CN117003684A - 一种具有过氧亚硝酸盐识别功能的aie荧光探针及其制备方法和用途 - Google Patents
一种具有过氧亚硝酸盐识别功能的aie荧光探针及其制备方法和用途 Download PDFInfo
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Abstract
本发明公开了一种具有过氧亚硝酸盐识别功能的AIE荧光探针及其制备方法和用途,该探针的结构式为:本发明荧光探针具有AIE特性,可以比色及比率荧光的方式识别ONOO‑,在日光灯下探针CBD测试液的颜色由橙色变为淡黄色,在365nm紫外灯下可以观察到探针CBD的颜色由红色变成黄绿色,且在其它离子存在的情况下有很好的抗干扰性;同时该探针可以成功地应用于生物体外源性的ONOO‑离子检测,并且该荧光探针对脂滴有着很好的靶向性,有望在工业生产和临床医学中发挥重要作用,具有广阔的应用前景。
Description
技术领域
本发明涉及一种具有过氧亚硝酸盐识别功能的AIE荧光探针及其制备方法和用途,属于ONOO-离子检测和荧光分子探针领域。
背景技术
光功能材料一般情况下在聚集状态或者溶液浓度较大时荧光会被减弱或猝灭(ACQ),相较于传统的聚集导致荧光猝灭型探针,聚集诱导发光型(AIE)探针往往拥有良好的光稳定性、高信噪比和耐光漂白等优点,并且由于探针具有的AIE特性,大大提高了探针的成像效果和荧光成像寿命。有一些特定的分子材料依据分子间特殊的相互作用(形成J聚集体、非紧密堆积和分子内旋转受限等)而发生与传统光功能材料相反的聚集诱导发光的特性,此类材料作为化学传感器在与识别客体发生结合以后,会导致分子内或分子间的构型发生改变,从而导致AIE效应的变化,可以通过荧光发射的形式被察觉。近年来,聚集诱导发光材料的出现,极大地改善有机光电材料在上述器件中的性能,成为近年来有机光电材料发展的重要方向之一。与现有技术相比,本发明所述具有AIE效应的探针克服了聚集导致荧光猝灭效应,从而有更高的发光效率和信噪比。
过氧亚硝酸盐(ONOO-)是一种内源性产生的具有抗菌活性的氧化剂,是重要的生物活性氧之一,在生理和病理过程中发挥重要作用。过氧亚硝酸盐的含量变化对活细胞有显著影响,因此,对活细胞中ONOO-的检测非常重要。然而,由于其具有较高的氧化及硝化能力,研究表明,ONOO-可对许多重要的生物分子造成损伤,过量的ONOO-可导致细胞紊乱、损伤甚至死亡,从而引起多种疾病。最近的研究还发现,异常水平的ONOO-可诱导细胞膜渗透,导致细胞死亡。因此,开发一种可靠的、易于使用的方法来监测生物体中ONOO-具有重要意义。
脂滴在细胞中是一种动力学器官,以不断合成以及消耗的循环方式参与细胞的代谢过程。脂滴不仅在脂质的存储以及膜的合成和转运中起到关键作用,它还参与了脂肪酸转运、蛋白储存及降解、炎症反应、病毒复制等细胞活动过程。许多疾病,如肥胖、糖尿病和脂肪肝,都是由脂滴的过量而导致的族病。靶向脂滴的探针能够在生理和病理条件下对脂滴进行成像和跟踪,通过对脂滴功能的深度研究,可望实现这些疾病的早期诊断及有效治疗。
荧光探针技术因具有选择性好、灵敏度高、简单快速且不需要借助昂贵仪器的优点而被广泛地应用于各种离子的检测。利用紫外/荧光性能与离子浓度的关系可以对离子进行定量或定性的分析,方便、快捷,具有较高的选择性和灵敏度,非常适合于离子的实时或原位检测。基于以上原因,近年来各种结构新颖、高选择性的ONOO-离子荧光探针不断涌现。然而,同时具有聚集诱导效应、能靶向脂滴且能很好的裸眼识别ONOO-离子的多功能荧光探针尚不多见。
发明内容
本发明旨在提供一种具有过氧亚硝酸盐识别功能的AIE荧光探针及其制备方法和用途。所要解决的技术问题是通过分子设计得到能够检测ONOO-离子且可以靶向脂滴的荧光探针,且该探针是具有AIE效应的D-π-A型有机荧光材料。氰基基团具有很强的吸电子能力和结构的简单性,是光致发光荧光材料的理想受体,而且氰基基团可以在分子内部产生空间位阻并导致分子构象扭曲,使荧光团免受ACQ效应;另外,咔唑是一种具有特殊刚性结构的含氮芳香杂环,其衍生物具有许多独特的光电性质和生物活性,在本发明中咔唑基团和苯环之间通过单键连接能够有效抑制其在溶液中的旋转而获得好的AIE效果。在此,我们基于氰基的电子受体和咔唑-3-苯基的电子供体合成了一种具有AIE效应的D-π-A型有机荧光材料。本发明提出的化合物在聚集状态下显示出强烈的红色荧光,表现出明显的聚集诱导发光(增强)性质。
由于探针的识别性能与探针分子的空间结构及识别位点等因素有关,所以本发明以苯基取代的咔唑基团为荧光发色团母体,设计并合成了具有-CH=CH-结构的化合物,能产生特定的紫外及荧光现象。探针CBD中的双键可被ONOO-氧化,释放产物CB-CHO,从而导致荧光光谱蓝移。同时,分子中咔唑基团的9-位N原子上引入的丁基基团和二氰基异佛尔酮中的甲基基团有利于探针分子靶向脂滴细胞器;咔唑基团和苯环之间通过单键连接能够有效抑制其在溶液中的旋转从而获得好的AIE效果。
本发明具有过氧亚硝酸盐识别功能的AIE荧光探针,其结构式如下所示:
本发明具有过氧亚硝酸盐识别功能的AIE荧光探针的制备方法,是基于3-苯醛-9-丁基咔唑与二氰基异佛尔酮反应得到具有AIE效应的D-π-A型有机荧光材料,具体包括如下步骤:
分别称取0.33g(1.0mmol)3-苯醛-9-丁基咔唑和0.22g(1.2mmol)二氰基异佛尔酮,溶解在40mL无水乙醇中,并加入0.2mL的哌啶,80℃回流反应6h,有红色固体析出,冷却至室温,减压抽滤,粗产物用无水乙醇洗涤得到红色产物0.216g,即为目标产物,产率约43.8%。
本发明合成路线如下:
本发明具有过氧亚硝酸盐识别功能的AIE荧光探针的用途,是用于制备定性或定量检测ONOO-的检测试剂。
本发明具有过氧亚硝酸盐识别功能的AIE荧光探针能靶向脂滴。
进一步地,在含水介质中进行紫外-可见吸收光谱测定,通过溶液颜色的变化实现对ONOO-的定性或定量检测。
进一步地,在含水介质中进行荧光光谱测定,通过荧光强度的变化实现对ONOO-的定性或定量检测。
所述含水介质为二甲亚砜和水按体积比3:2构成的混合溶液。
本发明探针CBD中含有取代咔唑基团和二氰基异佛尔酮基团,其化合物结构特征是具有-CH=CH-结构,它的双键易被ONOO-氧化,释放产物CB-CHO,导致荧光光谱蓝移。
本发明荧光探针化合物可用于ONOO-离子的识别和检测,对多种离子有较强的抗干扰能力,并且本发明荧光探针化合物可与ONOO-离子混合产生明显的颜色变化现象可以实现裸眼识别和比色分析。此外,该探针能够靶向细胞中脂滴,具有较高的共定位系数。
本发明的有益效果体现在:
在实际应用中,有机发光材料大多以聚集态或薄膜形式存在,其ACQ效应在一定程度上降低了体系的灵敏度,从而限制了其在光电、传感和生物领域的应用。本发明利用氰基的强吸电子能力,与咔唑基团取代物相结合可以在分子内部产生空间位阻并导致分子构象扭曲,从而避免探针在高浓度时会发生分子间π-π堆积诱导荧光淬灭,使其具有显著的AIE效应。而具有AIE效应的荧光材料则可以在聚集态以及固体状态下发出荧光,在实际应用方面有着巨大的潜力。荧光探针在检测痕量ONOO-离子方面相比其他方法具有独特的优势,因为其具有良好选择性、灵敏性、操作简单可以于生物成像。发射波长在红外或者近红外区域的荧光染料在生物成像方面更受欢迎,因为它可以减少背景干扰、减少对生物样品的光损伤、具有深的组织穿透能力。
本发明荧光探针化合物具有多功能性,可以通过紫外-可见分光光度法和荧光光谱法分别实现对ONOO-离子的识别。本发明荧光探针化合物可用于在含水的介质中对ONOO-离子的快速裸眼识别、定量检测,而且对ONOO-离子识别具有较高的选择性和较好的抗干扰能力,并且明显的颜色变化现象可以实现裸眼识别和比色分析。在生物应用方面对探针的实用性探究表明,该探针溶液可对细胞中外源性的ONOO-离子的进行检测。在共定位实验中发现本发明的荧光探针对脂滴的特异性共定位系数高达0.88,说明本发明的探针对脂滴具有很好的靶向性。上述实验结果表明我们所合成的探针在环境监测及生物体中有良好的应用前景。
附图说明
图1(a)为化合物CBD在二甲亚砜和水体积比为3:2的混合溶液中加入不同离子的紫外吸收光谱;图1(b)为化合物CBD(10μM)在二甲亚砜和水体积比为3:2的混合溶液中加入不同分析物(3.0equiv.)的荧光发射光谱图(插图:左图为在日光灯下添加ONOO-前后CBD溶液的颜色变化,右图为在365nm紫外光下添加ONOO-前后CBD溶液的颜色变化)。
图2(a)为化合物CBD(10μM)在二甲亚砜和水体积比为3:2的混合溶液中溶液随ONOO-(0-2.0equiv.)浓度增加的紫外吸收滴定光谱;图2(b)为A460/A420与ONOO-浓度(0-7μM)之间的线性拟合图,线性系数R2=0.9964。
图3为化合物CBD(10μM)在二甲亚砜和水体积比为3:2的混合溶液中在其它分析物存在下对ONOO-紫外吸收的响应(黑色:CBD和其它分析物(3equiv.)的紫外吸收的响应;/>CBD+ONOO-和其它分析物(3equiv.)的紫外吸收的响应)。
图4(a)为化合物CBD(10μM)在二甲亚砜和水体积比为3:2的混合溶液中溶液随ONOO-(0-3.0equiv.)浓度增加的荧光滴定光谱;图4(b)为F525/F620与ONOO-浓度(0-15μM)之间的线性拟合图,线性系数R2=0.9972。
图5为荧光探针化合物CBD((10μM)在二甲亚砜和水体积比为3:2的混合溶液中在其它分析物存在下对ONOO-的荧光光谱响应(CBD和其它分析物(3equiv.)的荧光响应;/>CBD+ONOO-和其它分析物(3equiv.)的荧光响应)。
图6(a)为探针中加入5当量的ONOO-前后的质谱;(b)为探针中加入5当量的ONOO-前后的核磁氢谱。
图7(a)为荧光探针化合物CBD在不同含水量中的荧光光谱图;(b)为探针CBD在H2O/DMSO溶液中的荧光强度的变化(λem=620nm)。
图8为荧光探针化合物CBD在365nm紫外灯下在不同含水量中(H2O/DMSO)的荧光变化图像。
图9(a)为荧光探针化合物CBD在水溶液中粒度分布图;(b)为探针CBD在水溶液中的SEM图。
图10为Hela细胞共聚焦显影:第一行是荧光探针染色30min,第二行是荧光探针加入ONOO-离子染色10min;其中a1-b1是红色通道荧光成像,a2-b2是绿色通道荧光成像,a3-b3是明场图,a4-b4是叠加图。
图11为本发明具有AIE效应含咔唑-二氰基异佛尔酮基的荧光探针化合物靶向脂滴的共聚焦显影:(c1)为商业染料LDs染色图像;(c2)为本发明荧光探针用Hela细胞用染色;(c3)为(c1)和(c2)的叠加图;(c4)为共定位系数成像(系数为0.88)。
具体实施方式
本发明可以通过以下的实施例进一步说明,但不仅仅局限于实施例。
实施例1:化合物CBD的合成
分别称取0.33g(1.0mmol)3-苯醛-9-丁基咔唑和0.22g(1.2mmol)二氰基异佛尔酮,溶解在40mL无水乙醇中,并加入0.2mL的哌啶,80℃回流反应6h,有红色固体析出,冷却室温,减压抽滤,粗产物用无水乙醇洗涤得到红色产物0.216g,即为目标产物,产率约43.8%。
1H NMR(600MHz,DMSO-d6)δ8.59(s,1H),8.28(d,J=7.7Hz,1H),7.96–7.73(m,5H),7.69(d,J=8.6Hz,1H),7.63(d,J=8.2Hz,1H),7.52–7.41(m,2H),7.37(d,J=16.1Hz,1H),7.24(t,J=7.4Hz,1H),6.94(s,1H),4.44(t,J=7.1Hz,2H),2.62(d,J=23.6Hz,4H),1.83–1.76(m,2H),1.34(q,J=7.5Hz,2H),1.06(s,6H),0.91(t,J=7.4Hz,3H).13C NMR(151MHz,DMSO-d6)δ170.77,156.51,142.59,141.04,140.38,137.92,134.60,130.52,129.50,129.04,127.35,126.46,125.05,123.29,123.09,122.79,121.10,119.41,118.94,114.41,113.60,110.24,109.95,76.52,42.86,42.65,38.76,32.16,31.21,27.95,20.27,14.19.HRMS(m/z)calcd for C12H14N2[M-H]+:495.2674,found:495.2665.
实施例2:化合物CBD的紫外-可见吸收光谱测定
准确称量化合物CBD 5.0mg,溶解并配制成浓度为1.0×10-2mol/L的二甲亚砜储备溶液;用二甲亚砜和水体积比为3:2的混合溶液将储备液稀释成浓度为1.0×10-5mol/L的待测溶液。取3mL浓度为1.0×10-5mol/L的待测溶液于石英比色皿中(石英比色皿的厚度为1cm),然后分别加入3μL浓度为1.0×10-2mol/L的各种物质(ONOO-、ClO-、H2O2、NO2 -、CO3 2-、HPO4 2-、HCO3 -、S2-、HSO3 -、SO3 2-、H2PO4 -、.OH、Hcy、Cys、GSH、HSO4 -离子及GSH、Cys和Hcy小分子)的水溶液,摇匀,1分钟后测定溶液的紫外-可见吸收光谱(见附图图1(a))。加入离子前,化合物CBD的紫外-可见吸收光谱显示在460nm处有一个明显的吸收峰,当加入ONOO-离子之后,CBD溶液的紫外可见吸收光谱有40nm蓝移,在日光灯下,探针溶液的颜色由橙色变为浅黄色(如附图插图所示),在365nm紫外灯下,加入ONOO-后溶液颜色立刻发生由红色变成无色的变化(图1插图右图)且能够裸眼识别,由此可见,化合物CBD可以作为裸眼识别ONOO-离子的比色探针。而在相同条件下,其他离子如:ONOO-、ClO-、H2O2、NO2 -、CO3 2-、HPO4 2-、HCO3 -、S2-、HSO3 -、SO3 2-、H2PO4 -、.OH、Hcy、Cys、GSH、HSO4 -离子及GSH、Cys、Hcy小分子溶液的加入对CBD大的紫外-可见吸收光谱均无明显影响,溶液颜色基本没有发生变化。
实施例3:化合物CBD的紫外-可见吸收光谱滴定实验及检测限的测定
取3mL浓度为1.0×10-5mol/L的待测溶液于石英比色皿中,分别加入3、6、9、12、15、18、21、24、27及30μL等浓度为1.0×10-3mol/L的ONOO-离子水溶液,摇匀后测定溶液的紫外-可见吸收光谱(如附图图2所示)。当在探针CBD测试溶液中逐渐加入ONOO-,CBD在460nm处的吸收峰逐渐减小,在420nm处的吸收峰逐渐增大,在0-8μM范围内,CBD吸光度的比值(A460/A420)与ONOO-的浓度呈线性降低(R2=0.9964),根据LOD=3σ/K,探针CBD对ONOO-的检测限为0.65×10-6mol/L。
实施例4:荧光探针化合物CBD对ONOO-离子识别的选择性和抗干扰性
取3mL浓度为1.0×10-5mol/L的待测溶液于石英比色皿中,加入3μL浓度为1.0×10-2mol/L的ONOO-离子后,再分别加入3μL浓度为1.0×10-2mol/L的各种物质(ONOO-、ClO-、H2O2、NO2 -、CO3 2-、HPO4 2-、HCO3 -、S2-、HSO3 -、SO3 2-、H2PO4 -、.OH、Hcy、Cys、GSH、HSO4 -离子及GSH、Cys、Hcy小分子溶液)溶液,摇匀,1分钟后测定其紫外吸收光谱(如附图图3所示),结果显示加入其它离子如:ONOO-、ClO-、H2O2、NO2 -、CO3 2-、HPO4 2-、HCO3 -、S2-、HSO3 -、SO3 2-、H2PO4 -、.OH、Hcy、Cys、GSH、HSO4 -离子及GSH、Cys、Hcy小分子溶液等均对荧光探针化合物CBD的紫外吸收性能几乎没有影响,这就表明了荧光探针化合物CBD对ONOO-离子识别具有较高的选择性和较好的抗干扰能力。
实施例5:荧光探针化合物CBD的荧光光谱测定
取3mL浓度为1.0×10-5mol/L的待测溶液于石英比色皿中,然后分别加入3μL浓度为1.0×10-2mol/L的各种离子(ONOO-、ClO-、H2O2、NO2 -、CO3 2-、HPO4 2-、HCO3 -、S2-、HSO3 -、SO3 2-、H2PO4 -、.OH、Hcy、Cys、GSH、HSO4 -离子及GSH、Cys、Hcy小分子溶液)溶液,摇匀,1分钟后在λ=365nm的激发波长下测定其荧光发射光谱(如附图图1(b)所示),CBD在620nm处有较强的荧光发射峰,加入ONOO-离子后,CBD溶液的荧光光谱明显蓝移95nm,添加其他分析物没有较明显的荧光变化,说明CBD对ONOO-离子有较明显的识别效果。
实施例6:荧光探针化合物CBD的荧光光谱滴定实验及检测限的测定
取3mL浓度为1.0×10-5mol/L的待测溶液于石英比色皿中,分别加入3、6、9、12、15、18、21、24、27及30μL等浓度为1.0×10-3mol/L的ONOO-离子水溶液摇匀,平衡后测定溶液的荧光光谱如图4(a)所示,探针CBD在620nm处的荧光强度逐渐降低,在525nm处的荧光强度逐渐增强。如图4(b)所示,在0-15μM范围内,探针CBD荧光强度的比值(F525/F620)与ONOO-的浓度呈线性降低(R2=0.9972),根据LOD=3σ/K,CBD对ONOO-的检测限为2.3×10-8mol/L。
实施例7:荧光探针化合物CBD对ONOO-离子识别的选择性和抗干扰性
取3mL浓度为1.0×10-5mol/L的待测溶液于石英比色皿中,加入3μL浓度为1.0×10-2mol/L的ONOO-离子后,再分别加入3μL浓度为1.0×10-2mol/L的各种离子(ONOO-、ClO-、H2O2、NO2 -、CO3 2-、HPO4 2-、HCO3 -、S2-、HSO3 -、SO3 2-、H2PO4 -、.OH、Hcy、Cys、GSH、HSO4 -离子及GSH、Cys、Hcy小分子溶液)溶液,摇匀,1分钟后在λ=525nm的激发波长下测定其荧光发射光谱(如附图5所示),结果显示加入其它离子如:ONOO-、ClO-、H2O2、NO2 -、CO3 2-、HPO4 2-、HCO3 -、S2-、HSO3 -、SO3 2-、H2PO4 -、.OH、Hcy、Cys、GSH、HSO4 -离子及GSH、Cys、Hcy小分子溶液等均对荧光探针化合物CBD的荧光强度几乎没有影响,这就表明了荧光探针化合物CBD对ONOO-离子识别具有较高的选择性和较好的抗干扰能力。在荧光光谱中(图5),当其它分析物和ONOO-同时存在下,在525nm处的荧光强度明显增强,增强到单独检测ONOO-时的荧光强度,其它分析物加入均不会影响CBD对ONOO-的检测效果。
实施例8:探针CBD对ONOO-离子识别的机制研究
迄今为止,ONOO-的荧光探针一直是“反应型”的,ONOO-具有很强的氧化性,所以构建这类探针是根据不同的氧化反应作为识别位点。通常,ONOO-可以导致烯烃的断键从而破坏原荧光分子的发光机制。我们推断探针CBD的双键被ONOO-氧化,释放产物CB-CHO,导致荧光光谱蓝移。为了验证其机理,我们对CBD与ONOO-反应后的产物做了质谱以及核磁滴定测试。如图6(a)所示,CBD的峰(m/z 495.2665[M-H]+)消失了,而一个新的峰出现在m/z328.1684[M+H]+。这可能是-C=C-被氧化为-CH=O。因此,我们推测CBD在ONOO-的催化下迅速氧化为醛类化合物(化合物CB-CHO+H]+)。由图6(b)可知,当加入ONOO-后,10.1ppm处出现了一个新的信号峰(-CHO),由于双键断裂的影响(7.60ppm),原CBD上二氰基异佛尔酮上的氢(6.89ppm)向高场移动(5.71ppm)。综合以上结果表明,荧光探针CBD在ONOO-离子催化下,-CH=CH-被氧化成了醛基-CH=O。
实施例9:探针CBD的AIE性能研究
如图7a和7b所示,在H2O/DMSO混合体系中,当含水量低于30%时,CBD的荧光强度比较的弱,但随着fw从30增加到70%,探针CBD在620nm的荧光发射强度显著增加,当含水量fw从70增加到99%,探针CBD的荧光强度又逐渐减弱,图8显示了在365nm紫外灯下探针CBD不同含水量中(H2O/DMSO)的荧光变化图像。我们推测高含量的水溶液中会极大地限制了CBD的分子内运动,诱导了AIE正效应进而导致荧光强度的增加。利用DLS和SEM来验证探针CBD的AIE行为。如图9a所示,DLS结果证实了探针在H2O溶液中形成聚集体,CBD平均直径为168.5nm,相反在纯DMSO溶剂中没有检测到DLS信号。SEM结果(图9b)同样证实在H2O溶液中形成纳米聚集体,粒径约为159nm。该现象为CBD在水溶液中形成聚集体提供了强有力的证据。
实施例10:在细胞中荧光探针化合物CBD对ONOO-离子荧光显影测试
探索探针CBD的生物成像的实用性,可以促进生物体内的离子检测。取生长良好的Hela细胞,用荧光探针CBD(20μM)处理细胞30min后,进行细胞成像测试,随后培养皿加入ONOO-(10μM)培养10min后,进行细胞成像测试。由附图10可知,加入探针培养后,探针有良好的渗透性,可以观察到细胞有较强的红色荧光。用探针培养后再加入ONOO-离子培养,可以观察到细胞荧光明显猝灭(如图10)。明显的荧光变化显示探针CBD能够监测ONOO-在生物系统中的存在。
实施例11:荧光探针化合物对细胞中脂滴荧光成像
为了探究探针CBD在活细胞生物成像中的应用,将10μL DMSO探针母液加入到育有Hela细胞的培养液,使用激光扫描共焦显微镜捕获HeLa细胞的荧光共焦图像。在共染色实验中使用了商业LDs标记,HeLa细胞用探针和LDs培养20分钟。实验结果可见:对于HeLa细胞,荧光信号可以在红色通道图像中看到,同时,在LDs区域红色通道与绿色通道重叠良好。此外,在HeLa细胞中,共定位系数为0.88(如图11)。这些结果表明,荧光探针具有优异的LDs靶向能力。
Claims (8)
1.一种具有过氧亚硝酸盐识别功能的AIE荧光探针,其特征在于其结构如下所示:
2.一种权利要求1所述的具有过氧亚硝酸盐识别功能的AIE荧光探针的制备方法,其特征在于:由3-苯醛-9-丁基咔唑与二氰基异佛尔酮反应得到具有AIE效应的目标产物。
3.根据权利要求2所述的制备方法,其特征在于包括如下步骤:
称取3-苯醛-9-丁基咔唑和二氰基异佛尔酮溶解在无水乙醇中,加入哌啶,80℃回流反应6h,有红色固体析出,冷却至室温,减压抽滤,粗产物用无水乙醇洗涤得到红色产物即为目标产物。
4.一种权利要求1所述的具有过氧亚硝酸盐识别功能的AIE荧光探针的用途,其特征在于:所述AIE荧光探针用于制备定性或定量检测ONOO-的检测试剂。
5.根据权利要求4所述的用途,其特征在于:
所述具有过氧亚硝酸盐识别功能的AIE荧光探针能靶向脂滴。
6.根据权利要求4所述的用途,其特征在于:
在含水介质中进行紫外-可见吸收光谱测定,通过溶液颜色的变化实现对ONOO-的定性或定量检测。
7.根据权利要求4所述的用途,其特征在于:
在含水介质中进行荧光光谱测定,通过荧光强度的变化实现对ONOO-的定性或定量检测。
8.根据权利要求6或7所述的用途,其特征在于:
所述含水介质为二甲亚砜和水按体积比3:2构成的混合溶液。
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