Self-Assembly of an Amino Acid Derivative into an Antimicrobial Hydrogel Biomaterial.,Chemistry - A European Journal

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Self-Assembly of an Amino Acid Derivative into an Antimicrobial Hydrogel Biomaterial.
Chemistry - A European Journal ( IF 3.9 ) Pub Date : 2019-12-22 , DOI: 10.1002/chem.201905681
Ana M Garcia ₁ , Roy Lavendomme ₂ , Slavko Kralj ₃ , Marina Kurbasic ₁ , Ottavia Bellotto ₁ , Maria C Cringoli ₁ , Sabrina Semeraro ₁ , Antonella Bandiera ₄ , Rita De Zorzi ₁ , Silvia Marchesan ₁

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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 pKa 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 0.63 wt %, the hydrogel disassembles in a physiological temperature range of 39-42 °C, thus opening the way to its potential use as a biomaterial.

中文翻译：

氨基酸衍生物到抗菌水凝胶生物材料中的自组装。

N-（4-硝基苯甲酰基）-Phe自组装成透明的超分子水凝胶，显示出高的成纤维细胞和角质形成细胞活力。该化合物以水凝胶和溶液形式均显示出对大肠杆菌的温和抗菌活性。单晶XRD数据揭示了堆积细节，包括由于pH滴定证实的由于明显的pKa位移而导致的C端质子化。MicroRaman分析揭示了凝胶态和晶体态之间几乎相同的特征，尽管前者更多。水凝胶是热可逆的，并且可以在可以通过实验条件（例如胶凝剂浓度）进行微调的温度范围内分解。在最低胶凝浓度为0.63 wt％时，水凝胶在39-42°C的生理温度范围内分解，

更新日期：2020-01-24

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