Evaporation-induced self-assembly of trans-2-aminocyclopentanecarboxylic acid hexamers

Kwon, Sunbum; Kang, Kyung‐Tae; Jeon, Aram; Park, Ji Hun; Choi, Insung S.; Lee, Hee-Seung

doi:10.1016/j.tet.2012.02.061

Cited by 17 publications

(16 citation statements)

References 32 publications

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“…2c). These unique peaks have been observed in other types of foldecture and closely predict crystallinity [6,8]. We interpreted the endothermic peak at 88 C as resulting from the dissociation of highly-ordered building blocks [18,19] in foldecture PP.…”

Section: Resultssupporting

confidence: 66%

Parallelogram plate shaped foldecture from the controlled self-assembly of α/β-peptide foldamer

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Gong

Jeong

et al. 2015

Solid State Sciences

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Section: Resultssupporting

confidence: 66%

Parallelogram plate shaped foldecture from the controlled self-assembly of α/β-peptide foldamer

Eom

Gong

Jeong

et al. 2015

Solid State Sciences

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“…Structural models and their analysis by the surface tensor method : There are no available 3D‐structural studies of the enantiopure ACPC homo‐pentapeptide, but it is known that the homo‐hexa and tetrapeptides form stable 12‐helices in solution and in the crystal state 1c. i, 4a, b Moreover, an EPR study on hexapeptides that contain four ACPC and two POAC β‐amino acids has shown that they fold into a 12‐helical structure in chloroform 5e. Then, to better understand the nature of the self‐assemblies displayed by our pentapeptide, we assumed that it adopts a 12‐helical conformation and modeled its molecular structure on the basis of the crystal structure of the homo‐hexapeptide 1i.…”

Section: Resultsmentioning

confidence: 99%

Self‐Association of an Enantiopure β‐Pentapeptide in Nematic Liquid Crystals

Bortolus

Wright

Toffoletti

et al. 2013

Chemistry A European J

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Herein, we report for the first time that nematic liquid-crystalline environments drive the reversible self-aggregation of an enantiopure β-pentapeptide into oligomers with a well-defined structure. The peptide contains four (1S,2S)-2-aminocyclopentane carboxylic acid (ACPC) residues and the paramagnetic β-amino acid (3R,4R)-4-amino-1-oxyl-2,2,5,5-tetramethylpyrrolidine-3-carboxylic acid (POAC). The structure of the oligomers was investigated by electron paramagnetic resonance (EPR) spectroscopy, which allowed us to obtain the intermonomer distance distribution in the aggregates as a function of peptide concentration in two nematic liquid crystals, E7 and ZLI-4792. The aggregates were modeled on the basis of the EPR data, and their orientation and order in the nematic phase were studied by the surface tensor method.

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“…Peptide 1 (BocNH-ACPC 6 -OH) and peptide 2 (BocNH-ACPC 8 -OBn) were prepared by solution phase peptide synthesis as described in the preceding literatures 21 52 .…”

Section: Methodsmentioning

confidence: 99%

Magnetotactic molecular architectures from self-assembly of β-peptide foldamers

et al. 2015

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The design of stimuli-responsive self-assembled molecular systems capable of undergoing mechanical work is one of the most important challenges in synthetic chemistry and materials science. Here we report that foldectures, that is, self-assembled molecular architectures of β-peptide foldamers, uniformly align with respect to an applied static magnetic field, and also show instantaneous orientational motion in a dynamic magnetic field. This response is explained by the amplified anisotropy of the diamagnetic susceptibilities as a result of the well-ordered molecular packing of the foldectures. In addition, the motions of foldectures at the microscale can be translated into magnetotactic behaviour at the macroscopic scale in a way reminiscent to that of magnetosomes in magnetotactic bacteria. This study will provide significant inspiration for designing the next generation of biocompatible peptide-based molecular machines with applications in biological systems.

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Evaporation-induced self-assembly of trans-2-aminocyclopentanecarboxylic acid hexamers

Cited by 17 publications

References 32 publications

Parallelogram plate shaped foldecture from the controlled self-assembly of α/β-peptide foldamer

Parallelogram plate shaped foldecture from the controlled self-assembly of α/β-peptide foldamer

Self‐Association of an Enantiopure β‐Pentapeptide in Nematic Liquid Crystals

Magnetotactic molecular architectures from self-assembly of β-peptide foldamers

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