[Image: see text] We report crystallographic data for a set of homologous γ-peptides that contain a Boc-protected residue derived from the flexible gabapentin monomer at the N-terminus and cyclically constrained γ-residues at all other positions. The crystallized γ-peptides range in length from 3 to 7 residues. Previously only one atomic-resolution structure had been available for a short γ-peptide 14-helix. The new data provided here allow derivation of characteristic parameters for the γ-peptide 14-helix, and establish guidelines for characterizing 14-helical folding in solution via 2D NMR. In addition, the results suggest that the substitution pattern of a γ-residue has a profound effect on the propensity for 14-helical folding.
Download full-text PDF |
Source |
|---|---|
| http://www.ncbi.nlm.nih.gov/pmc/articles/PMC3429132 | PMC |
| http://dx.doi.org/10.1002/anie.201101301 | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
Exploring helix structures of γ-peptides based on 2-(aminomethyl)cyclopentanecarboxylic acid.
Biopolymers
May 2024
Department of Chemistry, Chungbuk National University, Cheongju, Chungbuk, Republic of Korea.
Conformational search and density functional theory calculations were performed to explore the preferences of helical structures for chiro-specific oligo-γ-peptides of 2-(aminomethyl)cyclopentanecarboxylic acid (γAmc) with a cyclopentyl constraint on the C-C bond in solution. The dimer and tetramer of γAmc (1) with homochiral (1S, 2S) configurations exhibited a strong preference for the 9-membered helix foldamer in solution, except for the tetramer in water. However, the oligomers of γAmc (1) longer than tetramer preferentially adopted a right-handed (P)-2.
View Article and Find Full Text PDFβ-Peptides incorporating polyhydroxylated cyclohexane β-amino acid: synthesis and conformational study.
Org Biomol Chem
November 2023
Centro Singular de Investigación en Química Biolóxica e Materiais Moleculares (CIQUS), Departamento de Química Orgánica. Universidade de Santiago de Compostela, c/Jenaro de la Fuente s/n, 15782 Santiago de Compostela, Spain.
We describe the synthesis of trihydroxylated cyclohexane β-amino acids from (-)-shikimic acid, in their and configuration, and the incorporation of the isomer into a -2-aminocyclohexanecarboxylic acid peptide chain. Subsequently, the hydroxyl groups were partially or totally deprotected. The structural study of the new peptides by FTIR, CD, solution NMR and DFT calculations revealed that they all fold into a 14-helix secondary structure, similarly to the homooligomer of -2-aminocyclohexanecarboxylic acid.
View Article and Find Full Text PDFEnhancing Pullulan Soft Capsules with a Mixture of Glycerol and Sorbitol Plasticizers: A Multi-Dimensional Study.
Polymers (Basel)
May 2023
College of Chemical Engineering, Huaqiao University, Xiamen 361021, China.
The plasticizer is crucial in the plant-based soft capsule. However, meeting the quality requirements of these capsules with a single plasticizer is challenging. To address this issue, this study first investigated the impact of a plasticizer mixture containing sorbitol and glycerol in varying mass ratios and the performance of the pullulan soft film and capsule.
View Article and Find Full Text PDFRapid and Replaceable Luminescent Coating for Silicon-Based Microreactors Enabling Energy-Efficient Solar Photochemistry.
ACS Sustain Chem Eng
August 2022
Flow Chemistry Group, van't Hoff Institute for Molecular Sciences (HIMS), Universiteit van Amsterdam (UvA), Science Park 904, 1098 XH Amsterdam, The Netherlands.
The sun is the most sustainable source of photons on the earth but is rarely used in photochemical transformations due its relatively low and variable intensity, broad wavelength range, and lack of focus. Luminescent solar concentrator-based photomicroreactors (LSC-PMs) can be an answer to all these issues, but widespread adoption is plagued by challenges associated with their complicated manufacturing. Herein, we developed a new strategy to accelerate and ease the production of LSC-PMs by depositing a thin luminescent film on commercially and widely available silicon-based microreactors.
View Article and Find Full Text PDFThe development of luminescent solar concentrator-based photomicroreactors: a cheap reactor enabling efficient solar-powered photochemistry.
Photochem Photobiol Sci
May 2022
Flow Chemistry Group, Van 't Hoff Institute for Molecular Sciences (HIMS), Universiteit Van Amsterdam (UvA), Science Park 904, 1098 XH, Amsterdam, The Netherlands.
Sunlight strikes our planet every day with more energy than we consume in an entire year. Therefore, many researchers have explored ways to efficiently harvest and use sunlight energy for the activation of organic molecules. However, implementation of this energy source in the large-scale production of fine chemicals has been mostly neglected.
View Article and Find Full Text PDFWant AI Summaries of new PubMed Abstracts delivered to your In-box?
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!