Self-assembling organic nanotubes based on a cyclic peptide architecture

Published on Nov 25, 1993in Nature49.962
· DOI :10.1038/366324A0
M. Reza Ghadiri74
Estimated H-index: 74
(Scripps Research Institute),
Juan R. Granja37
Estimated H-index: 37
(Scripps Research Institute)
+ 2 AuthorsNina Khazanovich3
Estimated H-index: 3
(Scripps Research Institute)
Sources
Abstract
HOLLOW tubular structures of molecular dimensions may offer a variety of applications in chemistry, biochemistry and materials science. Concentric carbon nanotubes1,2 have attracted a great deal of attention, while the three-dimensional tubular pore structures of molecular sieves have long been exploited industrially3–8. Nanoscale tubes based on organic materials have also been reported previously9–13. Here we report the design, synthesis and characterization of a new class of organic nanotubes based on rationally designed cyclic polypeptides. When protonated, these compounds crystallize into tubular structures hundreds of nanometres long, with internal diameters of 7–8 A. Support for the proposed tubular structures is provided by electron microscopy, electron diffraction, Fourier-transform infrared spectroscopy and molecular modelling. These tubes are open-ended, with uniform shape and internal diameter. We anticipate that they may have possible applications in inclusion chemistry, catalysis, molecular electronics and molecular separation technology.
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#1Alain Monnier (UCSB: University of California, Santa Barbara)H-Index: 14
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A model is presented to explain the formation and morphologies of surfactant-silicate mesostructures. Three processes are identified: multidentate binding of silicate oligomers to the cationic surfactant, preferential silicate polymerization in the interface region, and charge density matching between the surfactant and the silicate. The model explains present experimental data, including the transformation between lamellar and hexagonal mesophases, and provides a guide for predicting conditions...
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#1Akira Harada (Osaka University)H-Index: 84
#2Jun Li (Osaka University)H-Index: 106
Last. Mikiharu Kamachi (Osaka University)H-Index: 46
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MUCH attention has been focused recently on the design and fabrication of large-scale molecular structures1. Carbon nanotubes formed by an arc-discharge method2,3 have attracted particular attention. These tubes range from about 1 to 30 nanometres in diameter and a micrometre or so in length. To construct smaller tubes, direct chemical synthesis may be a more convenient approach. The cyclic oligomers of glucose known as cyclodextrins (CDs) would seem to be ideal candidates for the components of ...
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Abstract The three-dimensional structures of chymotrypsin- and methylamine-treated negatively stained human α 2 -macroglobulin have been determined by weighted back projection from electron microscope data. Projections of the reconstructions show good concordance with two-dimensional averages of both stained and frozen-hydrated molecules. The reconstructions reveal that the H-shaped front projection of the molecule is related to the smaller ellipsoidal end view by a rotation of 90° about the cro...
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#1Charles T. Kresge (Mobil)H-Index: 19
#2Michael Leonowicz (Mobil)H-Index: 6
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MICROPOROUS and mesoporous inorganic solids (with pore diameters of ≤20 A and ∼20–500 A respectively)1 have found great utility as catalysts and sorption media because of their large internal surface area. Typical microporous materials are the crystalline framework solids, such as zeolites2, but the largest pore dimensions found so far are ∼10–12 A for some metallophosphates3–5 and ∼14 A for the mineral cacoxenite6. Examples of mesoporous solids include silicas7 and modified layered materials8–1...
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A global census of the hydrogen bonds in 42 X-ray-elucidated proteins was taken and the following demographic trends identified: (1) Most hydrogen bonds are local, i.e. between partners that are close in sequence, the primary exception being hydrogen-bonded ion pairs. (2) Most hydrogen bonds are between backbone atoms in the protein, an average of 68%. (3) All proteins studied have extensive hydrogen-bonded secondary structure, an average of 82%. (4) Almost all backbone hydrogen bonds are within...
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#1Thomas W. Ebbesen (NEC)H-Index: 104
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INTEREST in carbon fibres1,2 has been stimulated greatly by the recent discovery of hollow graphitic tubules of nanometre dimensions3. There has been much speculation about the properties and potential application of these nanotubes4–8. Theoretical studies predict that their electronic properties will depend on their diameter and degree of helicity4,5. Experimental tests of these ideas has been hampered, however, by the lack of macroscopic quantities of the material. Here we report the synthesis...
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1,2,4-triazin-5-one compounds of the general formula (I) (I) where R is are prepared by reacting a compound of general formula (II) (II) in which R is defined above with either (a) a tertiary alcohol of general formula (III) HO-R'(III) in which R' is a t-alkyl group having 4 to 18 carbon atoms, especially t-amyl or t-octyl or preferably t-butyl or (b) an alkene of general formula (IV) (IV) in which R1 and R2 are the same or different and are hydrogen or an alkyl group and R3 and R4 are the same ...
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#2John P. MathiasH-Index: 8
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Molecular self-assembly is the spontaneous association of molecules under equilibrium conditions into stable, structurally well-defined aggregates joined by noncovalent bonds. Molecular self-assembly is ubiquitous in biological systems and underlies the formation of a wide variety of complex biological structures. Understanding self-assembly and the associated noncovalent interactions that connect complementary interacting molecular surfaces in biological aggregates is a central concern in struc...
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Peptide-based supramolecular self-assembly from peptide monomers into well-organized nanostructures, has attracted extensive attentions towards biomedical and biotechnological applications in recent decades. This spontaneous and reversible assembly process involving non-covalent bonding interactions can be artificially regulated. In this review, we have elaborated different strategies to modulate the peptide self-assembly through tuning the physicochemical and environmental conditions, including...
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Cyclic peptides are a fascinating class of molecules that can be programmed to fold or self-assemble into diverse mono- and multidimensional structures with potential applications in biomedicine, nanoelectronics, or catalysis. Herein we describe on-resin procedures to carry out head-to-tail peptide cyclization based on orthogonal protected linear structures. We also present essential characterization tools for obtaining dynamic and structural information, including the visualization cyclic pepti...
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Abstract null null Chirality is one of the most important structural features in biological systems. Peptides, as a class of small biomolecules, can self-assemble into various chiral supramolecular polymers with unprecedented levels of diversity and complexity, which have practical ramifications in various fields from catalysis to sensing, optics, and biomedicine. In this review, we will focus on the chiral transfer during peptide self-assembly from the molecular scale to the nano-, micro- and m...
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