Synthesis, Self-Assembly, and Cell Responses of Aromatic IKVAV Peptide Amphiphiles

Synthetic bioactive aromatic peptide amphiphiles have been recognized as key elements of emerging biomedical strategies due to their biocompatibility, design flexibility, and functionality. Inspired by natural proteins, we synthesized two supramolecular materials of phenyl-capped Ile-Lys-Val-Ala-Val...

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Main Authors: Fang-Yi Wu, Hsin-Chieh Lin
Format: Article
Language:English
Published: MDPI AG 2022-06-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/27/13/4115
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author Fang-Yi Wu
Hsin-Chieh Lin
author_facet Fang-Yi Wu
Hsin-Chieh Lin
author_sort Fang-Yi Wu
collection DOAJ
description Synthetic bioactive aromatic peptide amphiphiles have been recognized as key elements of emerging biomedical strategies due to their biocompatibility, design flexibility, and functionality. Inspired by natural proteins, we synthesized two supramolecular materials of phenyl-capped Ile-Lys-Val-Ala-Val (<b>Ben-IKVAV</b>) and perfluorophenyl-capped Ile-Lys-Val-Ala-Val (<b>PFB-IKVAV</b>). We employed UV-vis absorption, fluorescence, circular dichroism, and Fourier-transform infrared spectroscopy to examine the driving force in the self-assembly of the newly discovered materials. It was found that both compounds exhibited ordered π-π interactions and secondary structures, especially <b>PFB-IKVAV</b>. The cytotoxicity of human mesenchymal stem cells (hMSCs) and cell differentiation studies was also performed. In addition, the immunofluorescent staining for neuronal-specific markers of MAP2 was 4.6 times (neural induction medium in the presence of <b>PFB-IKVAV</b>) that of the neural induction medium (control) on day 7. From analyzing the expression of neuronal-specific markers in hMSCs, it can be concluded that <b>PFB-IKVAV</b> may be a potential supramolecular biomaterial for biomedical applications.
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spelling doaj.art-789b41f0adda49a69b8b2b36e3b858b42023-12-01T21:36:07ZengMDPI AGMolecules1420-30492022-06-012713411510.3390/molecules27134115Synthesis, Self-Assembly, and Cell Responses of Aromatic IKVAV Peptide AmphiphilesFang-Yi Wu0Hsin-Chieh Lin1Department of Materials Science and Engineering, National Yang Ming Chiao Tung University, Hsinchu 300093, Taiwan, ChinaDepartment of Materials Science and Engineering, National Yang Ming Chiao Tung University, Hsinchu 300093, Taiwan, ChinaSynthetic bioactive aromatic peptide amphiphiles have been recognized as key elements of emerging biomedical strategies due to their biocompatibility, design flexibility, and functionality. Inspired by natural proteins, we synthesized two supramolecular materials of phenyl-capped Ile-Lys-Val-Ala-Val (<b>Ben-IKVAV</b>) and perfluorophenyl-capped Ile-Lys-Val-Ala-Val (<b>PFB-IKVAV</b>). We employed UV-vis absorption, fluorescence, circular dichroism, and Fourier-transform infrared spectroscopy to examine the driving force in the self-assembly of the newly discovered materials. It was found that both compounds exhibited ordered π-π interactions and secondary structures, especially <b>PFB-IKVAV</b>. The cytotoxicity of human mesenchymal stem cells (hMSCs) and cell differentiation studies was also performed. In addition, the immunofluorescent staining for neuronal-specific markers of MAP2 was 4.6 times (neural induction medium in the presence of <b>PFB-IKVAV</b>) that of the neural induction medium (control) on day 7. From analyzing the expression of neuronal-specific markers in hMSCs, it can be concluded that <b>PFB-IKVAV</b> may be a potential supramolecular biomaterial for biomedical applications.https://www.mdpi.com/1420-3049/27/13/4115self-assemblypeptideamphiphilehydrogelbiomaterial
spellingShingle Fang-Yi Wu
Hsin-Chieh Lin
Synthesis, Self-Assembly, and Cell Responses of Aromatic IKVAV Peptide Amphiphiles
Molecules
self-assembly
peptide
amphiphile
hydrogel
biomaterial
title Synthesis, Self-Assembly, and Cell Responses of Aromatic IKVAV Peptide Amphiphiles
title_full Synthesis, Self-Assembly, and Cell Responses of Aromatic IKVAV Peptide Amphiphiles
title_fullStr Synthesis, Self-Assembly, and Cell Responses of Aromatic IKVAV Peptide Amphiphiles
title_full_unstemmed Synthesis, Self-Assembly, and Cell Responses of Aromatic IKVAV Peptide Amphiphiles
title_short Synthesis, Self-Assembly, and Cell Responses of Aromatic IKVAV Peptide Amphiphiles
title_sort synthesis self assembly and cell responses of aromatic ikvav peptide amphiphiles
topic self-assembly
peptide
amphiphile
hydrogel
biomaterial
url https://www.mdpi.com/1420-3049/27/13/4115
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