内源性发光嘌呤霉素类似物用于活细胞标记。
Inherently Emissive Puromycin Analogues for Live Cell Labelling.
机构信息
Department of Chemistry and Biochemistry, University of California, San Diego, La Jolla, CA, 92093-0358, USA.
Section of Neurobiology, Division of Biological Sciences, University of California, San Diego, La Jolla, CA, 92093-0347, USA.
出版信息
Angew Chem Int Ed Engl. 2023 Jun 5;62(23):e202216784. doi: 10.1002/anie.202216784. Epub 2023 Apr 27.
Abstract
Puromycin derivatives containing an emissive thieno[3,4-d]-pyrimidine core, modified with azetidine and 3,3-difluoroazetidine as Me N surrogates, exhibit translation inhibition and bactericidal activity similar to the natural antibiotic. The analogues are capable of cellular puromycylation of nascent peptides, generating emissive products without any follow-up chemistry. The 3,3-difluoroazetidine-containing analogue is shown to fluorescently label newly translated peptides and be visualized in both live and fixed HEK293T cells and rat hippocampal neurons.
摘要
含有发荧光的噻吩并[3,4-d]嘧啶核心的嘌呤霉素衍生物，用氮杂环丁烷和 3,3-二氟氮杂环丁烷修饰作为 MeN 替代物，表现出与天然抗生素相似的翻译抑制和杀菌活性。这些类似物能够对新生肽进行细胞内的嘌呤霉素酰化，产生发荧光的产物，而无需任何后续化学处理。含有 3,3-二氟氮杂环丁烷的类似物被证明可以荧光标记新翻译的肽，并在活细胞和固定的 HEK293T 细胞以及大鼠海马神经元中可视化。
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