Hydrogen-Bond-Driven Peptide Nanotube Formation: A DFT Study DOI Creative Commons

Rubén D. Parra

Molecules, Journal Year: 2023, Volume and Issue: 28(17), P. 6217 - 6217

Published: Aug. 24, 2023

DFT calculations were carried out to examine geometries and binding energies of H-bond-driven peptide nanotubes. A bolaamphiphile molecule, consisting two N-α amido glycylglycine head groups linked by either one CH2 group or seven groups, is used as a building block for nanotube self-assembly. In addition hydrogen bonds between adjacent carboxy amide formation also driven weak C-H· · ·O methylene the OH group, an O=C group. The intratubular O-H· ·O=C account approximately third energies. Binding calculated with wB97XD/DGDZVP method show that hydrocarbon chains play stabilizing role in shortest has length single monomer diameter than increases number monomers. Lengthening tubular structure occurs through intertubular bonds. average bond energy estimated change size nanotubes, decreasing slightly towards some plateau value near 15 kcal/mol according method.

Language: Английский

Autohydrolysis of Diglycine‐Activated Succinic Esters Boosts Cellular Uptake DOI Creative Commons
Jiaqi Guo, Weiyi Tan, Hongjian He

et al.

Angewandte Chemie International Edition, Journal Year: 2023, Volume and Issue: 62(36)

Published: July 20, 2023

Rapid cellular uptake of synthetic molecules remains a challenge, and the motif frequently employed to generate prodrugs, succinic ester, unfortunately lowers efficacy desired drugs due their slow ester hydrolysis low cell entry. Here we show that ester-containing diglycine drastically boosts supramolecular assemblies or prodrugs. Specifically, autohydrolysis diglycine-activated esters turns nanofibers conjugates self-assembling into nanoparticles for fast uptake. The drug also restores drugs. 2D nuclear magnetic resonance (NMR) suggests "U-turn" favors intramolecular promote autohydrolysis. As an example rapid instant uptake, this work illustrates nonenzymatic bond cleavage approach develop effective therapeutics intracellular targeting.

Language: Английский

Citations

5
Photodegradable glyco-microfibers fabricated by the self-assembly of cellobiose derivatives bearing nitrobenzyl groups DOI Creative Commons

Bioru Okumura,

Eriko Yamaguchi,

Naoko Komura

et al.

Communications Materials, Journal Year: 2024, Volume and Issue: 5(1)

Published: Sept. 10, 2024

Language: Английский

Citations

1
A water playground for peptide re-assembly from fibrils to plates DOI Creative Commons
Simone Adorinni, Marina Kurbasic, Ana M. García

et al.

Journal of Materials Chemistry B, Journal Year: 2024, Volume and Issue: unknown

Published: Jan. 1, 2024

Short-peptide amyloid assembly and disassembly play crucial roles in various research fields, which range from addressing pathologies that lack therapeutic solutions to the development of innovative soft (bio)materials. Hydrogels short peptides typically show thermo-reversible gel-to-sol transition, whereby fibrils disassemble upon heating, re-assemble cooling down room temperature (rt). Despite ongoing intense studies this area, majority focus on peptide-peptide interaction neglect structuring role water peptide supramolecular behavior. This study describes an unprotected tetrapeptide gelator forms highly stable which, re-organize into plates persist rt. All-atom molecular dynamics (MD) simulations experimental methods reveal as a key player thermodynamics accompany irreversible morphological advance our understanding structures.

Language: Английский

Citations

1
A Versatile Assembly Approach toward Multifunctional Supramolecular Poly(Ionic Liquid) Nanoporous Membranes in Water DOI
Luyao Xu,

Yingyi Hu,

Dongbing Zhao

et al.

Macromolecular Rapid Communications, Journal Year: 2023, Volume and Issue: 44(23)

Published: May 30, 2023

Hydrogen (H)-bonding-integration of multiple ingredients into supramolecular polyelectrolyte nanoporous membranes in water, thereby achieving tailor-made porous architectures, properties, and functionalities, remains one the foremost challenges materials chemistry due to significantly opposing action water molecules against H-bonding. Herein, a strategy is described that allows direct fusing functional attributes small additives water-involved hydrogen bonding assembled poly(ionic liquid) (PIL) (SPILMs) under ambient conditions. It discloses pore size distributions mechanical properties SPILMs are rationally controlled by tuning H-bonding interactions between homo-PIL. demonstrates that, benefiting from synergy noncovalent interactions, dye additives/homo-PIL solutions can be utilized as versatile inks for yielding colorful light emitting films with robust underwater adhesion strength, excellent stretchability, flexibility on diverse substrates, including both hydrophilic hydrophobic surfaces. This system provides general platform integrating variety create multifunctional programmable water.

Language: Английский

Citations

3
Hydrogen-Bond-Driven Peptide Nanotube Formation: A DFT Study DOI Creative Commons

Rubén D. Parra

Molecules, Journal Year: 2023, Volume and Issue: 28(17), P. 6217 - 6217

Published: Aug. 24, 2023

DFT calculations were carried out to examine geometries and binding energies of H-bond-driven peptide nanotubes. A bolaamphiphile molecule, consisting two N-α amido glycylglycine head groups linked by either one CH2 group or seven groups, is used as a building block for nanotube self-assembly. In addition hydrogen bonds between adjacent carboxy amide formation also driven weak C-H· · ·O methylene the OH group, an O=C group. The intratubular O-H· ·O=C account approximately third energies. Binding calculated with wB97XD/DGDZVP method show that hydrocarbon chains play stabilizing role in shortest has length single monomer diameter than increases number monomers. Lengthening tubular structure occurs through intertubular bonds. average bond energy estimated change size nanotubes, decreasing slightly towards some plateau value near 15 kcal/mol according method.

Language: Английский

Citations

2