標題: | Enzyme Instructed Self-assembly of Naphthalimide-dipeptide: Spontaneous Transformation from Nanosphere to Nanotubular Structures that Induces Hydrogelation |
作者: | Chakravarthy, Rajan Deepan Mohammed, Mohiuddin Lin, Hsin-Chieh 材料科學與工程學系 Department of Materials Science and Engineering |
關鍵字: | Supramolecular chemistry;Naphthalimide;Peptide;Enzyme catalysis;Hydrogel |
公開日期: | 1-一月-1970 |
摘要: | Understanding the structure-morphology relationships of self-assembled nanostructures is crucial for developing materials with the desired chemical and biological functions. Here, phosphate-based naphthalimide (NI) derivatives have been developed for the first time to study the enzyme-instructed self-assembly process. Self-assembly of simple amino acid derivativeNI-Ypresulted in non-specific amorphous aggregates in the presence of alkaline phosphatase enzyme. On the other hand,NI-FYpdipeptide forms spherical nanoparticles under aqueous conditions which slowly transformed into partially unzipped nanotubular structures during the enzymatic catalytic process through multiple stages which subsequently resulted in hydrogelation. The self-assembly is driven by the formation of beta-sheet type structures stabilized by offset aromatic stacking of NI core and hydrogen bonding interactions which is confirmed with PXRD, Congo-red staining and molecular mechanical calculations. We propose a mechanism for the self-assembly process based on TEM and spectroscopic data. The nanotubular structures ofNI-FYpprecursor exhibited higher cytotoxicity to human breast cancer cells and human cervical cancer cells when compared to the nanofiber structures of the similar Fmoc-derivative. Overall this study provides a new understanding of the supramolecular self-assembly of small-molecular-weight hydrogelators. |
URI: | http://dx.doi.org/10.1002/asia.202000575 http://hdl.handle.net/11536/155200 |
ISSN: | 1861-4728 |
DOI: | 10.1002/asia.202000575 |
期刊: | CHEMISTRY-AN ASIAN JOURNAL |
起始頁: | 0 |
結束頁: | 0 |
顯示於類別: | 期刊論文 |