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Self-Assembly of an Amino Acid Derivative into an Antimicrobial Hydrogel Biomaterial.
- Source :
-
Chemistry (Weinheim an der Bergstrasse, Germany) [Chemistry] 2020 Feb 06; Vol. 26 (8), pp. 1880-1886. Date of Electronic Publication: 2020 Jan 24. - Publication Year :
- 2020
-
Abstract
- N-(4-Nitrobenzoyl)-Phe self-assembled into a transparent supramolecular hydrogel, which displayed high fibroblast and keratinocyte cell viability. The compound showed a mild antimicrobial activity against E. coli both as a hydrogel and in solution. Single-crystal XRD data revealed packing details, including protonation of the C-terminus due to an apparent pK <subscript>a</subscript> shift, as confirmed by pH titrations. MicroRaman analysis revealed almost identical features between the gel and crystal states, although more disorder in the former. The hydrogel is thermoreversible and disassembles within a range of temperatures that can be fine-tuned by experimental conditions, such as gelator concentration. At the minimum gelling concentration of 0.63â wtâ%, the hydrogel disassembles in a physiological temperature range of 39-42â°C, thus opening the way to its potential use as a biomaterial.<br /> (© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.)
- Subjects :
- Amino Acids chemistry
Animals
Anti-Infective Agents pharmacology
Biocompatible Materials pharmacology
Cell Line
Cell Survival drug effects
Circular Dichroism
Crystallography, X-Ray
Escherichia coli drug effects
Humans
Mice
Molecular Conformation
NIH 3T3 Cells
Anti-Infective Agents chemistry
Biocompatible Materials chemistry
Hydrogels chemistry
Subjects
Details
- Language :
- English
- ISSN :
- 1521-3765
- Volume :
- 26
- Issue :
- 8
- Database :
- MEDLINE
- Journal :
- Chemistry (Weinheim an der Bergstrasse, Germany)
- Publication Type :
- Academic Journal
- Accession number :
- 31868256
- Full Text :
- https://doi.org/10.1002/chem.201905681