Faculty of Pharmaceutical Sciences, Kanazawa University, Kakuma-machi, Kanazawa, Japan.
Bioorg Med Chem Lett. 2010 Dec 1;20(23):7050-3. doi: 10.1016/j.bmcl.2010.09.109. Epub 2010 Sep 25.
We studied the specific labeling of avidin with biotinylated modular ligand catalysts via MoAL, which we recently established. The labeling yield was found to depend on the linker length connecting the catalytic site to biotin in the modular ligand catalyst 1, and the maximum yield was obtained with 1d possessing octamethylene linker. The labeling reaction reached a maximum rate with only 4 equiv of the ligand catalyst. Presumably, all the subunits of avidin with homotetrameric structure formed a stable complex with 4 equiv of the catalyst because of the extremely high affinity. The ligand catalyst bound to avidin first catalyzed N-triazinylation of the ε-amino group of Lys111, and the resulting regenerated catalyst then catalyzed the reaction of Asp108 and CDMT.
我们研究了通过我们最近建立的 MoAL 对亲和素进行生物素化模块化配体催化剂的特异性标记。发现标记产率取决于连接催化位点和模块化配体催化剂 1 中生物素的连接子长度，并且带有八亚甲基连接子的 1d 获得了最大产率。标记反应在仅使用 4 当量配体催化剂时达到最大速率。推测由于极高的亲和力，具有同四聚体结构的亲和素的所有亚基都与 4 当量的催化剂形成稳定的复合物。配体催化剂首先与亲和素结合，催化 Lys111 的ε-氨基的 N-三嗪化，然后生成的再生催化剂催化 Asp108 和 CDMT 的反应。
