Clemens-Schöpf Institute of Organic Chemistry and Biochemistry, Darmstadt University of Technology, Alarich-Weiss Straße 4, Darmstadt 64287, Germany.
Department of Chemistry and Molecular Biology, Wallenberg Centre for Molecular and Translational Medicine, University of Gothenburg, Kemigården 4, Göteborg 412 96, Sweden.
J Org Chem. 2021 Jan 15;86(2):1659-1666. doi: 10.1021/acs.joc.0c02498. Epub 2021 Jan 5.
The chemical synthesis of a highly hydrophobic membrane-associated peptide by native chemical ligation (NCL) in an ionic liquid (IL) [Cmim][OAc]/buffer mixture was achieved by employing peptide concentrations up to 11 mM. NCL was studied at different pH and water content and compared to several "gold-standard" ligation protocols. The optimized reaction protocol for the NCL in IL required the addition of 40% water and pH adjustment to 7.0-7.5, resulting in ligation yields of up to 80-95% within 1 to 4 h. This new ligation protocol is generally applicable and outperforms current "gold-standard" NCL methods.
通过在离子液体（IL）[Cmim][OAc]/缓冲液混合物中采用高达 11mM 的肽浓度，实现了通过天然化学连接（NCL）对高度疏水性膜相关肽的化学合成。研究了不同 pH 值和含水量下的 NCL，并与几种“金标准”连接方案进行了比较。在 IL 中进行 NCL 的优化反应方案需要添加 40%的水并将 pH 值调节至 7.0-7.5，在 1 至 4 小时内可得到高达 80-95%的连接产率。这种新的连接方案具有普遍适用性，优于当前的“金标准”NCL 方法。
