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28 Results Found

  • Article
  • Open Access
11 Citations
4,447 Views
14 Pages

Structural Optimization of Foldamer-Dendrimer Conjugates as Multivalent Agents against the Toxic Effects of Amyloid Beta Oligomers

  • Éva Bartus,
  • Gábor Olajos,
  • Ildikó Schuster,
  • Zsolt Bozsó,
  • Mária A. Deli,
  • Szilvia Veszelka,
  • Fruzsina R. Walter,
  • Zsolt Datki,
  • Zsolt Szakonyi and
  • Livia Fülöp
  • + 1 author

2 October 2018

Alzheimer’s disease is one of the most common chronic neurodegenerative disorders. Despite several in vivo and clinical studies, the cause of the disease is poorly understood. Currently, amyloid β (Aβ) peptide and its tendency to asse...

  • Article
  • Open Access
10 Citations
4,913 Views
13 Pages

Internalization of Foldamer-Based DNA Mimics through a Site-Specific Antibody Conjugate to Target HER2-Positive Cancer Cells

  • Valentina Corvaglia,
  • Imène Ait Mohamed Amar,
  • Véronique Garambois,
  • Stéphanie Letast,
  • Aurélie Garcin,
  • Céline Gongora,
  • Maguy Del Rio,
  • Caroline Denevault-Sabourin,
  • Nicolas Joubert and
  • Philippe Pourquier
  • + 1 author

Inhibition of protein–DNA interactions represents an attractive strategy to modulate essential cellular functions. We reported the synthesis of unique oligoamide-based foldamers that adopt single helical conformations and mimic the negatively charged...

  • Review
  • Open Access
57 Citations
10,222 Views
69 Pages

18 July 2020

Different classes of foldamers, which are synthetic oligomers that adopt well-defined conformations in solution, have been the subject of extensive studies devoted to the elucidation of the forces driving their secondary structures and their potentia...

  • Article
  • Open Access
12 Citations
3,243 Views
13 Pages

Design of Oligourea-Based Foldamers with Antibacterial and Antifungal Activities

  • Lorène Tallet,
  • Emilie Frisch,
  • Mégane Bornerie,
  • Claire Medemblik,
  • Benoît Frisch,
  • Philippe Lavalle,
  • Gilles Guichard,
  • Céline Douat and
  • Antoine Kichler

There is an urgent need to develop new therapeutic strategies to fight the emergence of multidrug resistant bacteria. Many antimicrobial peptides (AMPs) have been identified and characterized, but clinical translation has been limited partly due to t...

  • Review
  • Open Access
30 Citations
7,048 Views
20 Pages

Catalytic Foldamers: When the Structure Guides the Function

  • Baptiste Legrand,
  • Julie Aguesseau-Kondrotas,
  • Matthieu Simon and
  • Ludovic Maillard

22 June 2020

Enzymes are predominantly proteins able to effectively and selectively catalyze highly complex biochemical reactions in mild reaction conditions. Nevertheless, they are limited to the arsenal of reactions that have emerged during natural evolution in...

  • Feature Paper
  • Review
  • Open Access
16 Citations
9,350 Views
24 Pages

Helical Foldamers and Stapled Peptides as New Modalities in Drug Discovery: Modulators of Protein-Protein Interactions

  • Keisuke Tsuchiya,
  • Takashi Kurohara,
  • Kiyoshi Fukuhara,
  • Takashi Misawa and
  • Yosuke Demizu

6 May 2022

A “foldamer” is an artificial oligomeric molecule with a regular secondary or tertiary structure consisting of various building blocks. A “stapled peptide” is a peptide with stabilized secondary structures, in particular, heli...

  • Review
  • Open Access
10 Citations
5,659 Views
32 Pages

Shaping Macromolecules for Sensing Applications—From Polymer Hydrogels to Foldamers

  • Simone Giuseppe Giuffrida,
  • Weronika Forysiak,
  • Pawel Cwynar and
  • Roza Szweda

31 January 2022

Sensors are tools for detecting, recognizing, and recording signals from the surrounding environment. They provide measurable information on chemical or physical changes, and thus are widely used in diagnosis, environment monitoring, food quality che...

  • Article
  • Open Access
1 Citations
2,529 Views
17 Pages

C-Terminal-Modified Oligourea Foldamers as a Result of Terminal Methyl Ester Reactions under Alkaline Conditions

  • Katarzyna Kedzia,
  • Lukasz Dobrzycki,
  • Marcin Wilczek and
  • Karolina Pulka-Ziach

Hybrids of short oligourea foldamers with residues of α, β and γ-amino acids esters at the C-terminus were obtained and subjected to a reaction with LiOH. There are two possible transformations under such conditions, one of which is ester hydrolysis...

  • Article
  • Open Access
4 Citations
4,122 Views
15 Pages

19 April 2022

The incorporation of dehydroamino acid or fragments of oxazole into peptide chain is accompanied by a distorted three-dimensional structure and additionally enables the introduction of non-typical side-chain substituents. Thus, such compounds could b...

  • Article
  • Open Access
9 Citations
4,787 Views
13 Pages

Solid-Phase Synthesis and Circular Dichroism Study of β-ABpeptoids

  • Ganesh A. Sable,
  • Kang Ju Lee and
  • Hyun-Suk Lim

5 January 2019

The development of peptidomimetic foldamers that can form well-defined folded structures is highly desirable yet challenging. We previously reported on α-ABpeptoids, oligomers of N-alkylated β2-homoalanines and found that due to the presen...

  • Review
  • Open Access
66 Citations
12,824 Views
13 Pages

6 August 2018

Amylin, (or islet amyloid polypeptide; IAPP), a 37-amino acid peptide hormone, is released in response to nutrients, including glucose, lipids or amino acids. Amylin is co-stored and co-secreted with insulin by pancreatic islet β-cells. Amylin i...

  • Article
  • Open Access
5 Citations
3,701 Views
17 Pages

Structural Diversity of Peptoids: Tube-Like Structures of Macrocycles

  • Claudine Nicole Herlan,
  • Katharina Sommer,
  • Patrick Weis,
  • Martin Nieger and
  • Stefan Bräse

31 December 2020

Peptoids, or poly-N-substituted glycines, are characterised by broad structural diversity. Compared to peptides, they are less restricted in rotation and lack backbone-derived H bonding. Nevertheless, certain side chains force the peptoid backbone in...

  • Article
  • Open Access
11 Citations
5,542 Views
24 Pages

Chiral Cyclobutane-Containing Cell-Penetrating Peptides as Selective Vectors for Anti-Leishmania Drug Delivery Systems

  • Ona Illa,
  • José-Antonio Olivares,
  • Nerea Gaztelumendi,
  • Laura Martínez-Castro,
  • Jimena Ospina,
  • María-Ángeles Abengozar,
  • Giuseppe Sciortino,
  • Jean-Didier Maréchal,
  • Carme Nogués and
  • Rosa M. Ortuño
  • + 2 authors

12 October 2020

Two series of new hybrid γ/γ-peptides, γ-CC and γ-CT, formed by (1S,2R)-3-amino-2,2,dimethylcyclobutane-1-carboxylic acid joined in alternation to a Nα-functionalized cis- or trans-γ-amino-l-proline derivative, res...

  • Review
  • Open Access
60 Citations
8,320 Views
33 Pages

Alzheimer’s disease (AD) represents a progressive amyloidogenic disorder whose advancement is widely recognized to be connected to amyloid-β peptides and Tau aggregation. However, several other processes likely contribute to the developmen...

  • Article
  • Open Access
3 Citations
2,431 Views
12 Pages

31 January 2023

Traditional macrocyclic molecules encode recognition sites in their structural backbones, which limits the variation of the recognition sites and thus, would restrict the adjustment of recognition properties. Here, we report a new oligoamide-based ma...

  • Review
  • Open Access
36 Citations
10,960 Views
25 Pages

Non-Canonical Amino Acids as Building Blocks for Peptidomimetics: Structure, Function, and Applications

  • Tarsila G. Castro,
  • Manuel Melle-Franco,
  • Cristina E. A. Sousa,
  • Artur Cavaco-Paulo and
  • João C. Marcos

12 June 2023

This review provides a fresh overview of non-canonical amino acids and their applications in the design of peptidomimetics. Non-canonical amino acids appear widely distributed in nature and are known to enhance the stability of specific secondary str...

  • Short Note
  • Open Access
4,030 Views
5 Pages

Methyl 2-[(2-{2-[(2-acetamidophenyl)ethynyl]benzamido} phenyl)ethynyl]benzoate

  • Yosuke Demizu,
  • Takashi Misawa,
  • Nanako Yamagata,
  • Mitsunobu Doi and
  • Masaaki Kurihara

17 April 2015

The title compound was prepared by inducing amide bond formation between methyl 2-[(2-aminophenyl)ethynyl]benzoate and 2-[(2-acetamidophenyl)ethynyl]benzoic acid in the presence of dichlorotriphenylphosphorane. The structure of the synthesized compou...

  • Short Note
  • Open Access
3,178 Views
3 Pages

1,4-Bis[(N-acetyl-l-phenylalanyl-glycyl-l-alanyl)aminomethyl]benzene

  • Yosuke Demizu,
  • Kohei Tsutsui,
  • Takashi Misawa and
  • Masaaki Kurihara

30 March 2016

The title compound was prepared by inducing amide bond formation between 1,4-bis(aminomethyl)benzene and tripeptide Ac-Phe-Gly-Ala-OH. The structure of the synthesized compound was determined on the basis of its 1H-nuclear magnetic resonance (NMR), 1...

  • Review
  • Open Access
40 Citations
13,967 Views
21 Pages

3-Substituted Prolines: From Synthesis to Structural Applications, from Peptides to Foldamers

  • Céline Mothes,
  • Cécile Caumes,
  • Alexandre Guez,
  • Héloïse Boullet,
  • Thomas Gendrineau,
  • Sylvain Darses,
  • Nicolas Delsuc,
  • Roba Moumné,
  • Benoit Oswald and
  • Philippe Karoyan
  • + 1 author

19 February 2013

Among the twenty natural proteinogenic amino acids, proline is unique as its secondary amine forms a tertiary amide when incorporated into biopolymers, thus preventing hydrogen bond formation. Despite the lack of hydrogen bonds and thanks to conforma...

  • Article
  • Open Access
1 Citations
2,542 Views
17 Pages

12 May 2022

It is not known how life arose from prebiotic physical chemistry. How did fruitful cell-like associations emerge from the two polymer types—informational (nucleic acids, xNAs = DNA or RNA) and functional (proteins)? Our model shows how function...

  • Article
  • Open Access
12 Citations
3,809 Views
19 Pages

Synthesis and Transformation of (-)-Isopulegol-Based Chiral β-Aminolactones and β-Aminoamides

  • Tam Minh Le,
  • Péter Bérdi,
  • István Zupkó,
  • Ferenc Fülöp and
  • Zsolt Szakonyi

8 November 2018

A library of isopulegol-based β-amino acid derivatives has been developed from commercially-available (-)-isopulegol. Michael addition of primary and secondary amines towards α,β-unsaturated γ-lactones was accomplished resulting...

  • Article
  • Open Access
45 Citations
6,210 Views
9 Pages

Development of Antimicrobial Stapled Peptides Based on Magainin 2 Sequence

  • Motoharu Hirano,
  • Chihiro Saito,
  • Hidetomo Yokoo,
  • Chihiro Goto,
  • Ryuji Kawano,
  • Takashi Misawa and
  • Yosuke Demizu

16 January 2021

Magainin 2 (Mag2), which was isolated from the skin of the African clawed frog, is a representative antimicrobial peptide (AMP) that exerts antimicrobial activity via microbial membrane disruption. It has been reported that the helicity and amphipath...

  • Review
  • Open Access
5 Citations
3,063 Views
14 Pages

Paving the Way for Synthetic Intrinsically Disordered Polymers for Soft Robotics

  • Orkid Coskuner-Weber,
  • Elif Yuce-Erarslan and
  • Vladimir N. Uversky

2 February 2023

Nature is full of examples of processes that, through evolution, have been perfected over the ages to effectively use matter and sustain life. Here, we present our strategies for designing intrinsically disordered smart polymers for soft robotics app...

  • Review
  • Open Access
14 Citations
4,165 Views
20 Pages

Pillararenes Trimer for Self-Assembly

  • Huacheng Zhang,
  • Zhaona Liu and
  • Hui Fu

31 March 2020

Pillararenes trimer with particularly designed structural geometry and excellent capacity of recognizing guest molecules is a very efficient and attractive building block for the fabrication of advanced self-assembled materials. Pillararenes trimers...

  • Article
  • Open Access
3 Citations
2,533 Views
16 Pages

Helical versus Flat Bis-Ferrocenyl End-Capped Peptides: The Influence of the Molecular Skeleton on Redox Properties

  • Saverio Santi,
  • Barbara Biondi,
  • Roberta Cardena,
  • Annalisa Bisello,
  • Renato Schiesari,
  • Silvia Tomelleri,
  • Marco Crisma and
  • Fernando Formaggio

19 September 2022

Despite the fact that peptide conjugates with a pendant ferrocenyl (Fc) have been widely investigated, bis-ferrocenyl end-capped peptides are rarely synthetized. In this paper, in addition to the full characterization of the Fc-CO-[L-Dap(Boc)]n-NH-Fc...

  • Article
  • Open Access
8 Citations
3,099 Views
17 Pages

Non-Conserved Amino Acid Residues Modulate the Thermodynamics of Zn(II) Binding to Classical ββα Zinc Finger Domains

  • Katarzyna Kluska,
  • Aleksandra Chorążewska,
  • Manuel David Peris-Díaz,
  • Justyna Adamczyk and
  • Artur Krężel

23 November 2022

Classical zinc fingers domains (ZFs) bind Zn(II) ion by a pair of cysteine and histidine residues to adopt a characteristic and stable ββα fold containing a small hydrophobic core. As a component of transcription factors, they recogni...

  • Article
  • Open Access
5 Citations
3,925 Views
17 Pages

Conotoxin Prediction: New Features to Increase Prediction Accuracy

  • Lyman K. Monroe,
  • Duc P. Truong,
  • Jacob C. Miner,
  • Samantha H. Adikari,
  • Zachary J. Sasiene,
  • Paul W. Fenimore,
  • Boian Alexandrov,
  • Robert F. Williams and
  • Hau B. Nguyen

3 November 2023

Conotoxins are toxic, disulfide-bond-rich peptides from cone snail venom that target a wide range of receptors and ion channels with multiple pathophysiological effects. Conotoxins have extraordinary potential for medical therapeutics that include ca...

  • Article
  • Open Access
5 Citations
4,463 Views
12 Pages

Structural Transitions of Papain-like Cysteine Proteases: Implications for Sensor Development

  • Srdjan Marković,
  • Natalija S. Andrejević,
  • Jelica Milošević and
  • Natalija Đ. Polović

The significant role of papain-like cysteine proteases, including papain, cathepsin L and SARS-CoV-2 PLpro, in biomedicine and biotechnology makes them interesting model systems for sensor development. These enzymes have a free thiol group that is su...