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| Open AccessCis-trans isomerization of peptoid residues in the collagen triple-helix
The cis-peptide bond is rare in natural proteins and its impact on protein folding is elusive. Here the authors break the conventional understanding that cis-amide-favoring residues destabilize proteins, elucidate the principles of peptoid cis-trans isomerization in collagen folding, and showcase the use of cis-amide-favoring residues in building programmable and functional peptidomimetics.
- Rongmao Qiu
- , Xiaojing Li
- & Yang Li
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Article
| Open AccessChemoenzymatic synthesis of genetically-encoded multivalent liquid N-glycan arrays
Cellular glycosylation is complex and heterogeneous, which is challenging to reproduce synthetically. Here, the authors report on enzymatic remodelling of multivalent glycosylated bacteriophages to produce genetically encoded library of N-glycans which can be used to measure glycan-protein interactions with lectins on the surface of live cells and organs.
- Chih-Lan Lin
- , Mirat Sojitra
- & Ratmir Derda
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Article
| Open AccessBioinspired engineering of fusogen and targeting moiety equipped nanovesicles
Active targeting and cytosolic delivery of therapeutic payloads are challenging in small extracellular vesicle-based drug delivery systems. Here, the authors engineer fusogen and targeting moiety co-functionalized cell-derived nanovesicles, which can selectively bind to target cells and efficiently fulfill cytosolic delivery through membrane fusion.
- Lixue Wang
- , Guosheng Wang
- & Yuan Wan
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Article
| Open AccessThiocarbazate building blocks enable the construction of azapeptides for rapid development of therapeutic candidates
The rapid protease degradation of peptides is currently limiting their therapeutic utility. Here, the authors report functionalised thiocarbazate scaffolds as precursors of aza-amino acids that can be integrated in peptide sequences, extending their bioavailability, and demonstrate this on FSSE/P5779 and bradykinin.
- Ahmad Altiti
- , Mingzhu He
- & Yousef Al-Abed
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Article
| Open AccessModular total syntheses of trans-clerodanes and sesquiterpene (hydro)quinones via tail-to-head cyclization and reductive coupling strategies
trans-Clerodanes and sesquiterpene (hydro)quinones are different types of natural products featuring the same trans-decalin core. Here, the authors report a modular synthetic route to this family by tail-to-head cyclization and reductive coupling strategies.
- Wenming Zhu
- , Qishuang Yin
- & Ming Yang
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Article
| Open AccessModeling human HSV infection via a vascularized immune-competent skin-on-chip platform
Understanding host responses to Herpes simplex virus (HSV) in humans is challenging. Here the authors report a vascularised 3D ‘skin-on-chip’ that mimics human skin architecture and is competent to immune-cell and drug perfusion; they use this to model HSV infection.
- Sijie Sun
- , Lei Jin
- & Jia Zhu
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Article
| Open AccessCollective total synthesis of C4-oxygenated securinine-type alkaloids via stereocontrolled diversifications on the piperidine core
A general synthetic solution toward high-oxidation state securinega alkaloids could be useful for systematic biological studies. Here, the authors report a divergent synthesis of C4-oxygenated securinega alkaloids via stereocontrolled diversifications on the piperidine core.
- Sangbin Park
- , Gyumin Kang
- & Sunkyu Han
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Article
| Open AccessTunable and scalable fabrication of block copolymer-based 3D polymorphic artificial cell membrane array
In this manuscript, an electric-field-assisted self-assembly technique that can allow controllable and scalable fabrication of 3-dimensional block copolymer (BCP)-based artificial cell membranes (3DBCPMs) immobilized on predefined locations is presented.
Topographically and chemically structured microwell array templates facilitate uniform patterning of BCPs and serve as reactors for the effective growth of 3DBCPMs, which diverse shapes, sizes and stability can be tuned by modulating the BCP concentration and the amplitude/frequency of the electric field.
The potential of 3DBCPMs for a variety of biological applications is highlighted by performance of in vitro protein-membrane assays and mimicking of human intestinal organs.
- Dong-Hyun Kang
- , Won Bae Han
- & Tae Song Kim
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Article
| Open AccessPosttranslational chemical installation of azoles into translated peptides
Azoles are five-membered heterocycles found in peptidic natural products and synthetic peptiodomimetics. Here the authors demonstrate a posttranslational chemical modification method for in vitro ribosomal synthesis of peptides with exotic azole groups at specific positions.
- Haruka Tsutsumi
- , Tomohiro Kuroda
- & Hiroaki Suga
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Article
| Open AccessNature-inspired remodeling of (aza)indoles to meta-aminoaryl nicotinates for late-stage conjugation of vitamin B3 to (hetero)arylamines
Vitamin B3 derivatives display a range of biological activities. Here, the authors report the synthesis of meta-aminoaryl nicotinates, derivatives of vitamin B3, and their late-stage conjugation with (hetero)arylamines, ultimately expanding the chemical space for biomedical research.
- Begur Vasanthkumar Varun
- , Kannan Vaithegi
- & Seung Bum Park
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Article
| Open AccessEnantioselective total syntheses of (+)-stemofoline and three congeners based on a biogenetic hypothesis
Stemofoline alkaloids are promising lead structures for further development in the fields of agriculture and medicine. Here, the authors report the enantioselective total syntheses of four stemofoline alkaloids in 19 steps based on a biogenetic hypothesis.
- Xiong-Zhi Huang
- , Long-Hui Gao
- & Pei-Qiang Huang
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Article
| Open AccessAsymmetric one-pot transformation of isoflavones to pterocarpans and its application in phytoalexin synthesis
Concise total syntheses of 6a-hydroxypterocarpans are sought after due to their broad spectrum of bioactivities. Here, the authors report the asymmetric syntheses of several natural isoflavonoids, including (−)-glyceollin I and (−)-glyceollin II, by means of an asymmetric transfer hydrogenation (ATH) reaction.
- Philipp Ciesielski
- & Peter Metz
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Article
| Open AccessContinuous artificial synthesis of glucose precursor using enzyme-immobilized microfluidic reactors
Ribulose-1,5-bisphosphate carboxylase/oxygenase (RuBisCO) is a difficult enzyme to work with. Here, the authors covalently immobilized it in a microfluidic reactor to enhance its storage/thermal stabilities and reusability, which enabled the continuous artificial synthesis of glucose precursor.
- Yujiao Zhu
- , Ziyu Huang
- & Xuming Zhang
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Article
| Open AccessA chemically fuelled self-replicator
Understanding how simple chemical mixtures transition into truly emergent systems is essential to create new lifelike materials. Here, the authors show a self-replicating system that can be maintained out-of-equilibrium by an oxidant fuel in analogy to simple metabolic cycles.
- Sarah M. Morrow
- , Ignacio Colomer
- & Stephen P. Fletcher
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Article
| Open AccessControlled synthesis of highly-branched plasmonic gold nanoparticles through peptoid engineering
Peptoids are promising crystallization agents, as they offer the molecular recognition capabilities of proteins and peptides but with higher stability and synthetic tunability. Here, the authors show that sequence-defined peptoids can controllably template the formation and shape evolution of gold nanostructures with defined morphologies.
- Feng Yan
- , Lili Liu
- & Chun-Long Chen
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Article
| Open AccessProtein disorder–order interplay to guide the growth of hierarchical mineralized structures
There is evidence that disordered proteins play a role in the mineralization process. Here, the authors report on the development of elastin-like recombinant protein membranes using disordered-ordered interplay to investigate and guide mineralization.
- Sherif Elsharkawy
- , Maisoon Al-Jawad
- & Alvaro Mata
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Article
| Open AccessDesigned heterogeneous palladium catalysts for reversible light-controlled bioorthogonal catalysis in living cells
Fine controlling chemical reactions over transition metal catalysts in living systems like enzymes remains a challenge. Here, the authors develop a versatile light-controlled bioorthogonal catalyst by modifying macroporous silica-Pd0 with supramolecular complex of azobenzene and β-cyclodextrin.
- Faming Wang
- , Yan Zhang
- & Xiaogang Qu
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Article
| Open AccessCellular interfaces with hydrogen-bonded organic semiconductor hierarchical nanocrystals
Nanomaterials that form a bioelectronic interface with cells are fascinating tools for controlling cellular behavior. Here, the authors photostimulate single cells with spiky assemblies of semiconducting quinacridone nanocrystals, whose nanoscale needles maximize electronic contact with the cells.
- Mykhailo Sytnyk
- , Marie Jakešová
- & Eric Daniel Głowacki
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Article
| Open AccessHighly stable and self-repairing membrane-mimetic 2D nanomaterials assembled from lipid-like peptoids
Biomimetic membranes can be used for various applications such as sensors and separations. Here, Chen et al. report the assembly of lipid-like peptoids into stable and self-repairing 2D membrane nanomaterials that change in thickness when under external stimuli.
- Haibao Jin
- , Fang Jiao
- & Chun-Long Chen
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Article
| Open AccessMultiscale deformations lead to high toughness and circularly polarized emission in helical nacre-like fibres
The mechanical properties and hierarchical structure of nacre have been widely investigated as a biomimetic template for applications. Here, the authors demonstrate that nacre-like fibres made from nanoplatelets and polymers show exceptional stretchability and toughness.
- Jia Zhang
- , Wenchun Feng
- & Nicholas A. Kotov
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Article
| Open AccessAqueous multiphoton lithography with multifunctional silk-centred bio-resists
Scientists are increasingly realising the potential for natural materials in micro- and nanofabrication. Here, the authors employ silk-based resists for aqueous multiphoton lithography towards generating intricate structures by femtosecond direct writing.
- Yun-Lu Sun
- , Qi Li
- & Hong-Bo Sun
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Article
| Open AccessBiomimetic mineralization of metal-organic frameworks as protective coatings for biomacromolecules
Robust biomacromolecules could be used for a wide range of biotechnological applications. Here the authors report a biomimetic mineralization process, in which biomolecules are encapsulated within metal-organic frameworks, and their stability is subsequently increased without significant bioactivity loss.
- Kang Liang
- , Raffaele Ricco
- & Paolo Falcaro
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Article
| Open AccessTriangular prism-shaped β-peptoid helices as unique biomimetic scaffolds
β-Peptoids are based on N-alkylated β-aminopropionic acid residues, which have been inspired by the more intensely studied peptoids and β-peptides. Here, the authors report X-ray crystal structures of oligomeric β-peptoids demonstrating secondary structures with this backbone.
- Jonas S. Laursen
- , Pernille Harris
- & Christian A. Olsen
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Article
| Open AccessHumidity-enhanced wet adhesion on insect-inspired fibrillar adhesive pads
Many insects supply secretion via small tubes or pores to the end of their legs to be able to attach to a surface. Here, inspired by nature, Xue et al.fabricate adhesive pads with porous nanorod structure for oil delivery, which give rise to a 100-fold increase in adhesivity under humid conditions.
- Longjian Xue
- , Alexander Kovalev
- & Stanislav N. Gorb
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Universal composition–structure–property maps for natural and biomimetic platelet–matrix composites and stacked heterostructures
Many layered composites exhibit a remarkable balance of strength, toughness and stiffness. Here, the authors construct a model to explain the synergy of key mechanical properties of layered composites by considering the elastic/plastic properties of the matrix and use 3D-printed samples to validate their predictions.
- Navid Sakhavand
- & Rouzbeh Shahsavari
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Nacre-mimetics with synthetic nanoclays up to ultrahigh aspect ratios
Nacre-mimetics hold great promise as high-performance, functional materials. Here, the authors use synthetic nanoclays and demonstrate tuneable mechanical properties by varying the nanoclay aspect ratio, and suggest a transparent gas barrier application.
- Paramita Das
- , Jani-Markus Malho
- & Andreas Walther
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Large enhancement in neurite outgrowth on a cell membrane-mimicking conducting polymer
Bioelectronic devices for cell electrical stimulation and nerve regeneration can be hampered by nonspecific binding of proteins and cells. Here, the authors present a membrane biomimetic conducting polymer that is cell selective, and thus may be useful in neural tissue engineering.
- Bo Zhu
- , Shyh-Chyang Luo
- & Hsiao-hua Yu
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Biomimetic block copolymer particles with gated nanopores and ultrahigh protein sorption capacity
Porous particles can be capable of selectivity encapsulating various guests. Here, the authors report a strategy to make block copolymer microparticles with pH-responsive pores, study and rationalize their assembly process and furthermore demonstrate separation of differently charged proteins.
- Haizhou Yu
- , Xiaoyan Qiu
- & Klaus-Viktor Peinemann
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Integration of molecular and enzymatic catalysts on graphene for biomimetic generation of antithrombotic species
Enzymatic mimics, capable of catalysing cascading reactions under physiological conditions, can be formed from integrating multiple components. Here, the authors report a graphene–haemin–glucose oxidase system capable of biomimetic generation of antithrombotic species from abundant glucose and L-arginine.
- Teng Xue
- , Bo Peng
- & Yu Huang
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Functionalization of the living diatom Thalassiosira weissflogii with thiol moieties
Biomineralization processes have inspired the design of synthetic silica structures in vitro. Here, the authors use a living diatom to fabricate organo-silica constructs and are able to incorporate thiol moieties into the diatom frustule without the loss of nano-scale architectural features.
- Yvonne Lang
- , Francisco del Monte
- & Abhay Pandit
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Biomimetic superelastic graphene-based cellular monoliths
The exploitation of the properties of graphene, such as mechanical strength and electrical conductivity, in deformable macroscopic materials is desirable. Here, a combination of graphene chemistry and ice physics is used to fabricate biomimetic, ultralight and superelastic graphene cellular monoliths.
- Ling Qiu
- , Jeffery Z. Liu
- & Dan Li
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Article
| Open AccessCarbon nanotube–liposome supramolecular nanotrains for intelligent molecular-transport systems
There is growing interest in the development of artificial molecular-transport systems. Miyakoet al. develop a supramolecular system consisting of carbon nanotubes and liposomes that allows the directional transport and controlled release of cargo molecules.
- Eijiro Miyako
- , Kenji Kono
- & Yoshihisa Hagihara
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Biomimetic layer-by-layer assembly of artificial nacre
Nacre is an organic–inorganic composite biomaterial, which consists of an ordered multilayer structure of crystalline calcium carbonate platelets separated by porous organic layers. Finnemoreet al. present a route to artificial nacre which mimics the natural layer-by-layer biosynthesis.
- Alexander Finnemore
- , Pedro Cunha
- & Ullrich Steiner