Abstract:
Pseudopeptides are emerging next-generation soft bioinspired materials for biological applications. Therefore, a new class of C2-symmetric L-valine-derived pseudopeptides has been designed and developed. The newly developed pseudopeptides exhibit intracellular Cu(II) ion detection in live-cell fluorescence studies on RAW264.7 cells. We find that the changes in the amino acid side chain in desired pseudopeptidic moieties lead to a drastic change in their selectivity towards different metal ions. The L-valine-derived pseudopeptides exhibit selectivity towards Cu(II) ions through turn-off fluorescence, and the L-phenylalanine-derived pseudopeptides exhibit selectivity towards Zn(II) ions through turn-on fluorescence. In addition, the L-valine-derived pseudopeptides show an increase in spherical-shaped structures upon incubation with Cu(II) ions during supramolecular nano-assembly formation. In contrast, the L-phenylalanine-derived pseudopeptides show a decrease in spherical-shaped structures upon adding Zn(II) ions. The judiciously designed L-valine-derived and L-phenylalanine-derived bioinspired pseudopeptides are promising for exploring similar effects in various peptidomimetics in advanced biological applications.
摘要:
伪肽是用于生物应用的新兴的下一代软生物启发材料。因此,已设计并开发了一类新的C2对称L-缬氨酸衍生的伪肽。新开发的假肽在RAW264.7细胞的活细胞荧光研究中表现出细胞内Cu(II)离子检测。我们发现,所需假肽部分中氨基酸侧链的变化会导致其对不同金属离子的选择性发生急剧变化。L-缬氨酸衍生的假肽通过关闭荧光对Cu(II)离子具有选择性,L-苯丙氨酸衍生的假肽通过开启荧光对Zn(II)离子表现出选择性。此外,L-缬氨酸衍生的假肽在超分子纳米组装形成过程中与Cu(II)离子孵育后显示球形结构的增加。相比之下,L-苯丙氨酸衍生的假肽在添加Zn(II)离子后显示出球形结构的减少。审慎设计的L-缬氨酸衍生和L-苯丙氨酸衍生的生物启发假肽有望在高级生物学应用中探索各种肽模拟物中的类似作用。