快速获得广泛的 6'-取代萤火虫荧光素类似物揭示出令人惊讶的发射体和抑制剂。
Rapid Access to a Broad Range of 6'-Substituted Firefly Luciferin Analogues Reveals Surprising Emitters and Inhibitors.
机构信息
Department of Biochemistry and Molecular Pharmacology, University of Massachusetts Medical School , 364 Plantation Street, Worcester, Massachusetts 01605, United States.
出版信息
Org Lett. 2017 Nov 3;19(21):5836-5839. doi: 10.1021/acs.orglett.7b02806.
Abstract
Light-emitting firefly luciferin analogues contain electron-donating groups in the 6'-position, but the scope of known 6'-substitution remains narrow. A two-step route to a broad range of 6'-substituted luciferin analogues was developed to fill this void and enable more extensive study of the 6'-functionality. This chemistry allowed direct access to "caged" amide and bright azetidine analogues, but also revealed thioether inhibitors and unexpectedly luminogenic aryl amine derivatives.
摘要
发光萤火虫荧光素类似物在 6'-位含有供电子基团，但已知的 6'-取代范围仍然很窄。为了填补这一空白并能够更广泛地研究 6'-官能团，开发了一种两步法来制备广泛的 6'-取代的荧光素类似物。这种化学方法不仅可以直接获得“笼状”酰胺和明亮的氮杂环丁烷类似物，还揭示了硫醚抑制剂和出人意料的发光芳基胺衍生物。
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