Karlsruhe Institute of Technology, Institute of Organic Chemistry, Fritz-Haber-Weg 6, D-76131 Karlsruhe, Germany.
Eur J Med Chem. 2011 Sep;46(9):4457-65. doi: 10.1016/j.ejmech.2011.07.020. Epub 2011 Jul 23.
Fluorescently-labeled biomolecules are often utilized in biochemical or cellular experiments without further detailed spectroscopical characterization. This report is intended to narrow this gap and therefore presents the photophysical investigation of a library of 17 fluorescently-labeled molecules, namely peptoid transporters. First, one peptoid structure is labeled with seven different fluorophores and the spectroscopical properties are examined. Absorption and fluorescence maxima are almost identical for free dyes and conjugated dyes, suggesting free choice of a spectrally suitable fluorophore for different applications. Otherwise, extinction coefficients and quantum yields, and therefore the brightness of all seven dyes are strongly influenced. For the fluorophores, e.g. rhodamine B, the extent of this influence depends on the peptoid itself. This is shown by comparing different structures in the second part of this report. Especially the side chain functionalities influence the brightness. And finally, peptoids having two identical fluorescent labels are presented, which show decreased quantum yields. Possible reasons for the observed photophysical properties are discussed.
荧光标记的生物分子在生化或细胞实验中经常被使用,而无需进一步详细的光谱学表征。本报告旨在缩小这一差距,因此介绍了一组 17 种荧光标记分子(即肽转运体)的光物理研究。首先,将一种肽结构用七种不同的荧光团标记,并对其光谱性质进行了研究。游离染料和共轭染料的吸收和荧光最大值几乎相同,这表明可以自由选择光谱合适的荧光团用于不同的应用。否则,消光系数和量子产率,因此所有七种染料的亮度都会受到强烈影响。对于荧光团,例如若丹明 B,这种影响的程度取决于肽本身。通过比较报告的第二部分中的不同结构可以看出这一点。特别是侧链官能团会影响亮度。最后,还介绍了具有两个相同荧光标记的肽转运体,它们的量子产率降低。讨论了观察到的光物理性质的可能原因。