Development of Biocompatible Ene-Ligation Enabled by Prenyl-Based β-Caryophyllene with Triazoline/Selectfluor under Physiological Conditions,The Journal of Organic Chemistry

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Development of Biocompatible Ene-Ligation Enabled by Prenyl-Based β-Caryophyllene with Triazoline/Selectfluor under Physiological Conditions
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2022-06-16 , DOI: 10.1021/acs.joc.2c00841
Sheng Wang ₁ , Yuanyuan Li ₁ , Hongling Zhou ₁ , Li Wang ₂ , Rui Wang _{1,

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Affiliation

Here, we first report a rapid and highly selective biocompatible ligation that proceeds via a strain-promoted prenyl-involved [2, 3]-Ene rearrangement process. We demonstrate the usefulness of naturally occurring strain-promoted β-caryophyllene with triazoline (PTAD)/Selectfluor in the study of tagging molecule-of-interest. Experiments in peptide (Histone H3 (1–21) and Myhc (614–629)) and protein (BSA, βLG, and HSP40) models exemplified the utility of the Ene-ligation for in vivo imaging and tracking.

中文翻译：

生理条件下异戊烯基 β-石竹烯与三唑啉/Selectfluor 实现生物相容性烯连接的发展

在这里，我们首先报告了一种快速且高度选择性的生物相容性连接，该连接通过菌株促进的异戊二烯参与的 [2, 3]-烯重排过程进行。我们证明了天然存在的菌株促进的 β-石竹烯与三唑啉 (PTAD)/Selectfluor 在标记感兴趣分子的研究中的有用性。肽（组蛋白 H3 (1-21) 和 Myhc (614-629)）和蛋白质（BSA、βLG 和 HSP40）模型的实验证明了 Ene-ligation 在体内成像和跟踪中的实用性。

更新日期：2022-06-16

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