Negri Graciela E, Deming Timothy J
Department of Chemistry and Biochemistry and ‡Department of Bioengineering, University of California, Los Angeles, California 90095, United States.
Department of Chemistry and Biochemistry and Department of Bioengineering, University of California, Los Angeles, California 90095, United States.
ACS Macro Lett. 2016 Nov 15;5(11):1253-1256. doi: 10.1021/acsmacrolett.6b00715. Epub 2016 Oct 28.
We have prepared a new l-lysine-based -carboxyanhydride monomer containing a photolabile -nitrobenzyloxycarbonyl protecting group. This monomer was used to prepare poly(l-lysine)--poly(oNB-l-lysine) block copolypeptides that formed hydrogels with tunable physical properties and the capability to be degraded by UV irradiation. In these materials, the oNB-lysine residues were found to be excellent surrogates for the hydrophobic residues typically used to form block copolypeptide hydrogels, thus adding functionality without adversely altering self-assembly characteristics. Upon irradiation, full cleavage of the -nitrobenzyloxycarbonyl groups was observed, resulting in dissolution of the product, poly(l-lysine), and complete hydrogel disruption. When dye molecules were entrapped in the hydrogels, photolysis resulted in release and mixing of these molecules with the surrounding media.
我们制备了一种新型的基于L-赖氨酸的α-羧基环酸酐单体，其含有一个光不稳定的邻硝基苄氧羰基保护基团。该单体用于制备聚（L-赖氨酸）-聚（邻硝基苄基-L-赖氨酸）嵌段共多肽，这些共多肽形成了具有可调物理性质且能通过紫外线照射降解的水凝胶。在这些材料中，发现邻硝基苄基赖氨酸残基是通常用于形成嵌段共多肽水凝胶的疏水残基的优异替代物，因此在不不利地改变自组装特性的情况下增加了功能性。照射后，观察到邻硝基苄氧羰基基团完全裂解，导致产物聚（L-赖氨酸）溶解，水凝胶完全破坏。当染料分子被困在水凝胶中时，光解导致这些分子释放并与周围介质混合。
