Exploiting Minimalistic Backbone Engineered γ ‐Phenylalanine for the Formation of Supramolecular Co‐Polymer
Abstract: Ordered supramolecular hydrogels assembled by modified aromatic amino acids often exhibit low mechanical rigidity. Aiming to stabilize the hydrogel and understand the impact of conformational freedom and hydrophobicity on the self‐assembly process, two building blocks based on 9‐fluorenyl‐methoxycarbonyl‐phenylalanine (Fmoc‐Phe) gelator which contain two extra methylene units in the backbone, generating Fmoc‐γPhe and Fmoc‐(3‐hydroxy)‐γPhe are designed. Fmoc‐γPhe spontaneously assembled in aqueous media forming a hydrogel with exceptional mechanical and thermal stability. Moreover, Fmoc‐(3‐hydroxy)‐γPhe, with an extra backbone hydroxyl group decreasing its hydrophobicity while maintaining some molecular flexibility, self‐assembled into a transient fibrillar hydrogel, that later formed microcrystalline aggregates through a phase transition. Molecular dynamics simulations and single crystal X‐ray analyses reveal the mechanism underlying the two residues' distinct self‐assembly behaviors. Finally, Fmoc‐γPhe and Fmoc‐(3‐OH)‐γPhe co‐assembly to form a supramolecular hydrogel with notable mechanical properties are demonstrated. It has been believed that the understanding of the structure‐assembly relationship will enable the design of new functional amino acid‐based hydrogels.
- Location
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Deutsche Nationalbibliothek Frankfurt am Main
- Extent
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Online-Ressource
- Language
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Englisch
- Bibliographic citation
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Exploiting Minimalistic Backbone Engineered γ ‐Phenylalanine for the Formation of Supramolecular Co‐Polymer ; day:12 ; month:08 ; year:2022 ; extent:11
Macromolecular rapid communications ; (12.08.2022) (gesamt 11)
- Creator
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Misra, Rajkumar
Tang, Yiming
Chen, Yujie
Chakraborty, Priyadarshi
Netti, Francesca
Vijayakanth, Thangavel
Shimon, Linda J. W.
Wei, Guanghong
Adler‐Abramovich, Lihi
- DOI
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10.1002/marc.202200223
- URN
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urn:nbn:de:101:1-2022081315033005801436
- Rights
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Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
- Last update
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15.08.2025, 7:23 AM CEST
Data provider
Deutsche Nationalbibliothek. If you have any questions about the object, please contact the data provider.
Associated
- Misra, Rajkumar
- Tang, Yiming
- Chen, Yujie
- Chakraborty, Priyadarshi
- Netti, Francesca
- Vijayakanth, Thangavel
- Shimon, Linda J. W.
- Wei, Guanghong
- Adler‐Abramovich, Lihi
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