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用于标记氨基酸和肽的荧光香豆素-炔烃 锰(I)催化的 C-H 烯基化反应。

Fluorescent coumarin-alkynes for labeling of amino acids and peptides manganese(I)-catalyzed C-H alkenylation.

机构信息

Institut für Organische und Biomolekulare Chemie, Georg-August-Universität Göttingen, Tammannstrasse 2, Göttingen 37077, Germany.

Wöhler Research Institute for Sustainable Chemistry, Georg-August-Universität Göttingen, Tammannstrasse 2, Göttingen 37077, Germany.

出版信息

Chem Commun (Camb). 2024 May 16;60(41):5423-5426. doi: 10.1039/d4cc00361f.

Abstract

The late-stage fluorescent labeling of structurally complex peptides bears immense potential for molecular imaging. Herein, we report on a manganese(I)-catalyzed peptide C-H alkenylation under exceedingly mild conditions with natural fluorophores as coumarin- and chromone-derivatives. The robustness and efficiency of the manganese(I) catalysis regime was reflected by a broad functional group tolerance and low catalyst loading in a resource- and atom-economical fashion.

摘要

晚期结构复杂肽的荧光标记在分子成像方面具有巨大的潜力。在此,我们报告了在极其温和的条件下,以天然荧光团(香豆素和色酮衍生物)为偶联剂,锰(I)催化的肽 C-H 烯丙基化反应。锰(I)催化体系的稳健性和高效性体现在对广泛的官能团容忍度和低催化剂负载,具有资源和原子经济性。

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