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A new cyclic thioanhydride derived from chlorophyll a and its aurophilic properties
Dyes and Pigments ( IF 4.1 ) Pub Date : 2020-09-13 , DOI: 10.1016/j.dyepig.2020.108858
Viktor Pogorilyy , Nikita Kirin , Andrey Mironov , Mikhail Grin

The need to modify the chlorine macrocycle by additional exocycles is dictated by the desire to increase the stability of the pigment, improve its spectral characteristics, including the shift of the main absorption band to the long-wavelength region, as well as the introduction of chemically active groups for the introduction of other bioactive molecules. Replacing the oxygen atom in the purpurin-18 anhydride exocycle with a sulfur atom can be considered as a bioisosteric substitution, which should not strongly affect the spectral and biological properties of the photosensitizer, but may allow the implementation of new chemical modifications at the periphery of the macrocycle. In this paper, we propose a synthesis pathway for a derivative of naturally occurring chlorin that contains an additional thioanhydride cycle attached to the main macrocycle. We report the spectral characteristics of the compound and demonstrate the possibility of immobilization of chlorin p6 thioanhydride on gold nanoparticles (Au-NP).



中文翻译:

一种新的叶绿素a环状硫代酸酐及其亲金性

通过增加颜料的稳定性,改善其光谱特性(包括主吸收带向长波长区域移动以及化学引入)的需求,决定了需要通过额外的外环化合物来修饰氯大环化合物。用于引入其他生物活性分子的活性基团。用硫原子代替紫嘌呤18酸酐外环化合物中的氧原子可被视为生物等位取代,它不应强烈影响光敏剂的光谱和生物学特性,但可允许在其外围进行新的化学修饰大循环。在本文中,我们提出了天然二氢卟酚衍生物的合成途径,该途径包含一个附加的硫代酸酐循环,该硫代酸酐循环连接到主要的大环上。我们报告了该化合物的光谱特征,并证明了将二氢卟酚p固定化的可能性金纳米粒子(Au-NP)上的6硫代酸酐。

更新日期:2020-09-22
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