Chemical Modification of Silk Proteins via Palladium‐Mediated Suzuki−Miyaura Reactions
Chemical Modification of Silk Proteins via Palladium‐Mediated Suzuki−Miyaura Reactions
复制标题
通过钯介导的铃木反应对丝蛋白进行化学修饰
DOI：
10.1002/macp.202300307
复制
发表时间：
2023
影响因子：
2.5
通讯作者：
Murphy, Amanda R.
中科院分区：
文献类型：
--
作者：
Santen, Racine M.;Owens, Kayla M.;Echague, Keith C.;Murphy, Amanda R.
Suzuki-Miyaura交叉偶联反应用于使用水溶性钯催化剂修饰家蚕丝蛋白上的酪氨酸残基。首先，使用酪氨酸衍生物的模型反应进行筛选，以确定最佳的反应条件。对于这些反应，探索了各种芳基硼酸、溶剂、缓冲液和温度范围。通过高效液相色谱（HPLC）、质谱（MS）和核磁共振（NMR）收集反应进程的定性信息。然后将优化的反应应用于丝蛋白。证明了通过首先碘化蛋白质上的酪氨酸残基，然后用各种硼酸衍生物进行Suzuki-Miyaura反应来修饰溶液中的丝素蛋白的能力。丝的改性用NMR、离子交换色谱（IEC）、UV-维斯和红外光谱（IR）确认。
Suzuki−Miyaura cross‐coupling reactions are used to modify the tyrosine residues onBombyx morisilkworm silk proteins using a water‐soluble palladium catalyst. First, model reactions using tyrosine derivatives are screened to determine optimal reaction conditions. For these reactions, a variety of aryl boronic acids, solvents, buffers, and temperature ranges are explored. Qualitative information on the reaction progress is collected via high‐performance liquid chromatography (HPLC), mass spectrometry (MS), and nuclear magnetic resonance (NMR). Optimized reactions are then applied to silk proteins. It is demonstrated the ability to modify silk fibroin in solution by first iodinating the tyrosine residues on the protein, and then carrying out Suzuki‐Miyaura reactions with a variety of boronic acid derivatives. Modification of silk is confirmed with NMR, ion‐exchange chromatography (IEC), UV‐vis, and infrared spectroscopy (IR).