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Novel Water Soluble NIR Dyes: Does Charge Matter?

机译:新型水溶性近红外染料:电荷重要吗?

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Near-Infrared (NIR) dyes are used as reporters, probes or markers in the biological and medical field. NIR dyes can be useful for investigating and characterizing biomolecular interactions or imaging which is possible because biological mammalian tissue has a low absorption window in the NIR region. Biomolecules such as proteins are known to bind to NIR dyes. Upon binding NIR dyes often exhibit spectral changes that can be used for characterizing the binding event. Serum albumins may be responsible for in vivo transport of NIR dyes. Studying this binding event can be useful when correlated to in vivo behavior of the NIR dye. The studies presented here use spectroscopic methods to investigate how NIR dyes that may be used in imaging, biological or bioanalytical applications bind to proteins, such as serum albumins. Our research group systematically synthesized several NIR dyes that have varying hydrophobicity, chromophore size and charge. During these investigations we developed novel NIR cyanine fluorophores having varying aqueous solubility and a variety of net charges. The binding properties of the carbocyanines change when charged or hydrophobic moieties are systematically varied. One of the properties we put a special emphasis on is what we call residual hydrophobicity of the NIR dye molecule which is defined as the unmasked (by the charged moieties) hydrophobicity of the molecule. Residual hydrophobicity may be responsible for binding the otherwise highly water soluble NIR dye to hydrophobic pockets of biomolecules. High residual hydrophobicity of a highly water soluble dye can be disadvantageous during biological, medical or similar applications.
机译:近红外(NIR)染料在生物和医学领域中用作报告基因,探针或标志物。 NIR染料可用于研究和表征生物分子相互作用或成像,这是可能的,因为生物哺乳动物组织在NIR区域的吸收窗口较低。已知诸如蛋白质之类的生物分子会与NIR染料结合。结合后,NIR染料通常会出现光谱变化,可用于表征结合事件。血清白蛋白可能负责体内NIR染料的运输。当与NIR染料的体内行为相关时,研究这种结合事件可能是有用的。本文介绍的研究使用光谱学方法研究可用于成像,生物学或生物分析应用的近红外染料如何与蛋白质(例如血清白蛋白)结合。我们的研究小组系统地合成了几种具有不同疏水性,发色团大小和电荷的NIR染料。在这些研究中,我们开发了具有不同水溶性和各种净电荷的新型NIR花青荧光团。当系统改变带电或疏水部分时,碳花菁的结合特性会发生变化。我们特别强调的特性之一是我们所谓的NIR染料分子的残留疏水性,其定义为分子的未掩盖(通过带电部分)的疏水性。残留的疏水性可能负责将原本高度水溶性的NIR染料与生物分子的疏水性口袋结合。高水溶性染料的高残留疏水性在生物学,医学或类似应用中可能是不利的。

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