Synthesis, characterization, and investigation of capacitance and redox properties of self-assembled Phe–Phe with ferrocene conjugates,Molecular Systems Design & Engineering

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Synthesis, characterization, and investigation of capacitance and redox properties of self-assembled Phe–Phe with ferrocene conjugates
Molecular Systems Design & Engineering ( IF 3.2 ) Pub Date : 2021-10-22 , DOI: 10.1039/d1me00115a
Om Shanker Tiwari ₁

Affiliation

The synthesis, nanostructure self-assembly and electrochemical properties of a series of ferrocene conjugated peptides derived from the dipeptide Phe–Phe, a nucleoside and a peptide nucleic acid unit, which are covalently attached through a triazole linker, are described. The semiconducting nature of the ferrocene conjugated peptides in modified carbon electrodes suggested their potential use in novel capacitors and as biomaterials. To understand the effect of ferrocene substituents on C-/N-termini, a series of Phe–Phe derivatives were prepared and their self-assembled morphology and electrochemical properties were evaluated. Attachment of alkynes (propyne) at C-termini resulted in nanorods for Fc–Phe–Phe–propyne and in spherical structures after conjugation with a nucleoside and PNA. The formation of spherical particles from nanorods occurred after click conjugation at C-termini which clearly shows the effect of chemical modification on their self-assembly. The potential supercapacitor device-material was obtained after adhering the self-assembled peptide on carbon electrodes. Here, we attempted to further examine the effect of structure and properties by modifying the functional N- and C-terminus conjugated substituents on Fc–Phe–Phe through its self-assembly process. The morphological characterization of these ferrocene peptides was done via FESEM, AFM and DLS experiments. We studied the effect of ferrocene with the conjugation of a nucleoside and PNA on self-assembly. Further, we studied the electrochemical properties including cyclic voltammetry to calculate the capacitance of all the ferrocene conjugated peptides. The results point to a new direction in the study of the Phe–Phe motif to rationally engineer new functional nanoarchitectures involving rational design of short metallocene peptide-based biomaterials and biosensors.

中文翻译：

具有二茂铁共轭物的自组装 Phe-Phe 的电容和氧化还原特性的合成、表征和研究

描述了一系列源自二肽 Phe-Phe、核苷和肽核酸单元的二茂铁共轭肽的合成、纳米结构自组装和电化学性质，这些肽通过三唑接头共价连接。修饰碳电极中二茂铁共轭肽的半导体性质表明它们在新型电容器和生物材料中的潜在用途。为了了解二茂铁取代基对 C-/N-末端的影响，制备了一系列 Phe-Phe 衍生物并评估了它们的自组装形貌和电化学性能。炔烃（丙炔）在 C 端的连接导致了 Fc-Phe-Phe-丙炔的纳米棒和与核苷和 PNA 缀合后的球形结构。在 C 端点击共轭后，纳米棒形成了球形颗粒，这清楚地表明了化学修饰对其自组装的影响。将自组装肽粘附在碳电极上后，获得了潜在的超级电容器装置材料。在这里，我们试图通过自组装过程修饰 Fc-Phe-Phe 上的功能性 N 和 C 端共轭取代基来进一步检查结构和性质的影响。完成了这些二茂铁肽的形态学表征我们试图通过自组装过程修饰 Fc-Phe-Phe 上的功能性 N 和 C 端共轭取代基来进一步检查结构和性质的影响。完成了这些二茂铁肽的形态学表征我们试图通过自组装过程修饰 Fc-Phe-Phe 上的功能性 N 和 C 端共轭取代基来进一步检查结构和性质的影响。完成了这些二茂铁肽的形态学表征通过FESEM、AFM 和 DLS 实验。我们研究了二茂铁与核苷和 PNA 共轭对自组装的影响。此外，我们研究了包括循环伏安法在内的电化学性质，以计算所有二茂铁共轭肽的电容。结果指出了 Phe-Phe 基序研究的新方向，以合理设计新的功能纳米结构，包括合理设计基于短茂金属肽的生物材料和生物传感器。

更新日期：2021-11-24

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