation, washing and elution conditions of extraction columns,compareation of the effects of propofol plasma samples pretreated by C18 columns and molecularly imprinted columns; separation of propofol in the whole blood with membrane separation approach, and selection of suitable membrane, extraction agent and pump speed;membrane separation and molecularly imprinted solid phase extraction integrated with fiber-optical fluorescence detection system developed by item team for propofol was used to analyze the concentration of propofol in blood. Results: (1) Imprinted polymers binded to propofol selectively; binding capacity of imprinted Polymers prepared by UV polymerization was higher than that prepared by thermal polymerization;the higher polymerization temperature, the more completive polymerization reaction, the corresponding poorer swell of the polymers, and the ability of identification decreased; propofol binded to functional monomer methyl acrylate with hydrogen bond and 1:1 ratio,when the distanse between UV lamps and imprinted membrane was 5 cm , prepolymer solution formated membrane quickly and completely; imprinted Polymer adsorbed part of propofol in plasma. (2) When n-hexane as activation, hexane: toluene (9:1) as eluent, methanol as eluting agent,the cumulative recovery of propofol samples treated by molecularly imprinted columns was 99.94%, the linear and accuracy of pre-treatment of series concentrations of propofol in blood with MISPE were better than that of C18 columns. (3)In the process of extracting propofol in whole blood with membrane separation approach, when the concentration of propofol in blood was 1 to 20μg.ml-1, the selection of polyethersulfone membrane for mesomerism and plasma for dialysis fluid, 5 rpm for the pump speed and 2 min for dialysis time, the average recovery rate of dialysis was 25.50%, SD was 0.54%. (4) 100 mg of polymer and 5 bar pressure of injection were choosen to analyze the concentration of propofol in whole blood with improved fiber-optical fluorescence detection system for propofol, only 4.8 minutes for analysis of every sample. Conclusion: Membrane separation device integrated with molecularly imprinted solid phase extraction columns can treat propofol samples in the whole blood online and rapidly, no blood "injury" ,this was a great improvement of fiber-optical fluorescence detection system for propofol.
引文
[1]李英妹,黄群,麻成金,等.微波辅助萃取鹌鹑蛋黄卵磷脂研究四川食品与发酵[J].2007,43(2) :1671-6892
    [2] Klejdus B, Lojkova L,Lapcik O,et al. Supercritical fluid extraction of isoflavones from biological samples with ultra-fast high-performance liquid chromatography/ mass spectrometry[J]. Journal of Separation Science, 2005, 28(12): 1334-1346
    [3] Zwir-Ferenc A,Biziuk M. An analysis of pesticides and polychlorinated biphenyls in biological samples and foods[J].Critical reviews in analytical chemistry, 2004,34(2): 95-103
    [4]樊祥,方晓明,陈迪,等.一兴奋剂残留物检测技术的进展评述[J].理化检验:化学分册,2006,42(5):407-411
    [5] Prasad BB,Sharma PS,Lakshmi D.Molecularly imprinted polymer-based solid-phase extraction combined with molecularly imprinted polymer-based sensor for detection of uric acid[J]. Journal of Chromatography. A,2007,1173(1-2):18-26
    [6] Yang R; Xie W. Determination of cannabinoids in biological samples using a new solid phase micro-extraction membrane and liquid chromatography-mass spectrometry[J]. Forensic science international, 2006, 162, (1/3): 135-139.
    [7]许志峰,刘岚,邓芹英.双酚A的分子烙印聚合物的制备和结合特性的研究[J].中山大学学报:自然科学版,2005,44(3):51-55
    [8]郭洪声,何锡文,甘源,等.药物甲氧苄氨嘧啶分子模板聚合物膜的选择性结合及透过性质的研究[J].化学学报,2001,59(2):262-267
    [9] JunYang,YanHu,JibaoCai,etal.A new molecularly imprinied polymer for selective extraction of cotnine from urine samples by solid-Phase extration[J].Anal Bioanal Chem,2005,9(15):36-41
    [10]陈小霞,岳振峰,郑卫平,等.氯霉素分子烙印固相萃取柱的制备及萃取条件优化[J].华南理工大学学报:自然科学版,2004,32(7):51-55
    [11] Sellergren B. Direct Drug Determination by Selective Sample Enrichment on an Imprinted Polymer[J]. Anal. Chem. 1994,66(9):1678-1582
    [12]刘路.膜分离技术在林可霉素发酵液分离浓缩中的应用[J].水处理技术,2000, 26(3):169-171
    [13] Shon H K,Vigneswaran S,Kim IS,et al. Effect of pretreatment on the fouling of membranes: application in biologically treated sewage effluent[J].Journal ofMembrane Science,2004,234(1- 2):111-120
    [14]刘昌胜.微滤过程中的膜污染与清洗[J].膜科学与技术,1996,16(2):25-30
    [15]王继先,岳鹏翔,张肇鲲,等.超滤澄清海螺报春花提取液的研究[J].包装与食品机械,2000,18(6):15
    [16]张业旺.超滤处理刺五加提取液[J].水处理技术,2001,27(2):99-102
    [17] GAREMA A. Selective separation of amion acids with a charged inorganic memb- rane in Nanfiltration membranes:Effect of physicochemical parameters on selectivity[J].Biotech and Bioeng,1997,54(4) :291-302
    [18] GAREMA A. Ionic interactions in nanofiltration ofβ-caseun peptides[J].Biotech and Bioeng,1998,57(1) :109-117
    [19] Song Wonho,Ravindran Varadarajan,Koel Bruce E,et al.Nanofiltration of natural organic matter with H2O2/UV pretreatment: fouling mitigation and membrane surface characterization[J].Journal of Membrane Science,2004,241:143- 160
    [20] Le Gouellec,Yann A,Elimelech.Calcium Sulfate (gypsum) Scaling in Nanofiltration of Agricultural Drainage Water[J].Membr. Sci.,2002,205:113-126
    [21]王树勋,王立蓉.反渗透技术研究现状[J].甘肃科技,2005,21(12):187-188
    [22]魏扬程,周志宏.反渗透水处理设备在水处理中的应用[J].中国卫生工程学,2005, 4(4):246-248
    [23] Laurent B,Monica A F. Electrodialysis of calcium and carbonate high concentration solutions and impact on composition in cations of membrane fouling[J].J Colloid Interface Sci ,2005 ,286(2):639- 646
    [24] Shaposhnik V A ,Zubets N N ,Strygina I P, et al . High demineralization of drinking water by electrodialysis without scaling on the membranes[J]. Desalination,2002, 145(1/ 2/ 3):329- 332
    [25] Okazaki K. Application of plasma chemistry to the highly efficient utilization of energy[A]. In : Hirai . Proc of the int symp on CO2 fixation and efficient utilization of energy[C].Tokyo,Japan : Elsevier,1993,37- 42
    [26] Sergey M,Borisov,Otto S. Wolfbeis. Temperature-Sensitive Europium(III) Probes and Their Use for Simultaneous Luminescent Sensing of Temperature and Oxygen[J]. A- nalytical Chemistry ,2006,78(14):5094-5101
    [27] Yang R H,Wang K M,Long L P,et al. A selective PVC membrane for di- or trinitrophenol based on N,N-dibenzyl-3,3',5,5'-tetramethylbenzidine[J]. Analyst, 2002, 127(1):119-124
    [28] Yeganeh MH,Ramzan I.Determinnation of propofol in rat whole blood and plasmaby high-performance liquid chromatography[J].Chromatogr B Biomed Sci Appl, 1997, 691(2):478-482
    [29] F Beaudry, SA Guénette, A Winterborn,et al.Development of a rapid and sensitive LC-ESI/MS/MS assay for the quantification of propofol using a simple off-line dansyl chloride derivatization reaction to enhance signal intensity[J].Pham Biomed Anal,2005,39(9):411-417
    [30]郑宏,曹兴华,王江,等.气相色谱法-质谱法测定异丙酚的血药浓度[J].中华麻醉学杂志,2004,24(17):71-72
    [31]曹兴华,郑宏,王江,等.气相色谱-质谱法测定丙迫酚血浆和全血浓度的比较[J].临床麻醉学杂志,2004,20(7):405-407
    [32]路丽华,张惠,高蓉,等.荧光检测异丙酚血药浓度[J].第四军医大学学报,2005, 25(11):12-16
    [33]丁海燕,李莉,陈坚,等.PH值对异丙酚甲醇溶液及人血浆荧光性质的影响[J].新疆医科大学报,2007,30(6):606-608.
    [34] Miruna Petcu,Janine Cooney,Christian Cook,Denis Lauren,Peter Schaare,Pat Holland. Molecular imprinting of a small substituted phenol of biological importance[J]. Analytica Chimica Acta,2001,435 (1):49–55
    [35]杨座国,许振良.紫外光聚合法制备L-DBTA手性分子印迹聚合物的研究[J].功能高分子学,2005,18(3):43-46
    [36] Hong Ying Wang,Takaomi Kobayashi,Takahiro Fukaya,Nobuyuki Fujii.Molecular Imprint Membranes Prepared by the Phase Inversion Precipitation Technique. 2. Influence of Coagulation Temperature in the Phase Inversion Process on the Encoding in Polymeric Membranes[J].American Chemical Society1997,13 (20): 5396 -5400
    [37]张阿慧,贺浪冲,仵文英,等.血清中普萘洛尔的固相萃取及荧光法测定[J].西安医科大学学报,1995,16(4):466-467
    [38]阎宏亮,高健,血清中美托洛尔的固相萃取及荧光法测定[J].中国新医药,2003, 21(7):71-72
    [39] S. Cohen, F. Lhuillier , Y. Mouloua,et al. Quantitative measurement of propofol and in main glucuroconjugate metabolites in human plasma using solid phase extraction– liquid chromatography–tandem mass spectrometry[J].Journal of Chromatography B, 2007,854 (1-2):165-172
    [40]黄招发.藉分子印迹固相萃取联用技术对痕量物质的识别[D].华南师范大学硕士学位论文,2005,6
    [41] L. McGaughran,BappSc, L.J. Voss.etc. Rapid measurement of blood propofol levels: A proof of concept study[J]. Clin Monit Comput,2006,20 (2): 109-115
    [42] Ryoji Kurita,Nrikuni Yabumoto,Osamu Niwa.Miniaturized one-chip electrochem- ical sensing device integrated with a dialysis membrane and double thin-layer flow channels for measureing blood samples[J].biosensors and Bioelectrotics,2006,21(1): 1649-1653
    [43]顾月清,钱志余,陶宝祺.血药浓度在位检测仪的光路设计[J].南京航空航天大学学报,1997,29(2):202-207
    [44]童珊珊,余江南,刘文英,安登魁.体内药物分析中的样品预处理技术[J].药学进展,2001,25(1):24-27
    [45]高立群.限制进入固定相及其在体内药物分析中的应用[J].药物分析,2005, 25(3):360-363
    [1] Pauling LJ. A Theory of the Structure and process of formation of antibodies[J].J Am Chem Soc ,1940 ,62(3) :2643-2657
    [2] Dickey FH. The preparation of specific adsorbents[J].Proc Natl Acad Sci , 1949, 35(5):227-229
    [3] Wulff G,Sarhan A. Use of polymers with enzyme analogues structures for the resolution of enantiomers[J].Angew Chem.Int.Ed Engl. ,1972 ,11 :341-344
    [4] Wuff G, Sarhan A , Zabrocki K. Enzyme analogue built polymers and their use for the resolution of racemates[J].Tetrahedron Lett,1973,44 :4329-4332
    [5] Norrlow O , Glad M, Mosbach K. Acrylic polymer preparation containing recognit- ion sites obtained by imprinting with substrates[J]. Chromatography , 1984 , 299 (1) :29-41
    [6] Whitcombe M J ,Rodrihuez M E ,Villar P,et a1.A new method for the introduction of recognition site functionality into polymers prepared by molecular imprinting : Synthesis and characterization of polymeric receptors for cholesterol[J].J Am Chem Soc ,1995 ,117 :7105-7111
    [7]马向霞,李文友,何锡文,等.钴离子配位分子印迹聚合物膜渗透特性的研究[J].化学学报,2005,63(18):1681-1685
    [8] Mosbach K, Ramstroem O. The Emerging Technique of Molecular Imprinting and Its Future Impact on Biotechnology[J].Biotechnology ,1996,14(2):163-170
    [9] Glad M., Reinholdsson P, Mosbach K. Molecularly imprinted composite polymers based on trimethylolpropane trimethacrylate (TRIM) particles for efficient enantiomeric separations[J]. Reactive Polymers, 1995,25(1):47-54
    [10] F Svec, JMJ Frechet.Continuous rods of macroporous polymer as high– perform- ance liquid chromatography separation media[J]. Anal Chem l992,64:820-822
    [11] Jun Matsui, Yoko Miyoshi, Otto Doblhoff-Dier,et al. A molecularly imprinted synthetic polymer receptor selective for atrazine[J].Ana1.Chem. 1995, 67: 4404- 4408
    [12] Kai Yu Yu,Tsukagoshi K,Maeda M,Takagi M., Metal ion- imprinted microspheres prepared by reorganization of the coordinating groups on the surface[J]. Analytical sciences ,1992,8(5):701-703
    [13] Kido H,Miyajma T,Tsukagoshi K,et al. Metal-ion complexation behavior of resinsprepared by a novel template polymerization technique[J].Analytical sciences , 1992, 8(6):749-753
    [14] Ken Hosoya,Kimihiro Yoshizako,Nobuo Tanaka, et al. Uniform-size macroporous polymer-based stationary phase for HPLC prepared through molecular imprinting technique[J]. Chemistry Letters, 1994,23(8):1437
    [15] Ken Hosoya, Jean M. J. Fréchet, Influence of the seed polymer on the chromatogra- phic properties of size monodisperse polymeric separation media prepared by a multi-step swelling and polymerization method[J]. Journal of Polymer Science Part A: Polymer Chemistry ,1993,31(8):2129-2141
    [16] Uezu K, Nakamura H , Goto M,et al. Novel metal ion-imprinted resins prepared by surface template polymerization with W/O emulsion[J]. Journal of chemical engine- ering of Japan,1994,27(3):436-438
    [17]罗勇,刘岚,李丽虹,等.硅胶表面茶碱分子印迹聚合物的制备和性能研究[J].中山大学学报,2005,44(6):49-53
    [18] Toyoshi Shimada, Kiyoko Nakanishi, Kensaku Morihara. Footprint Catalysis. IV. Structural Effects of Templates on Catalytic Behavior of Imprinted Footprint Cavities[J].Bulletin of the Chemical Society of Japan ,1992,65(4): 954-958.
    [19] Kensaku Morihara, Sakurako Doi, Michie Takiguchi ,et al. Footprint Catalysis VII. Reinvestigation of the Imprinting Procedures for Molecular Footprint Catalytic Cavities: The Effects of Imprinting Procedure Temperature on the Catalytic Characte- ristics[J]. Bulletin of the Chemical Society of Japan. 1993, 66(10): 2977-2982
    [20] V. P. Joshi, S. K. Karode, M. G. Kulkarni,et al. Novel separation strategies based on molecularly imprinted adsorbents[J].Chem.Eng.Sci. 1998, 53(13): 2271-2284
    [21] L Ye, PAG Cormack, K Mosbach. Molecularly imprinted monodisperse microspheres for competitive radioassay[J].Ana1.Commun,1999,36:35-38
    [22] Peter A G, Cormack, Amaia, Zurutuza Elorza. Molecularly imprinted polymers: synthesis and characterisation[J]. Journal of Chomatography B,2004,804(1): 173 - 182
    [23] Sellergren B. Imprinted chiral stationary phases in high-performance liquid chromat- ography[J].Chromagr A,2001,906(1-2):227-252
    [24] Hedborg E, Winquist F, Lundstrom I,et al. Some studies of molecularly-imprinted polymer membranes in combination with field-effect devices[J]. Sens. actuators, A Phys ,1993,37-38(9):796-799
    [25] Piletsky SA, DubeyI Y, Fedoryak D M, et a1.Substrate-selective polymeric membranes: selective transfer of nucleic acid components[J].Biopolym Kletka,1990, 6:55- 58
    [26] Sergeyeva T A,Piletsky S A,Piletska E V,et a1.In situ formation of porous molecularly imprinted polymer membranes[J]. Macromol,2003,36(19): 7352-7357
    [27] Minoura N,Idei K,Rachkov A,et a1.Molecularly imprinted polymer membranes with photo regulated template binding[J].Chem Mater,2003,15(25): 4703-4704
    [28] Yoshikawa M, Fujisawa T, Izumi J I, et a1.Molecularly imprinted polymeric Membranes involving tetrapeptide EQKL derivatives as chrial recognition sites toward amino acids[J].Anal Chem Acta,1998,365(13):517-524
    [29] Yoshikawa M, Ooi T, Izumi J I. Ahernative molecularly imprinted membranes from a derivative of natural polymer,cellulose acetate[J].J Appl Polym Sci,1999, 72(4):493- 499
    [30] Yoshikawa M, Fujisawa T, Izumi J I. Molecularly imprinted polymeric membranes having EFF derivatives as a chrial recognition site[J].Macromol Chem phys,1999, 200(6):1458-1465
    [31] Yoshikawa M, Izumi J I, Kitao T, Alternative molecular imprinting,a facile way to introduce chrial recognition sites[J].React Funct Polym,1999,42(1):93-102
    [32] Yoshikawa M, Yonetani K. Molecularly imprinted polymeric membranes with oligopeptide tweezers for optical resolution[J].2002,149(1-3):287-292
    [33] Yoshikawa M, Ooi T, Izumi J I. Novel membrane materials having EEE derivatives as chrial recognition site[J].Eur Polym J,2001,37(2):335-342
    [34] Yoshikawa M, Izumi J I. Chrial recognition sites converted from tetrapeptide derivatives adopting racemates as Print molecules[J]. MacromolBic sci, 2003,3(9): 487- 498
    [35] Kobayashi T,Wang H Y,Fujii N. Molecular Imprinting of Theophylline in Acrylonitrile-acrylic Acid Copolymer Membrane .[J]. Chemistry Letters,1995, 24(10):927
    [36] Wang H Y,Kobayashi T,Fujii N. Molecular Imprint Membranes Prepared by the Phase Inversion Precipitation Technique[J].Langmuir 1996, 12(20), 4850-4856
    [37] Hong Y W, Takaomi Kobayashi,Takahiro Fukaya. Molecular imprinting membranes prepared by the phase inversion precipitation technique. 2. Influence of coagulation temperature in the phase inversion process on the encoding in polymer- ic membranes[J]Langmuir 1997, 13, 5396-5400
    [38] Kobayashi, T,Wang, H. Y, Fujii, N. Molecular Imprint Membranes of polyacrylonitrile copolymers with different Acrylic acid segments[J].Anal Chim Acta,1998,365(1-3):81-88
    [39] Kobayashi T,Reddy P S,et al.Molecular imprinted po;ysulfone membranes having acceptor sites for Donor dibenzofuran as novel membrane adsorbents: charge transfer interaction as recognition origon[J].Chem Mater, 2002, 14(6): 2499-2505
    [40] Ramamoorthy M,Ulbricht M. Molecular imprinting of cellulose acetate– sulfonated polysulfone blend membranes for Rhodamine B by phase inversion technique[J].J Membr Sci,2003,217(1-2):207-214
    [41] Wang H Y,Kobayashi T,Fujii N,Surface molecular imprinting on photosensitive dithiocarbamoyl polyacrylonitrile membranes using photograft polymerization[J].J Chem Tech Biotechnol,1997,70(4):355-362
    [42]卢春阳,马向霞,何锡文,等.邻香草醛分子印迹聚合物膜的制备及其透过选择性质的研究[J].化学学报,2005,63(6):479-483
    [43]卢春阳,马向霞,何锡文,等.药物氟哌酸分子印迹聚合物膜的制备及其渗透性质研究[J].高等学校化学学报,2005,26(7):1356-1359
    [44]马向霞,何锡文,张茉,等.香豆素-3-羧酸分子印迹聚合物复合膜对底物的结合及渗透选择性质的研究[J].高等学校化学学报, 2006,27(7):l237-l24l
    [45] Han M,Kane R,Goto M,et a1.Discriminate surface molecular recognition sites on a micropo rous substrate:A new approach[J]. Maelomol, 2003, 36(12): 4472 -4477
    [46]史瑞雪,郭成海,张东江,等.运用电化学方法制备分子印迹聚合物膜[J].高分子材料科学与工程,2003,19(6):213-215
    [47]刘志航,宦双燕,沈国励,等.以分子印迹电聚合膜为仿生受体检测辛可宁[J].高等学校化学学报,2005,26(6):1049-1051
    [48] Tatiana A. Sergeyeva, Heike Matuschewski, Sergiy A. Piletsky,et al. Molecularly imprinted polymer membranes for substance-selective solid-phase extraction from water by surface photo-grafting polymerization[J]. Journal of Chromatography A, 2001,907(1-2):89-99
    [49] Kempe M,Mosbach K. Separation of amino acids, peptides and proteins on molecularly imprinted stationary phases[J]. Journal of Chromatography A,1995,691(2): 3l7- 323
    [50] Wang H Y,Kobayashi T,Fujii N. Molecular Imprint Membranes Prepared by the Phase Inversion Precipitation Technique[J].Langmuir 1996, 12(20), 4850-4856.
    [51] Yoshikawa M,Izumi J,Kitao T.Enantioselective Electrodialysis of N-α-Acetyltryptophans through Molecularly Imprinted Ploymeric Membranes[J].Chem Lett,1996,25(8):611- 612
    [52] Sellergren B. Direct Drug Determination by Selective Sample Enrichment on an Imprinted Polymer[J].J Anal Chem,1994,66(9):1578-1582
    [53] Matsui J,Okada M,Tsuruoka M,et a1. Solid-phase Extraction of a Triazine Herbicide Using a Molecularly Imprinted Synthetic Receptor[J]. Anal Commun, l997, 34(3): 85- 87
    [54] Vlatakis G,Andersson L,Muller R,et al. Drug assay using antibody mimics made by molecular imprinted polymer[J].Nature,l993,361(3): 645-647
    [55] Muldoon MT,Stanker LH. Molecularly Imprinted Solid Phase Extraction of Atrazine from Beef Liver Extracts[J]. Anal Chem,1997,69(5):803- 808
    [56] Kanad Das, Jacques Penelle, Vincent M. Rotello. Selective picomolar detection of hexachlorobenzene in water using a quartz crystal microbalance coated with a molecularly imprinted polymer thin film[J].2003,19(9) : 3921-3925
    [57] FENG L,LIU Y J,HU J M. Molecularly imprinted TiO2 thin film by liquid phase deposition for the determination of L-Glu-tamic-acid[J]. Langmuir, 2004, 20: 1786 -1790
    [58] Mosbach K, K Haupt, XC Liu,et al. In Molecular and Ionic Recognition with Imprinted Polymers[J].ACS symp Ser,1998,703:29-48
    [59] Kriz D,Mosbach.K. Competitive amperometric morphine sensor based on an agarose immobilised molecularly imprinted polymer[J].Ana1 Chem Acta,1995(1): 71-75
    [60] Piletsky S.A, Piletskaya.E.V, Elgerma A.V,et al. Atrazine sensing by molecularly imprinted membranes[J].Biosensors and Bioeleetronics.1995,10(9):959-964
    [61] Kriz D,Kempe M,Mosbach K.Introduction of molecularly imprinted polymers as recognition elements in conductometric chemical sensors[J].Sensors and Actuators B.1996,33(7):178-181
    [62] Hong-Seok Ji, Scott McNiven, Kazunori Ikebukuro,et al. Selective piezoelectric odor sensors using molecularly imprinted polymers[J].Chim Acta.1999,390(5): 93-100
    [63] Dario Kriz, Old Ramstrum, Anders Svensson, Klaus Mosbach. Introducing biomimetic sensors based on molecularly imprinted polymers as recognition elements[J]. Anal. Chem. 1995, 67, 2142-2144
    [64] Yin-Chu Chen, Jennifer J. Brazier, Mingdi Yan,et al. Fluorescence-basedoptical sensor design for molecularly imprinted polymers[J]. Sensors and Actuators B 102 (2004) 107–116
    [65] Piletsky.S.A., Piletskaya.E.V.,Elsknya A.V,et al. Optical Detection System for Triazine Based on Molecularly-Imprinted Polymers[J]. Analytical Letters.1997, 30(3): 445-455
    [66] George M. Murray, Amanda L. Jenkins, Anton Bzhelyansky, and O. Manuel Uy. Molecularly Imprinted Polymers for the Selective Sequestering and Sensing of Ions[J]. Johns Hopkins Apl Technical Digest, 1997,18, (4):464-472
    [67] Perchyonok V P ,Schiesser C H .On the use of 9-Borabicyclo[3,3,1]nonane as an initiator for low-temperature free-radical reductions[J].Tetrahedron Lett,1998,39: 5437-5438
    [68] FRANZ L,DICKERT, FORTH P, et al. Molecular imprinting in chemical sensing detection of aromatic and halogenated hydrocarbons as well as polar solvent vapors[J]. Fresenius J Anal Chem,1998,360:759-762
    [69] Jakusch M, Janotta M, Mizaikof B, et al. Molecularly imprinted polymers and infrared evanescent wave spectroscopy: A chemical sensors approach[J]. Anal Chem,1999,71:4786-4791
    [70] LIANG C D,PENG H,ZHUO A H, et al. Molecular imprinting polymer coated BAW bio-mimic sensor for direct determination of epinephrine[J].Anal Chem Acta , 2000, 415:135-141
    [71] Haupt K, Mosbach K. Molecularly imprinted polymers and their use in biomimetic sensors[J].Chem Rev,2000,100(7):2495-2504
    [72] Haupt K, Mosbach K. Plastic antibodies: developments and applications[J].Trends in Biotechnology, 1998,16(11):468-475
    [73] Ramstr M O ,Ye L ,Krook M, et al.Application of molecularly imprinted materials as selective adsorbents : emphasis on enzymatic equilibrium shifting and library screening[J].Chromatogra ,1998 ,47:465-469
    [74] Miruna Petcu, Peter N. Schaare, Christian J. Cook. Propofol-imprinted membranes with potential applications in biosensors[J].Analytical Chemical Acta 504(2004): 73-79
    [75] L. McGaughran, BAppSc, L.J. Voss, et al.Rapid measurement of blood propofol levels: a proof of concent study[J]Journal of Clinical Moni- toring and Computing, (2006) 20: 109–115
    [76] Andersson LI. Application of molecular imprinting to the development of aqueousbuffer and organic solvent based radioligand binding assays for (S)-propranolol[J]. Anal Chem,1996,68,111-117
    [77]谢建春,骆宏鹏,朱丽荔,等.利用分子印迹技术分离中草药活性组分[J].物理化学学报,2001,17(7):582-585

© 2004-2018 中国地质图书馆版权所有 京ICP备05064691号 京公网安备11010802017129号

地址:北京市海淀区学院路29号 邮编:100083

电话:办公室:(+86 10)66554848;文献借阅、咨询服务、科技查新:66554700