Article
Chemistry, Multidisciplinary
Peter Krueger, Karl-Michael Weitzel
Summary: This study demonstrates that combining electrospray ionization (ESI) with detection of photoelectron circular dichroism (PECD) can provide access to chirality information applicable to molecular materials with negligible vapor pressure. This technique is expected to be conceptually applicable to all chemical systems with chirality based on molecular properties.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Multidisciplinary
Hong-Li Xuan, Yu-Feng Sang, Liang-Jin Xu, Da-Sheng Zheng, Cui-Mi Shi, Zhong-Ning Chen
Summary: This study successfully prepared CPL-active hybrids with strong red emission and remarkable circular dichroism (CD) signals and CPL activity. The hybrids have a one-dimensional structure with linear chains formed by MnCl6 and prolinate cations.
CHEMISTRY-A EUROPEAN JOURNAL
(2022)
Article
Chemistry, Physical
Tobias Guckeisen, Saman Hosseinpour, Wolfgang Peukert
Summary: The change in protein secondary structure affects functionality and performance, with proteins responding differently to chemical denaturation in different environments. The liquid/air interface can either enhance or decrease protein conformation stability, while the presence of urea induces denaturation in bulk solution but may be prevented at the liquid/air interface.
JOURNAL OF COLLOID AND INTERFACE SCIENCE
(2021)
Article
Chemistry, Applied
Yu Tomofuji, Koichi Matsuo, Ken Terao
Summary: The study found that there is a difference in the speed of signal changes between CD and SAXS measurements, indicating the formation of a loose double helix intermediate conformation in xanthan samples during conformational changes, which eventually recover to a tight double helical structure.
CARBOHYDRATE POLYMERS
(2022)
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)
Article
Chemistry, Multidisciplinary
Xingyue Li, Andrew L. Sabol, Patrick J. Salveson, James S. Nowick
Summary: Researchers have developed a new beta-turn template, (delta)MeOrn, which can induce a beta-hairpin conformation in peptides. This template demonstrates superior folding compared to (delta)Orn and is comparable to d-Pro-Gly.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Biochemistry & Molecular Biology
Jose L. Neira, Ana Camara-Artigas, Jose Gines Hernandez-Cifre, Maria Grazia Ortore
Summary: The research focused on the conformational characterization of Bacillus subtilis HPrK/P, revealing that the protein exhibited high conformational stability at pH 7.0, strong pH sensitivity, and denaturation through an oligomeric intermediate in guanidinium hydrochloride denaturation.
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES
(2021)
Article
Chemistry, Physical
Kevin Scholten, Christian Merten
Summary: The conformational preferences of peptides are determined by hydrogen bonding interactions, which can be studied using VCD spectroscopy. In chloroform, the peptide's conformational preferences can be described well by assuming implicit solvation effects. In DMSO-d(6), explicit solvation structures are required to match the experimental data. Structures with intramolecular hydrogen bonds contribute to the conformational distribution only when there is no strong interaction with the solvent.
PHYSICAL CHEMISTRY CHEMICAL PHYSICS
(2022)
Article
Biochemical Research Methods
Lixia Chen, Mingxia Liu, Sen Yang, Hong Zhao, Xin Yao, Xiangjun Li, Jinghua Meng
Summary: By using computational protocols and environmental simulations, theoretical electronic circular dichroism (ECD) spectra of 19 chiral amino acids were successfully matched with their forms in aqueous solutions. New methods for enantioseparation of these chiral amino acids by capillary electrophoresis (CE) and high-performance liquid chromatography (HPLC) were introduced. The combination of ECD with chromatographic separation methods allowed for identification and quantification of enantiomers without the need for a single enantiomer standard.
JOURNAL OF CHROMATOGRAPHY A
(2021)
Article
Biochemistry & Molecular Biology
Andrew J. Miles, Sergio G. Ramalli, B. A. Wallace
Summary: DichroWeb is a widely-used analysis website for determining the secondary structures of proteins based on their CD spectra, providing reference datasets and algorithms for quality analysis. This tool, originally created nearly two decades ago, now has many upgraded features for improved usability and accessibility.
Article
Chemistry, Organic
Gonzalo Rivero-Barbarroja, Carlos Fernandez-Clavero, Cristina Garcia-Iriepa, Gema Marcelo, M. Carmen Padilla-Perez, Tania Neva, Juan M. Benito, Stephane Maisonneuve, Carmen Ortiz Mellet, Juan Xie, Jose M. Garcia Fernandez, Francisco Mendicuti
Summary: This study investigates the self-assembling capabilities of β-cyclodextrin derivatives equipped with aromatic appendages. The addition of aromatic modules allows for inclusion phenomena and/or aromatic-aromatic interactions, resulting in the formation of supramolecular structures. The authors demonstrate that adding an azobenzene moiety to β-cyclodextrin leads to reversible light-controlled self-organization into dimers. The photoswitching and supramolecular properties of these derivatives are thoroughly characterized, with potential applications in nonviral gene delivery systems
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Organic
Yudai Shinkawa, Toshiki Furutani, Takumi Ikeda, Mugen Yamawaki, Toshio Morita, Yasuharu Yoshimi
Summary: The side-chain functionalization of aspartic/glutamic acid derivatives was achieved through photoinduced decarboxylation using organic two-molecule photoredox catalysts without racemization under mild conditions. A facile process involving the preparation of substrates and photoinduced decarboxylative radical additions provides easy access to the linked amino acids with carbohydrates and amino acids at the side chain.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Biochemistry & Molecular Biology
Haiyue Long, Ji Xiao, Xiaohui Wang, Minting Liang, Yapei Fan, Yuying Xu, Mengting Lin, Zhe Ren, Chaoxi Wu, Yifei Wang
Summary: Chemical modification of polysaccharides can alter their conformation and properties, with different derivatives exhibiting varying antiviral activities.
INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES
(2022)
Article
Chemistry, Multidisciplinary
Juan Jose Tarrio, Rafael Rodriguez, Jeanne Crassous, Emilio Quinoa, Felix Freire
Summary: The dynamic P/M helical memory effect in chiral dissymmetric poly(diphenylacetylene)s (PDPA) was demonstrated using a PDPA with benzamide of (L)-alanine methyl ester as a pendant. By controlling the conformation of the pendant group and introducing steric hindrance at the backbone, either P or M helix structures could be obtained in a specific solvent without external chiral stimuli. The dynamic memory effect was observed in both ground and excited states through electronic circular dichroism (ECD) and circularly polarized luminescence (CPL) studies.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Biochemistry & Molecular Biology
Chakkarai Sathyaseelan, Vinothini Vijayakumar, Thenmalarchelvi Rathinavelan
Summary: XGBoost and nnet algorithms were utilized to predict diverse secondary structures of nucleic acids, showing similar prediction accuracy of approximately 85% to 87%. Both algorithms can be employed for predicting hybrid nucleic acid topologies in the future.
JOURNAL OF MOLECULAR BIOLOGY
(2021)
Article
Multidisciplinary Sciences
Lucia Ferrazzano, Dario Corbisiero, Eleonora Potenza, Monica Baiula, Samantha Deianira Dattoli, Santi Spampinato, Laura Belvisi, Monica Civera, Alessandra Tolomelli
SCIENTIFIC REPORTS
(2020)
Article
Multidisciplinary Sciences
Cristina Di Carluccio, Rosa Ester Forgione, Marco Montefiori, Monica Civera, Sara Sattin, Giovanni Smaldone, K. Fukase, Y. Manabe, Paul R. Crocker, Antonio Molinaro, Roberta Marchetti, Alba Silipo
Summary: Siglecs are a group of cell-surface receptors belonging to the I-type lectin family, mostly expressed on innate immune cells, among which CD22 plays a key role in maintaining tolerance and preventing autoimmune responses. This study focused on the interaction of CD22 with sialoglycans, specifically exploring the role of N-glycolyl neuraminic acid (Neu5Gc) in this process. Findings suggested a comparable molecular recognition profile between human and murine forms of CD22, providing insights for innovative diagnostic and therapeutic methodologies in immune response modulation.
Article
Chemistry, Organic
Giovanni Sacco, Simon Stammwitz, Laura Belvisi, Luca Pignataro, Alberto Dal Corso, Cesare Gennari
Summary: The study presents a synthesis method for four 2HB tags with short PEG spacers and reactive 'handles' suitable for conjugation with virtually any type of small molecule ligand.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Kanhaya Lal, Rafael Bermeo, Jonathan Cramer, Francesca Vasile, Beat Ernst, Anne Imberty, Anna Bernardi, Annabelle Varrot, Laura Belvisi
Summary: Burkholderia cenocepacia is a highly resistant Gram-negative bacterium that expresses the bacterial lectin BC2L-C, which may be a potential drug target. By solving the structure of BC2L-C and screening for active fragments, this research offers the opportunity to develop high affinity anti-adhesive glycomimetics for therapeutic use against Burkholderia cenocepacia.
CHEMISTRY-A EUROPEAN JOURNAL
(2021)
Article
Chemistry, Organic
Lizeth Bodero, Sara Parente, Federico Arrigoni, Annika Klimpel, Ines Neundorf, Silvia Gazzola, Umberto Piarulli
Summary: Two new Drug Delivery Systems (DDS) containing the cyclo[DKP-isoDGR] integrin ligand and the cytotoxic agent Paclitaxel (PTX) were synthesized to investigate their influences on cellular uptake and cytotoxicity. Compound 3 showed significantly higher potency compared to compound 2, with reduced potency loss in comparison to PTX.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2021)
Review
Chemistry, Organic
Monica Civera, Elisabetta Moroni, Luca Sorrentino, Francesca Vasile, Sara Sattin
Summary: Allosteric regulation, the control exerted on a main site by an effector at a distant site, is a precise tuning system for key biological processes such as gene transcription and signal transduction. Extensively studied since its discovery sixty years ago, this article introduces the topic of protein allostery, outlining models and approaches, and providing case studies representing different protein classes.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2021)
Review
Chemistry, Applied
Giovanni Maria Fusi, Silvia Gazzola, Umberto Piarulli
Summary: Transition metal chiral catalysts can have metal stereocenters in different coordination geometries, with stability achieved through the use of multidentate ligands or cyclopentadienyl anions to prevent decomplexation and recomplexation of labile ligands, allowing for highly enantioselective reactions.
ADVANCED SYNTHESIS & CATALYSIS
(2022)
Article
Chemistry, Medicinal
Alberto Dal Corso, Margaux Frigoli, Martina Prevosti, Mattia Mason, Raffaella Bucci, Laura Belvisi, Luca Pignataro, Cesare Gennari
Summary: Amine-carbamate self-immolative (SI) spacers are practical and versatile tools in targeted prodrugs, but their slow degradation mechanism limits drug activation at the site of disease. We engineered a new pyrrolidine-carbamate SI spacer with a tertiary amine handle, which significantly accelerates the spacer cyclization and allows for the release of cytotoxic or immunostimulatory drugs at the treatment site. In silico analysis suggests a plausible mechanism for the superior efficacy of this advanced SI spacer compared to existing analogues.
Article
Biochemistry & Molecular Biology
Crescenzo Coppa, Luca Sorrentino, Monica Civera, Marco Minneci, Francesca Vasile, Sara Sattin
Summary: This article explores a structure-based approach to target the (p)ppGpp signaling pathway in order to inhibit the formation of persisters and reduce the emergence of antimicrobial resistance. Through virtual screening of fragment libraries, selected chemical types suitable for lead development provide a direction for the development of new molecular entities.
Article
Chemistry, Multidisciplinary
Francesca Vasile, Francesca Lavore, Silvia Gazzola, Chiara Vettraino, Emilio Parisini, Umberto Piarulli, Laura Belvisi, Monica Civera
Summary: Cadherins promote cell-cell adhesion and have broad physiological effects on tissue organization and homeostasis. Dysregulation of cadherins contributes to cancer progression and metastasis. Targeting the cadherin adhesive interface with small-molecule antagonists has potential therapeutic and diagnostic value.
FRONTIERS IN CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Giovanni Sacco, Daniela Arosio, Mayra Paolillo, Andreas Gloger, Jorg Scheuermann, Luca Pignataro, Laura Belvisi, Alberto Dal Corso, Cesare Gennari
Summary: By installing salicylaldehyde derivatives at the C terminus of an integrin-binding cyclopeptide, the ligand affinity for the receptor is enhanced and stronger biological activity is observed in cultured glioblastoma cells.
CHEMISTRY-A EUROPEAN JOURNAL
(2023)
Editorial Material
Chemistry, Organic
Luca Pignataro, Umberto Piarulli
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Biochemistry & Molecular Biology
Sarah Mazzotta, Giulia Antonini, Francesca Vasile, Emilie Gillon, Jon Lundstrom, Annabelle Varrot, Laura Belvisi, Anna Bernardi
Summary: The inhibition of carbohydrate-lectin interactions is being explored for anti-adhesion therapy and biofilm destabilization against resistant pathogens. BC2L-C, a new type of lectin, can bind fucosides and mannosides, allowing it to crosslink host cells and bacterial cells. A study focused on developing glycomimetic antagonists of BC2L-C, with soluble ligands designed to interact with its fucose-specific N-terminal domain. The researchers identified a hit compound with improved water solubility and affinity for BC2L-C-Nt, which was further analyzed through biophysical techniques and X-ray crystallography.
Article
Chemistry, Multidisciplinary
Giovanni Maria Fusi, Tommaso Gandini, Silvia Gazzola, Toni Grell, Valentina Colombo, Luca Pignataro, Umberto Piarulli
Summary: This article reports the synthesis and characterization of chiral (cyclopentadienone)iron complexes (CICs) with different stereochemistry. The complexes were tested in the hydrogenation of ketones and showed good catalytic activity and stereoselectivity imparted by the stereogenic plane.
CHEMISTRY-A EUROPEAN JOURNAL
(2023)
Article
Chemistry, Multidisciplinary
Alberto Dal Corso, Simone Arosio, Noemi Arrighetti, Paola Perego, Laura Belvisi, Luca Pignataro, Cesare Gennari
Summary: The cyclative cleavage of an amine-carbamate self-immolative spacer for releasing a hydroxyl cargo was hindered by the introduction of a phosphate monoester handle in the spacer. This trifunctional spacer was incorporated into a model anticancer prodrug, which exhibited rapid drug release only in the presence of both a protease and a phosphatase enzyme.
CHEMICAL COMMUNICATIONS
(2021)
Article
Chemistry, Organic
Geeta Devi Yadav, Pooja Chaudhary, Balaram Pani, Surendra Singh
Summary: Chiral transition metal complexes with privileged ligands are efficient catalysts for various asymmetric organic transformations. Transition metal complexes of C1-symmetric pyrrolidine-based ligands have been widely used in asymmetric organic reactions. However, a comprehensive review article on the transition metal complexes of chiral C1-symmetric pyrrolidine-based ligands derived from (L)-proline has not been published.
TETRAHEDRON LETTERS
(2024)
