PMID- 30276909 OWN - NLM STAT- MEDLINE DCOM- 20190219 LR - 20190320 IS - 1521-3927 (Electronic) IS - 1022-1336 (Linking) VI - 39 IP - 24 DP - 2018 Dec TI - UV Light-Responsive Peptide-Based Supramolecular Hydrogel for Controlled Drug Delivery. PG - e1800588 LID - 10.1002/marc.201800588 [doi] AB - 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. CI - (c) 2018 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. FAU - Roth-Konforti, Michal E AU - Roth-Konforti ME AD - School of Chemistry, Faculty of Exact Sciences, Tel Aviv University, Tel Aviv, 69978, Israel. FAU - Comune, Michela AU - Comune M AUID- ORCID: 0000-0003-0835-7832 AD - Department of Oral Biology, The Goldschleger School of Dental Medicine, Sackler Faculty of Medicine, Tel Aviv University, Tel Aviv, 69978, Israel. FAU - Halperin-Sternfeld, Michal AU - Halperin-Sternfeld M AD - Department of Oral Biology, The Goldschleger School of Dental Medicine, Sackler Faculty of Medicine, Tel Aviv University, Tel Aviv, 69978, Israel. FAU - Grigoriants, Irena AU - Grigoriants I AD - Department of Oral Biology, The Goldschleger School of Dental Medicine, Sackler Faculty of Medicine, Tel Aviv University, Tel Aviv, 69978, Israel. FAU - Shabat, Doron AU - Shabat D AD - School of Chemistry, Faculty of Exact Sciences, Tel Aviv University, Tel Aviv, 69978, Israel. FAU - Adler-Abramovich, Lihi AU - Adler-Abramovich L AUID- ORCID: 0000-0003-3433-0625 AD - Department of Oral Biology, The Goldschleger School of Dental Medicine, Sackler Faculty of Medicine, Tel Aviv University, Tel Aviv, 69978, Israel. LA - eng GR - 1732/17/Israel Science Foundation/ PT - Journal Article DEP - 20181001 PL - Germany TA - Macromol Rapid Commun JT - Macromolecular rapid communications JID - 9888239 RN - 0 (Hydrogels) RN - 0 (Insulin) RN - 0 (Isothiocyanates) RN - 0 (Peptides) RN - 3129-90-6 (isothiocyanic acid) RN - I223NX31W9 (Fluorescein-5-isothiocyanate) SB - IM MH - Drug Delivery Systems/*methods MH - Fluorescein-5-isothiocyanate/chemistry MH - Hydrogels/*chemistry MH - Insulin/chemistry MH - Isothiocyanates/chemistry MH - Peptides/*chemistry MH - *Ultraviolet Rays OTO - NOTNLM OT - drug delivery OT - hydrogels OT - low-molecular-weight hydrogelators OT - peptides OT - photo-responsive EDAT- 2018/10/03 06:00 MHDA- 2019/03/21 06:00 CRDT- 2018/10/03 06:00 PHST- 2018/08/04 00:00 [received] PHST- 2018/09/08 00:00 [revised] PHST- 2018/10/03 06:00 [pubmed] PHST- 2019/03/21 06:00 [medline] PHST- 2018/10/03 06:00 [entrez] AID - 10.1002/marc.201800588 [doi] PST - ppublish SO - Macromol Rapid Commun. 2018 Dec;39(24):e1800588. doi: 10.1002/marc.201800588. Epub 2018 Oct 1.