Article
Chemistry, Multidisciplinary
Saikat Pahan, Sanjit Dey, Gijo George, Souvik Panda Mahapatra, DRGKoppalu R. Puneeth Kumar, Hosahudya. N. Gopi
Summary: In this study, chiral beta-double helices constructed from specific amino acids were observed in both single crystals and in solution. These structures can transport ions across membranes, suggesting their potential applications in designing functional foldamers.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Multidisciplinary
Danim Lim, Wonchul Lee, Jungwoo Hong, Jintaek Gong, Jonghoon Choi, Jaewook Kim, Seolhee Lim, Sung Hyun Yoo, Yunho Lee, Hee-Seung Lee
Summary: We introduce a novel cyclic β-amino acid, trans-(3S,4R)-4-aminotetrahydrothiophene-3-carboxylic acid (ATTC), as a versatile building block for designing peptide foldamers with controlled secondary structures. Our findings reveal that ATTC-containing foldamers can adopt 12-helical conformations similar to their isosteres and offer the possibility of fine-tuning their properties via post-synthetic modifications. In particular, chemoselective conjugation strategies demonstrate that ATTC provides unique post-synthetic modification opportunities, which expand their potential applications across diverse research areas.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Review
Chemistry, Multidisciplinary
Peng Sang, Jianfeng Cai
Summary: Unnatural helical peptidic foldamers are attracting attention due to their unique folding behaviors, diverse protein binding mechanisms, and promising applications in various fields. They are comprised of well-defined backbone conformers with unusual structural parameters and can exhibit intriguing three-dimensional helical structures. These foldamers have superior resistance to degradation, enhanced bioavailability, and improved chemodiversity, making them potential mimics of protein helical segments.
CHEMICAL SOCIETY REVIEWS
(2023)
Article
Chemistry, Organic
Pablo Tovillas, Claudio D. Navo, Paula Oroz, Alberto Avenoza, Francisco Corzana, Maria M. Zurbano, Gonzalo Jimenez-Oses, Jesus H. Busto, Jesus Peregrina
Summary: Chiral bicyclic N,O-acetal isoserine derivatives have been synthesized using acid-catalyzed reactions, which have significant applications in peptidomimetic and medicinal chemistry.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Review
Chemistry, Multidisciplinary
Jonathan Whisenant, Kevin Burgess
Summary: Small mimics of interface secondary structures can be used to disrupt protein-protein interactions (PPIs) in cell biology and medicinal chemistry. Peptides constrained in conformations resembling interface secondary structures are favored for enhanced affinities to PPI components. Two main strategies, capping and stapling, have emerged for imposing helical constraints in probes. Capping motifs terminate helices and project adjacent peptide units in non-helical orientations, while stapling enforces helical motifs and enables adjacent peptide fragments to extend helices. There is no evidence that stapling is more effective than capping for helix mimicry, but stapling is used more frequently.
CHEMICAL SOCIETY REVIEWS
(2022)
Article
Chemistry, Multidisciplinary
Bibhuti Bhusana Palai, Nagendra K. Sharma
Summary: This study demonstrates the significant influence of the troponyl group on the structure and conformation of short peptides, confirmed through various experimental methods.
Review
Chemistry, Medicinal
Hidetomo Yokoo, Motoharu Hirano, Takashi Misawa, Yosuke Demizu
Summary: This minireview highlights recent efforts in developing helical AMP foldamers containing non-proteinogenic amino acids, providing new insights for the development of novel antimicrobial drugs. AMPs have the potential to disrupt microbial membranes due to their amphipathic properties and ordered secondary structures.
Article
Chemistry, Multidisciplinary
Takayuki Katoh, Hiroaki Suga
Summary: The study demonstrates the feasibility of multiple and consecutive incorporations of alpha-aminoxy/alpha-hydrazino acids with different configurations into peptides during ribosomal translation, including macrocyclic peptide scaffolds.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2021)
Article
Chemistry, Organic
Kiran Bajaj, Karishma Pidiyara, Shahid Khan, Prabhat N. Jha, Rajeev Sakhuja, Dalip Kumar
Summary: This study focused on the synthesis and characterization of fluorescent labeled glutamine and asparagine derivatives with high fluorescence quantum yields and excellent photostabilities using traceless Staudinger ligation. The successful permeation of these fluorescent amino acids into cellular components demonstrated their potential as fluorescent probes for chemical biology.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Takahito Ito, Hidetomo Yokoo, Takuma Kato, Mitsunobu Doi, Yosuke Demizu
Summary: In this study, a new cyclic peptide with a different amino acid arrangement was designed, leading to a change in the molecular conformation. The study demonstrates the potential to obtain diverse conformations by manipulating the arrangement of amino acids, providing a direction for developing new applications.
Article
Multidisciplinary Sciences
Katrina M. Hawley, Rachel J. Eclov, Mathew R. Schnorenberg, Yu Tian, Rhea N. Shah, Anika T. Thomas-Toth, Marie Fefferman, Gregory H. Bird, Loren D. Walensky, Matthew V. Tirrell, James L. LaBelle
Summary: Researchers investigated the use of hydrocarbon stapled alpha-helical (SAH) peptides to target FOXP3 and disrupt its protein-protein interaction. They demonstrated that these peptides could inhibit Treg cell function and alter gene expression, suggesting their potential as a therapeutic approach to enhance immune responsiveness.
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA
(2022)
Review
Biochemistry & Molecular Biology
Rajkumar Misra, Safra Rudnick-Glick, Lihi Adler-Abramovich
Summary: The engineering of biological molecules is essential for designing complex materials with desirable functions. Short peptides are highly valued for their biocompatibility, cost-effectiveness, and tunability, while peptides composed of non-canonical amino acids have shown promise in forming well-defined nanostructures with excellent biostability. Understanding and utilizing supramolecular assemblies of peptides is crucial for their potential applications in nanotechnology.
MACROMOLECULAR BIOSCIENCE
(2021)
Article
Biochemistry & Molecular Biology
Hyerim Yoon, Jaeyeon Lee, Philjae Kang, Soo Hyuk Choi
Summary: This study reports the 11/9-helical folding of alpha/beta-peptides composed of L-alpha-alanine and (S)-beta(2)-homoalanine with residue alternation. It is found that beta(2)-homoalanine promotes 11/9-helical folding more strongly than beta(3)-homoalanine under polar protic solvent conditions based on circular dichroism study.
Article
Multidisciplinary Sciences
Katsuhiro Maeda, Daisuke Hirose, Mai Nozaki, Yoichi Shimizu, Taro Mori, Kentaro Yamanaka, Koji Ogino, Tatsuya Nishimura, Tsuyoshi Taniguchi, Munetsugu Moro, Eiji Yashima
Summary: The study introduces a unique color indicator with a static helicity memory that can exhibit visible color changes in response to the chirality of chiral amines, and quantification can be done through digital photography. The system relies on the change in the tunable helical pitch of the pi-conjugated polymer backbone in specific solvents for real-time monitoring of the chirality of nonracemic amines and simultaneous quantitative determination of their ee values.
Article
Chemistry, Physical
Guus van der Borg, Niek Crone, Aimee L. Boyle, Alexander Kros, Wouter H. Roos
Summary: Membrane fusion is crucial for life and can be studied using artificial fusion peptides. This study investigated the efficiency and kinetics of two fusion peptides, CPE and CPK, using TIRF microscopy. The authors found that the fusogenic facilitation of CPE and CPK in liposomes is dependent on the particle size, and CPK alone can facilitate membrane fusion in certain conditions. These findings provide insights into peptide-mediated membrane fusion and have implications for drug delivery systems.
PHYSICAL CHEMISTRY CHEMICAL PHYSICS
(2023)
Article
Hematology
Svenja Lippok, Katra Kolsek, Achim Loef, Dennis Eggert, Willem Vanderlinden, Jochen P. Mueller, Gesa Koenig, Tobias Obser, Karoline Roehrs, Sonja Schneppenheim, Ulrich Budde, Carsten Baldauf, Camilo Aponte-Santamaria, Frauke Graeter, Reinhard Schneppenheim, Joachim O. Raedler, Maria A. Brehm
Article
Polymer Science
Pan Chen, Mateusz Marianski, Carsten Baldauf
Article
Chemistry, Multidisciplinary
W. B. Struwe, C. Baldauf, J. Hofmann, P. M. Rudd, K. Pagel
CHEMICAL COMMUNICATIONS
(2016)
Article
Chemistry, Multidisciplinary
Adam Pecina, Rene Meier, Jindrich Fanfrlik, Martin Lepsik, Jan Rezac, Pavel Hobza, Carsten Baldauf
CHEMICAL COMMUNICATIONS
(2016)
Article
Chemistry, Multidisciplinary
Liudmila Voronina, Antoine Masson, Michael Kamrath, Franziska Schubert, David Clemmer, Carsten Baldauf, Thomas R. Rizzo
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2016)
Article
Chemistry, Physical
Waldemar Hoffmann, Mateusz Marianski, Stephan Warnke, Jongcheol Seo, Carsten Baldauf, Gert von Helden, Kevin Pagel
PHYSICAL CHEMISTRY CHEMICAL PHYSICS
(2016)
Article
Multidisciplinary Sciences
M. Ropo, V. Blum, C. Baldauf
SCIENTIFIC REPORTS
(2016)
Correction
Chemistry, Organic
Adriana Supady, Stefan Hecht, Carsten Baldauf
Article
Chemistry, Organic
Adriana Supady, Stefan Hecht, Carsten Baldauf
Article
Chemistry, Multidisciplinary
Valeriu Scutelnic, Marta A. S. Perez, Mateusz Marianski, Stephan Warnke, Aurelien Gregor, Ursula Rothlisberger, Michael T. Bowers, Carsten Baldauf, Gert von Helden, Thomas R. Rizzo, Jongcheol Seo
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2018)
Article
Chemistry, Physical
Dmitrii Maksimov, Carsten Baldauf, Mariana Rossi
Summary: The study demonstrates that when the amino acid arginine interacts with metallic surfaces, the accessible conformational space is significantly reduced, while the space for the protonated form Arg-H(+) is increased. This is due to the formation of strong bonds between arginine and the surfaces, leading to a change in the conformational space available.
INTERNATIONAL JOURNAL OF QUANTUM CHEMISTRY
(2021)
Article
Chemistry, Physical
Kazi S. Amin, Xiaojuan Hu, Dennis R. Salahub, Carsten Baldauf, Carmay Lim, Sergei Noskov
JOURNAL OF CHEMICAL PHYSICS
(2020)
Article
Multidisciplinary Sciences
Xiaojuan Hu, Maja-Olivia Lenz-Himmer, Carsten Baldauf
Summary: This study presents a dataset of amino-methylated and acetylated dipeptides of 20 proteinogenic amino acids, including their possible side chain protonation states and interactions with selected divalent cations. The data was generated through first-principles calculations and is suitable for force field parameterization and other applications. The metadata has been formalized in an ontology to make the data accessible across domains and machines.
Article
Chemistry, Physical
Markus Schneider, Chiara Masellis, Thomas Rizzo, Carsten Baldauf
JOURNAL OF PHYSICAL CHEMISTRY A
(2017)
Article
Multidisciplinary Sciences
Sandra Posch, Camilo Aponte-Santamaria, Richard Schwarzl, Andreas Karner, Matthias Radtke, Frauke Graeter, Tobias Obser, Gesa Koenig, Maria A. Brehme, Hermann J. Gruber, Roland R. Netz, Carsten Baldauf, Reinhard Schneppenheim, Robert Tampe, Peter Hinterdorfer