Bioorganic & Medicinal Chemistry ( IF 3.3 ) Pub Date : 2021-09-08 , DOI: 10.1016/j.bmc.2021.116400 Kui Wu 1 , Maksim Royzen 1
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A chemiluminescent probe has been developed, consisting of phenoxy-dioxetane moiety covalently attached to trans-cyclooctene. The inverse electron demand Diels-Alder reaction with tetrazine produces a cycloaddition product which undergoes a series of spontaneous rearrangements resulting in emission of green light. The chemiluminescent probe can be applied to study bioconjugation chemistry with tetrazine-modified biomaterials, which have recently been shown to have great potential for anticancer drug delivery. This work describes in vitro studies, including NMR and spectroscopic investigation of chemiluminescence, which will pave way for future in vivo bioconjugation experiments.
中文翻译：
用于检测四嗪和反式环辛烯之间的逆电子需求 Diels-Alder 反应的化学发光探针
已经开发了一种化学发光探针，它由共价连接到反式-环辛烯的苯氧基-二氧杂环丁烷部分组成。逆电子需求 Diels-Alder 与四嗪反应产生环加成产物，该产物经历一系列自发重排，从而发射绿光。化学发光探针可用于研究与四嗪修饰的生物材料的生物共轭化学，最近已证明其具有巨大的抗癌药物递送潜力。这项工作描述了体外研究，包括核磁共振和化学发光的光谱研究，这将为未来的体内生物共轭实验铺平道路。
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