The Chirality of Aggregated Yariv Reagents Correlates with Their AGP-Binding Ability.
The Chirality of Aggregated Yariv Reagents Correlates with Their AGP-Binding Ability.
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聚集的 Yariv 试剂的手性与其 AGP 结合能力相关。
DOI：
10.1002/cbic.202100532
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发表时间：
2022
期刊：
影响因子：
--
通讯作者：
Basu,Amit
中科院分区：
文献类型：
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作者：
Hoshing,Raghuraj;Leeber3rd,BlaiseW;Kuhn,Helene;Caianiello,David;Dale,Brandon;Saladino,Michael;Lusi,Robert;Palaychuk,Natalie;Weingarten,Sarah;Basu,Amit
Yariv试剂是糖基化的三苯基偶氮染料，与阿拉伯半乳糖蛋白(AGPs)结合，阿拉伯半乳糖蛋白是植物细胞壁中发现的蛋白多糖，对植物的生长和发育是不可或缺的。Yariv试剂被广泛地用作AGP的成像、纯化和定量工具，是唯一用于询问AGP功能的小分子探针。Yariv试剂与AGPs结合的能力取决于染料上末端糖苷的结构。这种选择性的原因直到本工作才被理解。利用圆二色光谱，我们证明了Yariv试剂形成具有螺旋手性的超分子聚集体。更重要的是，Yariv试剂结合AGPs的能力与这种螺旋手性相关。这一发现为更详细地了解Yariv-AGP复合体的性质以及设计具有更高亲和力和选择性的AGP结合试剂铺平了道路。
Yariv reagents are glycosylated triphenylazo dyes that bind to arabinogalactan proteins (AGPs), proteoglycans found in plant cell walls that are integral for plant growth and development. Yariv reagents are widely utilized as imaging, purification, and quantification tools for AGPs and represent the only small molecule probe for interrogating AGP function. The ability of Yariv reagents to bind to AGPs is dependent on the structure of the terminal glycoside on the dye. The reason for this selectivity has not been understood until the present work. Using circular dichroism spectroscopy, we show that the Yariv reagents form supramolecular aggregates with helical chirality. More significantly, the ability of the Yariv reagent to bind AGPs is correlated with this helical chirality. This finding paves the way towards developing a more detailed understanding of the nature of the Yariv‐AGP complex, and the design of AGP‐binding reagents with higher affinities and selectivities.