水溶性阳离子柱[5]芳烃还原石墨烯复合物在荧光检测左旋肉碱中的应用研究
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摘要
采用湿化学还原法,在还原氧化石墨烯表面引入水溶性大环主体超分子柱[5]芳烃(CP5),形成复合物CP5-RGO。采用FTIR、XPS对复合物CP5-RGO进行表征。使用罗丹明123(R123)作为探针分子,CP5-RGO作为受体来构建荧光传感器,以此来检测左旋肉碱,其线性范围为0. 1～2. 0μmol/L和2. 0～25. 0μmol/L,检出限为0. 034μmol/L(S/N=3)。以牛奶为实际样品,采用加标回收方法探讨了R123@CP5-RGO传感器的实用性,其回收率为91. 0%～100. 2%,相对标准偏差(RSD)为2. 0%～2. 6%。所构建的荧光传感平台R123@CP5-RGO具有快速、灵敏、简便等优点,有望应用于实际样品的检测。
A wet-chemistry reduction method was used to introduce a water-soluble cationic pillar[5]arene( CP5) onto the graphene surface to form composite CP5-RGO.The CP5-RGO was characterized by FTIR and XPS.A novel competitive fluorescence sensing platform towards L-carnitine was developed based on the receptor CP5-RGO and probe R123.Low detection limit of 0. 034μmol/L( S/N= 3) and linear response ranges of 0. 1～2. 0 μmol/L and 2. 0～25. 0 μmol/L for L-carnitine were obtained.It was successfully utilized to detect L-carnitine in milk samples and the recoveries were in the range of 91. 0% ～ 100. 2% and RSD were in the range of 2. 0% ～ 2. 6%.The fluorescent sensor platform based on R123@ CP5-RGO holds the advantages of rapidness,simplicity,and high sensitivity,which is expected for the detection of practical samples.
A wet-chemistry reduction method was used to introduce a water-soluble cationic pillar[5]arene( CP5) onto the graphene surface to form composite CP5-RGO.The CP5-RGO was characterized by FTIR and XPS.A novel competitive fluorescence sensing platform towards L-carnitine was developed based on the receptor CP5-RGO and probe R123.Low detection limit of 0. 034μmol/L( S/N= 3) and linear response ranges of 0. 1～2. 0 μmol/L and 2. 0～25. 0 μmol/L for L-carnitine were obtained.It was successfully utilized to detect L-carnitine in milk samples and the recoveries were in the range of 91. 0% ～ 100. 2% and RSD were in the range of 2. 0% ～ 2. 6%.The fluorescent sensor platform based on R123@ CP5-RGO holds the advantages of rapidness,simplicity,and high sensitivity,which is expected for the detection of practical samples.
引文
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[20]MAO X W,LIU T,BI J H,et al.The synthesis of pillar[5]arene functionalized graphene as a fluorescent probe for paraquat in living cells and mice[J].Chem.Commun.,2016,52(23):4 385-4 388.
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[22]DEHDARI V R,YADEGARI H,SATTARAHMADY N,et al.An anodized nanostructure of Ni/Cu alloy synthesized in ethaline for electrocatalytic oxidation and amperometric determination of L-carnitine[J].J.Electroanal.Chem.,2018,815(1):134-142.
[23]LI H B,ZHANG Y,WANG X Q.L-Carnitine capped quantum dots as luminescent probes for cadmium ions[J].Sensor.Actuat.B,2007,127(2):593-597.
[24]TSENG Y T,CHANG H Y,HARROUN S G,et al.Selfassembled chiral gold supramolecules with efficient laser absorption for enantiospecific recognition of carnitine[J].Anal.Chem.,2018,90(12):7 283-7 291.
[25]WANG M H,GU J A,MANI V,et al.A rapid fluorescence detecting platform:applicable to sense carnitine and chloramphenicol in food samples[J].RSC Adv.,2014,4(109):64 112-64 118.
[26]KONG Y,YANG G F,CHEN S M,et al.Rapid and sensitive determination of L-carnitine and acetyl-L-carnitine in liquid milk samples with capillary zone electrophoresis using indirect UV detection[J].Food Anal.Methods,2018,11(1):170-177.
[2]王明鹏,张宝彤.饲料中添加肉毒碱可节约蛋白质探讨[J].中国饲料,1995,1(7):59-62.
[3]周建鸿.肉碱与婴儿配方食品[J].国外医学卫生学分册,1994,21(4):290-293.
[4]郑九芳.人体必需营养素肉碱[J].中国食品添加剂,1995,1(1):59-62.
[5]JOCHEN S,HEINZ R.A spectrophotometric method for the determination of free and esterified carnitine[J].Clin.Chim.Acta,1989,182(1):87-93.
[6]KAKOU A,MEQOULAS N C,KOUPPARIS M A.Determination of L-carnitine in food supplement formulations using ion-pair chromatography with indirect conductimetric detection[J].J.Chromatogr.A,2005,1 069(2):209-215.
[7]MAEHARA M,KINOSHITA S,WATANABE K.A simple fluorometric method for the determination of serum free carnitine[J].Clin.Chim.Acta,1988,171(2/3):311-316.
[8]MATSUMOTO K,ICHITANI Y,OGASAWARA N,et al.Precolumn fluorescence derivatization of carnitine and acylcarnitines with 4-(2-aminoethylamino)-7-nitro-2,1,3-benzoxadiazole prior to high-performance liquid chromatography[J].J.Chromatogr.A,1994,678(2):241-247.
[9]SANCHEZ-HERNANDEZ L,CASTRO-PUYANA M,GARCIA-RUIZ C,et al.Determination of L-and D-carnitine in dietary food supplements using capillary electrophoresis-tandem mass spectrometry[J].Food Chem.,2010,120(3):921-928.
[10]SANCHEZ-HERNANDEZ L,GARCIA-RUIZ C,CREGOA L,et al.Sensitive determination of D-carnitine as enantiomeric impurity of levo-carnitine in pharmaceutical formulations by electrophoresis-tandem mass spectrometry[J].J.Pharm.Biomed.Anal.,2010,53(5):1 217-1 223.
[11]GUO Y J,GUO S J,REN J T,et al.Cyclodextrin functionalized graphene nanosheets with high supramolecular recognition capability:synthesis and host-guest inclusion for enhanced electrochemical performance[J].ACSNano,2010,4(7):4 001-4 010.
[12]ZHU G B,ZHANG X,GAI P B,et al.β-Cyclodextrin non-covalently functionalized single-walled carbon nanotubes bridged by 3,4,9,10-perylene tetracarboxylic acid for ultrasensitive electrochemical sensing of 9-anthracenecarboxylic acid[J].Nanoscale,2012,4(18):5 703-5 709.
[13]晏立衡,李岫峰,钟笑兰,等.氮掺杂石墨烯-二氧化钛复合物可见光催化羧酸与缺电子烯烃加成反应探究[J].化学试剂,2014,36(9):778-780.
[14]杨铁金,富菲,汪洪财.纳米金/石墨烯修饰电极的制备及对槲皮素的测定[J].化学试剂,2014,36(2):105-108.
[15]OGOSHI T,KANAI S,FUJINAMI S,et al.para-bridged symmetrical pillar[5]arenes:their lewis acid catalyzed synthesis and host-guest property[J].J.Am.Chem.Soc.,2008,130(15):5 022-5 023.
[16]CHI X D,JI X F,XIA D Y,et al.A dual-responsive supra-amphiphilic polypseudorotaxane constructed from a water-soluble pillar[7]arene and an azobenzene-containing random copolymer[J].J.Am.Chem.Soc.,2015,137(4):1 440-1 443.
[17]DUAN Q P,CAO Y,LI Y,et al.p H-Responsive supramolecular vesicles based on water-soluble pillar[6]arene and ferrocene derivative for drug delivery[J].J.Am.Chem.Soc.,2013,135(28):10 542-10 549.
[18]YU G C,YU W,MAO Z W,et al.A pillararene-based ternary drug-delivery system with photocontrolled anticancer drug release[J].Small,2015,11(8):919-925.
[19]STRUTT N L,FORGAN R S,SPRUELL M J,et al.Monofunctionalized pillar[5]arene as a host for alkanediamines[J].J.Am.Chem.Soc.,2011,133(15):5 668-5 671.
[20]MAO X W,LIU T,BI J H,et al.The synthesis of pillar[5]arene functionalized graphene as a fluorescent probe for paraquat in living cells and mice[J].Chem.Commun.,2016,52(23):4 385-4 388.
[21]MA Y J,JI X F,XIANG F,et al.A cationic water-soluble pillar[5]arene:synthesis and host-guest complexation with sodium L-octanesulfonate[J].Chem.Commun.,2011,47(45):12 340-12 342.
[22]DEHDARI V R,YADEGARI H,SATTARAHMADY N,et al.An anodized nanostructure of Ni/Cu alloy synthesized in ethaline for electrocatalytic oxidation and amperometric determination of L-carnitine[J].J.Electroanal.Chem.,2018,815(1):134-142.
[23]LI H B,ZHANG Y,WANG X Q.L-Carnitine capped quantum dots as luminescent probes for cadmium ions[J].Sensor.Actuat.B,2007,127(2):593-597.
[24]TSENG Y T,CHANG H Y,HARROUN S G,et al.Selfassembled chiral gold supramolecules with efficient laser absorption for enantiospecific recognition of carnitine[J].Anal.Chem.,2018,90(12):7 283-7 291.
[25]WANG M H,GU J A,MANI V,et al.A rapid fluorescence detecting platform:applicable to sense carnitine and chloramphenicol in food samples[J].RSC Adv.,2014,4(109):64 112-64 118.
[26]KONG Y,YANG G F,CHEN S M,et al.Rapid and sensitive determination of L-carnitine and acetyl-L-carnitine in liquid milk samples with capillary zone electrophoresis using indirect UV detection[J].Food Anal.Methods,2018,11(1):170-177.