An investigation of the conductivity of peptide nanotube networks prepared by enzyme-triggered self-assembly

Xu, Haixia; Das, Apurba K.; Horie, Masaki; Shaik, Majeed S.; Smith, Andrew M.; Luo, Yi; Lu, Xiaofeng; Collins, Richard F.; Liem, Steven Y.; Song, Aimin; Popelier, Paul L. A.; Turner, Michael L.; Xiao, Ping; Kinloch, Ian A.; Ulijn, Rein V.

doi:10.1039/b9nr00233b

Cited by 141 publications

(140 citation statements)

References 34 publications

(46 reference statements)

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“…13 Another peak at d = 3.76 Å signifies the π−π interaction between the phenyl rings of the molecules in the three-dimensional network structure ( Figure 3). 56 Combining these results obtained from X-ray diffraction and FT-IR analyses, it can be concluded that the gelator peptide molecules are self-assembled in the gel state to form a β-sheet-like structure. A probable mechanistic model is shown in Figure S8.…”

Section: ■ Results and Discussionmentioning

confidence: 89%

Assembly of an Injectable Noncytotoxic Peptide-Based Hydrogelator for Sustained Release of Drugs

et al. 2014

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A new synthetic tripeptide-based hydrogel has been discovered at physiological pH and temperature. This hydrogel has been thoroughly characterized using different techniques including field emission scanning electron microscopic (FE-SEM) and high-resolution transmission electron microscopic (HR-TEM) imaging, small- and wide-angle X-ray diffraction analyses, FT-IR, circular dichroism, and rheometric analyses. Moreover, this gel exhibits thixotropy and injectability. This hydrogel has been used for entrapment and sustained release of an antibiotic vancomycin and vitamin B12 at physiological pH and temperature for about 2 days. Interestingly, MTT assay of these gelator molecules shows almost 100% cell viability of this peptide gelator, indicating its noncytotoxicity.

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Section: ■ Results and Discussionmentioning

confidence: 89%

Assembly of an Injectable Noncytotoxic Peptide-Based Hydrogelator for Sustained Release of Drugs

et al. 2014

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“…2), it is apparent that the bundled chiral supramolecular structures represent a highly ordered state of these systems that is preferentially obtained at higher catalyst concentrations. It is worth noting that the formation of well-aligned extended one-dimensional p-stacked nanofibres is of relevance to supramolecular electronics [30][31][32][33] . The results shown here imply that supramolecular electro-conductivity may be induced and controlled by catalytic self-assembly.…”

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confidence: 99%

Biocatalytic induction of supramolecular order

et al. 2010

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Supramolecular gels, which demonstrate tunable functionalities, have attracted much interest in a range of areas, including healthcare, environmental protection and energy-related technologies. Preparing these materials in a reliable manner is challenging, with an increased level of kinetic defects observed at higher self-assembly rates. Here, by combining biocatalysis and molecular self-assembly, we have shown the ability to more quickly access higher-ordered structures. By simply increasing enzyme concentration, supramolecular order expressed at molecular, nano-and micro-levels is dramatically enhanced, and, importantly, the gelator concentrations remain identical. Amphiphile molecules were prepared by attaching an aromatic moiety to a dipeptide backbone capped with a methyl ester. Their self-assembly was induced by an enzyme that hydrolysed the ester. Different enzyme concentrations altered the catalytic activity and size of the enzyme clusters, affecting their mobility. This allowed structurally diverse materials that represent local minima in the free energy landscape to be accessed based on a single gelator structure.M olecular self-assembly 1-7 can be controlled using a variety of stimuli, including chemical 8,9 and mechanical 10 triggers, as well as X-rays 11 . Although the traditional premise in selfassembly suggests that supramolecular material properties can be fully encoded into molecular building blocks, it is increasingly apparent that the chosen self-assembly pathway is central to the final structure and its material functionality. Biocatalytic control of self-assembly systems is a novel direction for laboratory-based self-assembly 12-17 , although it is omnipresent in the biological world. Indeed, enzymatically controlled self-assembly and disassembly underlies vital processes such as cell movement, intracellular transport and muscle contraction. In chemists' hands, the combination of biocatalysis and molecular self-assembly has recently emerged as a powerful new approach to make novel stimuli-responsive molecular materials [12][13][14][15][16][17] . We believe that catalytic control of self-assembly provides important new methodology beyond such triggering of material transitions. In particular, the combination of biological selectivity, localized action and operation under constant, physiological conditions provides a new methodology for bottomup nanofabrication of future soft materials and devices, allowing for unprecedented control of supramolecular order.Here, we focus on the control of supramolecular order with few defects. In principle, there are two possible approaches to defect reduction-either improving the fidelity of the self-assembly process (avoiding defects) or using fully reversible systems that operate under thermodynamic control (repairing defects). The latter approach is generally slow and only applicable to cases where the desired structure represents the global equilibrium state and where the system is fully reversible, that is, under thermodynamic control 16 . Many structure...

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“…It has been demonstrated that p-conjugated organic components (e.g., oligothiophene, [8,9] naphthalene, [10] and perylene) [11,12] linked to oligopeptides can form 1D structures, but the p-electron-functionalized groups were typically embedded within the oligopeptide motifs (i.e., nonconductive components), making it difficult to fabricate nanoelectronic devices and characterize the conductivity directly. [8][9][10][11][12][13][14] Herein we demonstrate how terminally functionalized p-conjugated peptides assemble into 1D nanostructures to give strong p-p intermolecular electronic communication, which is confirmed by direct-conductivity measurements for the first time.…”

mentioning

confidence: 59%

Semiconductive, One‐Dimensional, Self‐Assembled Nanostructures Based on Oligopeptides with π‐Conjugated Segments

Sun

Jiang

Schuermann

et al. 2011

Chemistry A European J

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Endlich ist der Weg frei für die Synthese vom Hetisin‐artigen Alkaloiden: Ausgehend von 2‐Brom‐5‐methoxyphenethyliodid führte eine Totalsynthese in 40 Stufen zu (±)‐Nominin (1). Schlüsselschritte beim Aufbau der komplexen polycyclischen Struktur des Naturstoffs waren die radikalische Cyclisierung eines Enins und die palladiumkatalysierte intramolekulare α‐Arylierung eines Aldehyds.

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An investigation of the conductivity of peptide nanotube networks prepared by enzyme-triggered self-assembly

Cited by 141 publications

References 34 publications

Assembly of an Injectable Noncytotoxic Peptide-Based Hydrogelator for Sustained Release of Drugs

Assembly of an Injectable Noncytotoxic Peptide-Based Hydrogelator for Sustained Release of Drugs

Biocatalytic induction of supramolecular order

Semiconductive, One‐Dimensional, Self‐Assembled Nanostructures Based on Oligopeptides with π‐Conjugated Segments

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