本文關(guān)鍵詞：新型羧基BODIPY及基于BODIPY的近紅外熒光探針的設(shè)計、合成與應(yīng)用，由筆耕文化傳播整理發(fā)布。

網(wǎng)友kh6797近日為您收集整理了關(guān)于新型羧基BODIPY及基于BODIPY的近紅外熒光探針的設(shè)計、合成與應(yīng)用的文檔，希望對您的工作和學習有所幫助。以下是文檔介紹：NovelBODIPYswith carboxylsubstituentontheboroncenterandBODIPYs basedNIRfluorescentprobes:Design,Synthesis andApplicationADissertationSubmitted totheGraduateSchoolofHenanUniversityinPartial Fulfillment of theRequirementsfor theDegreeofMaster ofScienceByZhangjianSupervisor: Prof. JiangXindongandZhaoWeiliDate:May,2013I摘要***硼二吡咯甲川(BODIPY)類染料是一種性能優(yōu)越的染料,因其良好的光化學穩(wěn)定性、高摩爾消光系數(shù)、高熒光量子產(chǎn)率、分子結(jié)構(gòu)易于修飾、熒光光譜半峰寬窄、對溶劑極性和pH的耐受性好等眾多優(yōu)點而被廣泛應(yīng)用于光電器件、生物標記以及熒光探針等領(lǐng)域。在現(xiàn)代生物技術(shù)和生命科學研究的諸多檢測識別方法中,熒光分析技術(shù)由于其靈敏度高、檢測限低、選擇性好等優(yōu)點,在生物化學分析領(lǐng)域具有無法替代的作用,而熒光染料在其中扮演著極其重要的角色。本文中,設(shè)計合成了一系列新型可見光區(qū)羧酸根單雙取代的BODIPY染料,及四個基于BODIPY或Aza-BODIPY的近紅外熒光探針。羧酸根單雙取代BODIPY染料及熒光探針均經(jīng)1H-NMR、13C-NMR和HRMS等鑒定。利用紫外?可見光和熒光光譜法系統(tǒng)研究了熒光探針對目標物的識別性能及識別機理。1、利用one-pot反應(yīng),成功設(shè)計合成了十二個新型可見光區(qū)羧酸根單雙取代BODIPY染料1-12。對十二個化合物測定了紫外和熒光光譜性質(zhì),對化合物1和7,測試了pH耐受性、光化學穩(wěn)定性、水溶性、電化學性質(zhì)(循環(huán)伏安)并進行了理論計算。與母體BODIPY相比,化合物1和7的光穩(wěn)定性良好,水溶性得到提高,使其在生物檢測、靶向治療方面具有潛在的應(yīng)用。2、在BODIPY的8位引入醛基,合成了off-on型近紅外熒光探針BDT1。:H2O=4:1體系下可以同時檢測識別半胱氨酸(Cys)與同型半胱氨酸(Hcy),其熒光強度分別增強9倍、30倍。3、***基乙酸乙酯與BODIPY的8位醛基縮合,合成了off-on型近紅外熒光探針BDT2。:H2O=4:1體系下檢測識別中性小分子H2S,探針與HS?結(jié)合后,紫外吸收從683nm藍移至674nm,熒光強度增強60多倍。4、乙硫醇與BODIPY的8位醛基縮合,合成了on-off型近紅外熒光探針BDT3。:H2O=4:1體系下檢測識別Hg2+,探針與Hg2+結(jié)合后,紫外吸收從672nm紅移至769nm,熒光從690nm藍移至668nm且強度降低27倍。5、Aza-BODIPY與2,4-二硝基苯磺酰***反應(yīng),合成了off-on型近紅外熒光探針BDT4。:H2O:DMSO=79:20:1體系下檢測識別硫醇類化合物,探針與半II胱氨酸結(jié)合后,紫外吸收從717nm紅移至735nm,熒光從734nm紅移至755nm且強度增強11倍。關(guān)鍵詞:BODIPY,近紅外熒光探針,Cys,Hcy,H2S,Hg2+IIIABSTRACTBorondipyrromethene(BODIPY)asafluorophorehastremendoussuperiority,suchashighstability,bigmolarextinctioncoefficient,highfluorescencequantumyield,easilymodified,sharpabsorptionandfluorescencepeakshaveactedasgoodcandidatesforelectro-luminescentfilms,biologicallabelingand fluorescentprobes.Manydetectionmeansare applied to the researchofmodern biotechnologyandlifesciences,becauseofgoodsensitivity,lowdetectabilityandgoodselectivity,fluorescenceanalysistechnologyhasplayedanirreplaceableroleinthebioanalyticalfield.HereinaseriesofnovelBODIPYswithcarboxylandfourNIRfluorescentProbesbasedonBODIPYorAza-BODIPYweredesignedandsynthesized.poundswerecharacterizedby1HNMR,MRandHRMS.TheirphotophysicalpropertiesandresponsestoanalytesweresystematicallyinvestigatedbymeansofUV-visandfluorescencemethods.1、Byone-potreaction,twelvenovelBODIPYswithcarboxyl1-12weredesignedandsynthesized.poundsweremeasured.ThepHtolerance,photochemicalstability,awater-soluble,electrochemicalproperties(cyclicvoltammetry),pounds1and7havebetterlightstability,watersolubilityandhavepotentialapplicationsinbiologicaltestingandtargetedtherapy.2、Anoff-onNIRfluorescentprobesBDT1wassynthesizedthroughintroducingaaldehydeto8-positionofBODIPY.Cysteine(Cys)andhomocysteine(Hcy)weredetectedinsolution(:H2O=4:1)andtheirfluorescenceintensitywereenhanced9-foldand30-foldrespectively.Bydifferentresponserate,the twodetection canbedistincted.3、Anoff-onNIRfluorescentprobesBDT2wassynthesizedthroughconjugatingethylcyanoacetatewith8-aldehydeofBODIPY.H2Swasdetectedinsolution(:H2O=4:1).WhenprobereactedwithHS-,theUVabsorpti

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  本文關(guān)鍵詞：新型羧基BODIPY及基于BODIPY的近紅外熒光探針的設(shè)計、合成與應(yīng)用，由筆耕文化傳播整理發(fā)布。