School of Chemistry, Faculty of Exact Sciences, Tel Aviv University, Tel Aviv, 69978, Israel.
Department of Oral Biology, The Goldschleger School of Dental Medicine, Sackler Faculty of Medicine, Tel Aviv University, Tel Aviv, 69978, Israel.
Macromol Rapid Commun. 2018 Dec;39(24):e1800588. doi: 10.1002/marc.201800588. Epub 2018 Oct 1.
Low-molecular-weight self-assembled peptides may serve as promising hydrogelators for drug delivery applications by changing their structural network in response to external stimuli. Herein, inspired by the well-studied low-molecular-weight peptide hydrogelator, fluorenyl-methoxycarbonyl-diphenylalanine (Fmoc-FF), a novel peptide is designed and synthesized to include an ultraviolet (UV)-sensitive phototrigger. Similar to Fmoc-FF, 6-nitroveratryloxycarbonyl-diphenylalanine (Nvoc-FF) self-assembles to form a 3D, self-supporting, nanofibrous hydrogel. The Nvoc-FF hydrogel exhibits good mechanical properties with a storage modulus of 40 kPa. UV irradiation of the Nvoc-FF hydrogel encapsulating insulin-fluorescein isothiocyanate (insulin-FITC) results in the cleavage of Nvoc-FF peptide to produce unmasked FF, thereby facilitating the degradation of the hydrogel and the release of insulin-FITC. This release is in linear correlation to the irradiation time. In the present study, a first insight into this rigid, fibrous, light-responsive hydrogel is provided, allowing the fabrication of a novel drug delivery system for controlled release of large molecules.
低分子量自组装肽可以通过改变其结构网络来响应外部刺激,从而作为有前途的药物输送应用的水凝胶剂。在本文中,受研究充分的低分子量肽水凝胶剂芴甲氧羰基-二苯丙氨酸(Fmoc-FF)的启发,设计并合成了一种包含紫外(UV)敏感光引发剂的新型肽。与 Fmoc-FF 类似,6-硝基香草醛基-二苯丙氨酸(Nvoc-FF)自组装形成 3D、自支撑、纳米纤维水凝胶。Nvoc-FF 水凝胶具有良好的机械性能,储能模量为 40 kPa。对封装胰岛素-荧光素异硫氰酸酯(胰岛素-FITC)的 Nvoc-FF 水凝胶进行 UV 照射会导致 Nvoc-FF 肽的裂解,生成未掩蔽的 FF,从而促进水凝胶的降解和胰岛素-FITC 的释放。这种释放与辐照时间呈线性相关。在本研究中,首次深入研究了这种刚性、纤维状、光响应水凝胶,为用于大分子控制释放的新型药物输送系统的制造提供了可能。