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Self-assembling peptide

Mohammad Aref Khalily, Hakan Usta, Mehmet Ozdemir, Gokhan Bakan, F Begum Dikecoglu, Charlotte Edwards-Gayle, Jessica A Hutchinson, Ian W Hamley, Aykutlu Dana, Mustafa O Guler
π-Conjugated small molecules based on a [1]benzothieno[3,2-b]benzothiophene (BTBT) unit are of great research interest in the development of solution-processable semiconducting materials owing to their excellent charge-transport characteristics. However, the BTBT π-core has yet to be demonstrated in the form of electro-active one-dimensional (1D) nanowires that are self-assembled in aqueous media for potential use in bioelectronics and tissue engineering. Here we report the design, synthesis, and self-assembly of benzothienobenzothiophene (BTBT)-peptide conjugates, the BTBT-peptide (BTBT-C3-COHN-Ahx-VVAGKK-Am) and the C8-BTBT-peptide (C8-BTBT-C3-COHN-Ahx-VVAGKK-Am), as β-sheet forming amphiphilic molecules, which self-assemble into highly uniform nanofibers in water with diameters of 11-13(±1) nm and micron-size lengths...
May 18, 2018: Nanoscale
Xiao Zhang, Xianghui Xu, Yachao Li, Cheng Hu, Zhijun Zhang, Zhongwei Gu
Poor drug penetration into tumor cells and tissues is a worldwide difficulty in cancer therapy. A strategy is developed for virion-like membrane-breaking nanoparticles (MBNs) to smoothly accomplish tumor-activated cell-and-tissue dual-penetration for surmounting impermeable drug-resistant cancer. Tailor-made dendritic arginine-rich peptide prodrugs are designed to mimic viral protein transduction domains and globular protein architectures. Attractively, these protein mimics self-assemble into virion-like nanoparticles in aqueous solution, having highly ordered secondary structure...
May 17, 2018: Advanced Materials
Frédéric Gobeaux, Frank Wien
The common view on the amyloid fibril formation is that it is a multistep process that involves many oligomeric intermediate species, which leads to a high degree of polymorphism. This view derives from numerous kinetic studies whose vast majority was carried out with amyloid β fragments or other pathological amyloidogenic sequences. Yet, it is not clear whether the mechanisms inferred from these studies are universal and also apply to functional amyloids, in particular to peptide hormones which form reversible amyloid structures...
May 18, 2018: Langmuir: the ACS Journal of Surfaces and Colloids
Christian Bortolini, Lasse Hyldgaard Klausen, Søren Vrønning Hoffmann, Nykola C Jones, Daniela Saadeh, Zegao Wang, Tuomas P J Knowles, Mingdong Dong
Aberrant assembly of the amyloid-β (Aβ) is responsible for the development of Alzheimer's disease, but can also be exploited to obtain highly functional biomaterials. The short Aβ fragment, KLVFF (Aβ16-20), is crucial for Aβ assembly and considered to be an Aβ aggregation inhibitor. Here, we show that acetylation of KLVFF turns it into an extremely fast self-assembling molecule, reaching macroscopic (i.e. mm) size in seconds. We show that KLVFF is metastable and that the self-assembly can be directed towards a crystalline or fibrillar phase simply through chemical modification, via acetylation or amidation of the peptide...
May 17, 2018: ACS Nano
Khashti Ballabh Joshi, Ramesh Singh, Narendra Kumar Mishra, Vikas Kumar, Vandana Vinayak
We report the design and synthesis of biocompatible small peptide based molecule for the controlled and targeted delivery of the encapsulated bioactive metal ions via transforming their internal nanostructures. Tyrosine based short peptide amphiphile (sPA) was synthesized which self-assembled into β-sheet like secondary structures. The self assembly of the designed sPA was modulated by using different bioactive transition metal ions which is confirmed by spectroscopic and microscopic techniques. These bioactive metal ions conjugated sPA hybrid structures are further used to develop antibacterial materials...
May 17, 2018: Chembiochem: a European Journal of Chemical Biology
Carsten Schmuck, Xiao-Yu Hu, Martin Ehlers, Elio Zellermann, Stefanie Mosel, Hao Jiang, Jan-Erik Ostwaldt, Shirley Knauer, Leyong Wang, Tingting Wang
Small peptides capable of assembling into well-defined nanostructures have attracted extensive attention due to their interesting applications as biomaterials. Herein, we report the first example of a pillararene functionalized with a guanidiniocarbonyl pyrrole (GCP)-conjugated short peptide segment. The obtained amphiphilic peptide 1 spontaneously self-assembles into a supramolecular β-sheet in aqueous solution based on host-guest interaction between pillararene and GCP unit as well as hydrogen-bonding between the peptide strands...
May 17, 2018: Chemistry: a European Journal
Zeynep Okur, Oya I Senturk, Canelif Yilmaz, Gulcihan Gulseren, Busra Mammadov, Mustafa O Guler, Ayse B Tekinay
Promotion of neurite outgrowth is an important limiting step for regeneration in nerve injury and depends strongly on the local expression of nerve growth factor (NGF). The rational design of bioactive materials is a promising approach for the development of novel therapeutic methods for nerve regeneration, and biomaterials capable of presenting NGF to nerve cells are especially suitable for this purpose. In this study, we show bioactive peptide amphiphile (PA) nanofibers capable of promoting neurite outgrowth by displaying high density binding epitopes for NGF...
May 17, 2018: Biomaterials Science
Qin Fan, Yujie Ji, Jingjing Wang, Li Wu, Weidong Li, Rui Chen, Zhipeng Chen
Peptide-drug conjugates (PDCs) as self-assembly prodrugs have the unique and specific features to build one-component nanomedicines. Supramolecular structure based on PDCs could form various morphologies ranging from nanotube, nanofibre, nanobelt to hydrogel. However, the assembly process of PDCs is too complex to predict or control. Herein, we investigated the effects of extrinsic factors on assembly morphology and the possible formation of nanostructures based on PDCs. To this end, we designed a PDC consisting of hydrophobic drug ( S )-ketoprofen (Ket) and valine-glutamic acid dimeric repeats peptide (L-VEVE) to study their assembly behaviour...
April 2018: Royal Society Open Science
Kiri Thornalley, Erik Laurini, Sabrina Pricl, David K Smith
A family of four self-assembling lipopeptides containing Ala-Lys peptides attached to a C16 aliphatic chain was synthesised. These compounds form two enantiomeric pairs that bear a diastereomeric relationship to one another (C16-L-Ala-L-Lys/C16-D-Ala-D-Lys) and (C16-D-Ala-L-Lys/C16-L-Ala-D-Lys). These diastereomeric pairs have very different critical micelle concentrations (CMCs), with LL/DD < DL/LD suggesting more effective assembly of the former. The self-assembled multivalent (SAMul) systems bind biological polyanions as result of the cationic lysine groups on their surfaces...
May 15, 2018: Angewandte Chemie
Xuejiao Yang, Yuefei Wang, Wei Qi, Jiaxing Zhang, Liwei Zhang, Renliang Huang, Rongxin Su, Zhimin He
The photo-induced reconfigurable assembly of nanostructures via the simultaneous noncovalent and covalent polymerization of a functional ferrocene-tyrosine (Fc-Y) molecule is reported. The Fc-Y monomers can directly self-assemble into nanospheres with a smooth surface driven by noncovalent interactions. By covalent photo-crosslinking of the Fc-Y monomers, the nanospheres transform spontaneously into hollow vesicles composed of hierarchically ordered lamellar structures. It is worth noting that the formed nanostructures exhibit both reducing property for in situ mineralization of gold nanoparticles with tunable biocatalytic behavior, and the redox activity for superior energy storage capacity...
May 14, 2018: Small
Heejung Im, Su Hee Kim, Soo Hyun Kim, Youngmee Jung
We developed a highly elastic customized scaffold for soft-tissue regeneration and combined them with bioactive hydrogels with stem-cell-inducing ability. This was done to mimic mechanical properties of native soft tissues and improve the viability of transplanted cells as well as efficiency of tissue regeneration. The proposed study was aimed at evaluating various characteristics of scaffolds and investigating their tissue regenerating ability. Finger shaped porous scaffolds were successfully fabricated by an indirect 3D printing of poly (L-lactide-co-ε-caprolactone) (PLCL) which provides a high elasticity for soft tissue engineering...
May 14, 2018: Tissue Engineering. Part A
Kuan Hu, Yixiang Jiang, Wei Xiong, Hu Li, Pei-Yu Zhang, Feng Yin, Qianling Zhang, Hao Geng, Fan Jiang, Zhou Li, Xinwei Wang, Zigang Li
The self-assembly of peptides into ordered nanostructures is important for understanding both peptide molecular interactions and nanotechnological applications. However, because of the complexity and various self-assembling pathways of peptide molecules, design of self-assembling helical peptides with high controllability and tunability is challenging. We report a new self-assembling mode that uses in-tether chiral center-induced helical peptides as a platform for tunable peptide self-assembly with good controllability...
May 2018: Science Advances
Zhenyin Chen, Yuanyuan Yue, Huinan Zhang, Chunyan Chen, Bo Liu, Xueqin Li, Jing Wen, Shuyi Wu, Zhongli Luo
The purpose of this study is to investigate the effects of self-assembling peptide GFS-4 on three-dimen-sional myocardial cell culture and tissue repair of myocardial infarction. The circular dichroism (CD) spectrum was used to detect secondary structure of GFS-4, and atomic force microscope (AFM) was used to analyze the microstructure of self-assembly. The nanofiber scaffolds self-assembled by GFS-4 were used as the three-dimensional culture material to observe the growth effect of cardiomyocytes. The model of myocardial infarction was established and the effect of GFS-4 on myocardial infarction was studied...
June 1, 2017: Sheng Wu Yi Xue Gong Cheng Xue za Zhi, Journal of Biomedical Engineering, Shengwu Yixue Gongchengxue Zazhi
Gulcihan Gulseren, Gulistan Tansik, Ruslan Garifullin, Ayse B Tekinay, Mustafa O Guler
Dentin phosphoprotein (DPP) is a major component of the dentin matrix playing crucial role in hydroxyapatite deposition during bone mineralization, making it a prime candidate for the design of novel materials for bone and tooth regeneration. The bioactivity of DPP-derived proteins is controlled by the phosphorylation and dephosphorylation of the serine residues. Here an enzyme-responsive peptide nanofiber system inducing biomineralization is demonstrated. It closely emulates the structural and functional properties of DPP and facilitates apatite-like mineral deposition...
May 10, 2018: Macromolecular Bioscience
Todd M Doran, Bradley L Nilsson
Alzheimer's disease (AD) is characterized by chronic neurodegeneration and the insidious accumulation of senile plaques comprised of the amyloid-β (Aβ) peptide. An important goal in AD research is to characterize the structural basis for how Aβ aggregates exert their noxious effects on neurons. We describe herein synthetic steps to incorporate a light-controlled β-turn mimetic, 3-(3-aminomethylphenylazo)-phenylacetic acid (AMPP), into the backbone of a putative turn region within Aβ. AMPP adopts a rigid β-hairpin turn when azobenzene is in the cis conformation, and can adopt an extended "β-arc" turn in the trans-azobenzene conformation...
2018: Methods in Molecular Biology
Mhairi M Harper, Michael L Connolly, Laura Goldie, Eleanore J Irvine, Joshua E Shaw, Vineetha Jayawarna, Stephen M Richardson, Matthew J Dalby, David Lightbody, Rein V Ulijn
Aromatic peptide amphiphiles can form self-supporting nanostructured hydrogels with tunable mechanical properties and chemical compositions. These hydrogels are increasingly applied in two-dimensional (2D) and three-dimensional (3D) cell culture, where there is a rapidly growing need to store, grow, proliferate, and manipulate naturally derived cells within a hydrated, 3D matrix. Biogelx Limited is a biomaterials company, created to commercialize these bio-inspired hydrogels to cell biologists for a range of cell culture applications...
2018: Methods in Molecular Biology
Dawei Xu, Louis DeRidder, Brendan Elmore, He Dong
Cell penetrating peptides (CPPs) have been proven to be an effective vector to deliver a variety of membrane-impermeable macromolecules, such as DNAs, siRNAs, and proteins. Conventional single-chain CPPs typically suffer from severe protease degradation and fast clearance rate for in vivo therapeutic delivery application. In this chapter, we show that supramolecular assembly of de novo designed cationic multidomain peptides (MDPs) leads to nanostructured filaments with increased proteolytic stability and potent membrane activity necessary for improved transfection efficiency...
2018: Methods in Molecular Biology
C Brent Chesson, Rojelio Elias Alvarado, Jai S Rudra
Self-assembling peptides spontaneously associate into functional supramolecular scaffolds, which have found numerous biomedical applications. These molecular assemblies have applications in nerve regeneration, wound healing, and both prophylactic and therapeutic vaccination. They can also be useful tools for proliferation assays, sustained culture of difficult cell lines, or activation of cell lines for immunoassays. This protocol will describe the basic peptide synthesis and purification of model self-assembling peptide immunogen and methods for vaccinating mice, collecting lymph nodes, and stimulating cells ex vivo...
2018: Methods in Molecular Biology
Carolina Mora Solano, Yi Wen, Huifang Han, Joel H Collier
The design, formulation, and immunological evaluation of self-assembling peptide materials is relatively straightforward. Indeed, one of the advantages of synthetic self-assembling peptides is that one can progress from initial concept to in vivo testing in a matter of days. However, because these materials are supramolecular, working with them is not without some practical challenges, and subtle changes in design, synthesis, handling, and formulation can affect the materials' immunogenicity. This chapter is intended to communicate some of these practical aspects of working with these materials that are not always enumerated in conventional research papers...
2018: Methods in Molecular Biology
Tejaswini S Kale, John D Tovar
Peptides provide a biomolecular scaffold for solubilizing and assembling π-conjugated molecules in aqueous media. The properties of such peptide-π chromophore conjugates can be manipulated by varying the constituent amino acid residues in the peptide backbone as well as the chromophore moieties. Such a precise handle on molecular structure leads to molecules with diverse macromolecular and material properties. We developed a versatile synthetic protocol that leads to a wide range of peptide-π chromophore conjugates in which the chromophores are covalently attached to the peptide backbone such that the chromophore is flanked by two peptide chains...
2018: Methods in Molecular Biology
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