BODIPY类近红外荧光染料的研究进展

近红外BODIPY分子是一类新兴的荧光染料,因其具有优异的光物理和光化学性能而得到广泛的研究,已成为一个新兴的研究热点。本文综述了近年来BODIPY类近红外荧光分子的设计、合成及应用的最新研究进展,并展望了其未来的发展方向和应用前景。     

基于新型萘环稠合硼氟二吡咯化合物(BODIPY)的氟离子荧光探针及其细胞成像研究

设计、合成了一种基于新型萘环稠合硼氟二吡咯化合物(BODIPY)5的氟离子比率计量型和荧光猝灭型分子探针.通过紫外-可见光谱实验发现,该探针在氟离子存在时光谱红移100nm,进入近红外区域,可用于肉眼比色检测.荧光光谱分析表明,氟离子可促使荧光猝灭.细胞成像研究表明探针分子5可在活体细胞中专一性地识别氟离子.     

氟硼二吡咯亚甲基类荧光探针在离子检测中的应用进展

氟硼二吡咯亚甲基类(BODIPY)类化合物具有摩尔吸光系数高、荧光量子产率高、吸收波长在可见光或近红外区域、荧光寿命长和光稳定性好等特点,并且其荧光对溶剂的极性和pH均不敏感,是一类可应用于生物领域的荧光染料,近年来,此类化合物被广泛用于设计合成荧光传感器分子,用于各种离子的检测,此类荧光探针具有分析灵敏度高、选择性好等特点.综述了氟硼二吡咯亚甲基类荧光探针在离子识别和检测中的应用,并展望了该领域的前景.     

BODIPY基荧光探针的合成、表征及对铜离子的检测——推荐一个大学综合化学实验

介绍了一个大学综合化学实验——BODIPY基荧光探针的合成、表征及对铜离子的检测。该实验是一个科研转化的大学生综合化学实验,内容包括3,5-二氯BODIY的合成、BODIPY基荧光探针分子的合成,以及利用紫外-可见分光光度计和荧光光谱仪检测目标分子对金属离子的响应性。通过本实验,使学生了解BODIPY基荧光传感器这一科研前沿领域,激发学生对科学研究的兴趣,培养学生的科研探究能力。本实验综合了有机化学、仪器分析和应用波谱学知识点的学习,培养学生的实验操作技能,提升学生的综合及创新能力,建议纳入高年级综合化学实验课程。     

近红外荧光染料的结构、性质及生物荧光成像应用

近红外荧光生物成像技术由于具有深的组织穿透性、低背景荧光干扰、最小生物样本光损伤等特点引起人们越来越多的关注。开发高荧光效率、低毒性的近红外荧光染料是近红外荧光成像技术发展的关键所在。本文综述了五类主要的有机近红外荧光染料(菁类、BODIPY类、罗丹明类、方酸类、卟啉类)的研究进展,重点分析其结构与光学性质等构效关系,为近红外荧光染料的设计和制备提供指导。另外,总结了有机近红外荧光材料功能化修饰的主要方法以改善生物相容性、靶向性能等,最后对近红外荧光染料存在的主要问题以及未来的热点方向进行了分析和展望。     

含碘二氧化硅纳米颗粒对BODIPY染料光动力效果的影响

利用含碘硅烷前体制备包裹BODIPY染料分子的纳米二氧化硅颗粒.颗粒中的碘原子通过重原子效应有效提高了BODIPY染料分子的系间窜越效率,进而提高了染料分子的单重态氧量子产率及光损伤DNA的能力.这一结果表明,含碘二氧化硅纳米颗粒可以成为众多荧光染料分子在光动力疗法领域应用的一个有效药物负载和输送体系.     

近红外荧光探针及其在生物分析中的应用进展

本文评述了自1999年以来近红外荧光探针和标记试剂及其在生物分析中的应用进展。包括:菁染料、噻嗪和噁嗪染料、含四吡咯基团染料(酞菁和卟啉)、罗丹明类、BODIPY、稀土离子配合物和量子点等。描述了它们在荧光测定和毛细管分离荧光检测以及免疫荧光分析方面的应用。引用文献75篇。     

BODIPY类荧光探针在离子检测中的应用

综述了BODIPY类荧光探针在离子检测方面的应用,对氢离子、金属阳离子、阴离子的检测进行了详细总结,并对BODIPY类荧光探针的应用前景进行展望。     

荧光分子开关的合成与性能测定综合实验教学设计

设计合成了含有酚羟基的BODIPY基荧光探针分子1,通过紫外-可见吸收光谱、荧光发射光谱和氢谱核磁滴定手段研究了探针分子1的阴离子识别与传感性能。研究发现探针分子1可以通过氢键作用选择性键合氟离子,而1-F-复合物可以作为硫酸氢根离子的关-开型荧光探针。探针分子1还可以进一步发展为氟离子和硫酸氢根离子调控的荧光分子开关。结合课堂教学和拓展阅读,使学生进一步了解了荧光分子开关的知识,培养了学生科研兴趣。     

联二噻吩稠合的近红外BODIPY染料的合成与光谱性质

以叠氮乙酸乙酯和联二噻吩甲醛为原料,合成了联二噻吩并吡咯单体,之后在酸催化下与4-N,N-二甲基氨基苯甲醛缩合并与三氟化硼配位,得到一个新型的BODIPY染料SY。采用~1HNMR、质谱以及元素分析对其结构进行了表征。化合物SY在二氯甲烷中的最大吸收和发射波长分别为654和689nm;采用荧光光谱滴定方法研究了它对pH值的响应,酸性条件下N,N-二甲基苯氨基团发生质子化,抑制了光诱导电子转移对BODIPY母体的荧光淬灭,其溶液的荧光显著增强,染料SY可以作为近红外的pH值荧光探针。     

菁染料在荧光探针及光动力疗法中的应用

菁染料的研究及应用已有100多年的历史,近年来,它们在生物方面的应用研究已取得一定的成果.本文就近几年菁染料及其衍生物在生物医疗方面的研究及进展情况加以综述,特别阐述了这类染料用作荧光探针在生物大分子标识以及作为光敏剂在光动力疗法(PDT)中用于恶性肿瘤的诊断与治疗这两方面的研究进展.     

荧光碳点探针的合成、性质及其在生物成像中的应用

荧光碳点探针是近几年来发展起来的一种新型荧光探针，具有传统有机染料、荧光染色蛋白及一般荧光纳米材料无法比拟的独特优势，如具有良好的水溶性、化学惰性、低毒性、易于功能化、抗光漂白性、可调谐和生物相容性等优异性能，因而引起研究者的广泛关注。目前已发展水热法等近十种较为经济便捷的方法，可进行大规模的荧光碳点制备，在细胞功能研究及细胞表面和内部功能分子的探测、组织的成像、病菌的定位等方面得到了较为广泛的应用。笔者对近年来荧光碳点的合成方法、依赖于碳点尺寸和波长等性质的发光性能，以及荧光碳点在生物成像等方面的应用作一简要综述，并对其在药用植物病理方面的应用提出展望，期望为丰富荧光碳点在生物成像领域的应用提供一定的借鉴和参考。     

Anthracene carboxyimides and their dimers

Soluble anthracenedicarboxyimides have been prepared and undergo a photodimerisation of the anthracene skeleton, which is important for their application as antitumour agents, such as azonafides. Reaction under strongly alkaline conditions causes C-C coupling to form soluble dimeric fluorescent dyes with bathochromic absorption and fluorescence in the NIR region. These dyes are of special interest because of their absorption at longer wavelengths.     

Electrochemical Modulation of the Fluorescence of Cyanine Dye Cy5

Organic fluorescent dyes are widely used in single molecule localization microscopy, where their performances are determined by the photophysical properties. Herein, we utilized a sensitive method to modulate the fluorescence of organic dyes by external potentials using a combination of electrochemical cell and super‐resolution fluorescent microscopy. Cy5 (cyanine dye) was chosen as a model molecule considering its wide application and commercial availability. We applied different potentials on the Au electrode to change the Coulombic charge microenvironment of Cy5. When the electrode potential was adjusted negatively, Cy5 displayed a better photostability. This method is proved effective in adjusting the fluorescence of organic dyes.     

A simple, sensitive and selective quantum-dot-based western blot method for the simultaneous detection of multiple targets from cell lysates

Quantum dots (Qdots) are fluorescent nanoparticles that have great potential as detection agents in biological applications. Their optical properties, including photostability and narrow, symmetrical emission bands with large Stokes shifts, and the potential for multiplexing of many different colours, give them significant advantages over traditionally used fluorescent dyes. Here, we report the straightforward generation of stable, covalent quantum dot–protein A/G bioconjugates that will be able to bind to almost any IgG antibody, and therefore can be used in many applications. An additional advantage is that the requirement for a secondary antibody is removed, simplifying experimental design. To demonstrate their use, we show their application in multiplexed western blotting. The sensitivity of Qdot conjugates is found to be superior to fluorescent dyes, and comparable to, or potentially better than, enhanced chemiluminescence. We show a true biological validation using a four-colour multiplexed western blot against a complex cell lysate background, and have significantly improved previously reported non-specific binding of the Qdots to cellular proteins.     

新型水溶性不对称五甲川菁染料的合成、光稳定性及蛋白质的荧光标记

合成并表征了系列水溶性五甲川菁染料, 研究了其在不同溶剂中的光谱性能. 结果表明, 染料在水中的最大吸收和荧光光谱在647~665 nm波长范围内, 荧光量子产率达到0.1左右. 考察了N位取代基对染料水溶液光稳定性的影响, 结果表明, 在N原子上引入带有苯环结构和大体积的磺酸基, 可以提高染料的光稳定性. 高效液相色谱(HPLC)分析结果表明, 染料4a的N-羟基琥珀酰亚胺(NHS)活性酯标记牛血清白蛋白(BSA)的检测限为1.2×10^-8 mol/L, 与紫外检测相比, 检测灵敏度提高了近2个数量级.     

A unique charge-coupled device/xenon arc lamp based imaging system for the accurate detection and quantitation of multicolour fluorescence

In recent years the use of fluorescent dyes in biological applications has dramatically increased. The continual improvement in the capabilities of these fluorescent dyes demands increasingly sensitive detection systems that provide accurate quantitation over a wide linear dynamic range. In the field of proteomics, the detection, quantitation and identification of very low abundance proteins are of extreme importance in understanding cellular processes. Therefore, the instrumentation used to acquire an image of such samples, for spot picking and identification by mass spectrometry, must be sensitive enough to be able, not only, to maximise the sensitivity and dynamic range of the staining dyes but, as importantly, adapt to the ever changing portfolio of fluorescent dyes as they become available. Just as the available fluorescent probes are improving and evolving so are the users application requirements. Therefore, the instrumentation chosen must be flexible to address and adapt to those changing needs. As a result, a highly competitive market for the supply and production of such dyes and the instrumentation for their detection and quantitation have emerged. The instrumentation currently available is based on either laser/photomultiplier tube (PMT) scanning or lamp/charge-coupled device (CCD) based mechanisms. This review briefly discusses the advantages and disadvantages of both System types for fluorescence imaging, gives a technical overview of CCD technology and describes in detail a unique xenon/are lamp CCD based instrument, from PerkinElmer Life Sciences. The Wallac-1442 ARTHUR is unique in its ability to scan both large areas at high resolution and give accurate selectable excitation over the whole of the UV/visible range. It operates by filtering both the excitation and emission wavelengths, providing optimal and accurate measurement and quantitation of virtually any available dye and allows excellent spectral resolution between different fluorophores. This flexibility and excitation accuracy is key to multicolour applications and future adaptation of the instrument to address the application requirements and newly emerging dyes.     

手术导航用荧光探针

荧光成像技术因具有操作简便、分辨率高、安全性好且可实时成像等优势,在术中导航中具有广阔的应用前景。虽然目前还没有靶向荧光探针在临床上得到批准,但已经有相当一部分荧光探针进入了临床试验阶段。最早进入临床试验的是一些偶联肿瘤靶向配体的荧光染料,例如近红外菁染料(IRDye800CW)标记的肿瘤特异抗体,叶酸标记的异硫氰酸荧光素(EC17)等。近来,结构更复杂的荧光探针如酶反应激活型探针和PET/荧光双模态探针也逐步进入临床试验。本文依据近年来手术导航用荧光探针的最新研究进展,分别就受体介导的靶向荧光探针、可激活型靶向荧光探针、近红外二区(NIR-Ⅱ)荧光探针、多模态荧光探针和诊疗一体化探针进行了分类讨论,重点对正在进行临床研究及具有临床转化前景的荧光探针的分子设计原理进行了分析与总结,并对手术导航用荧光探针未来的发展进行了展望。