Review
Chemistry, Multidisciplinary
Emer M. Foyle, Nicholas G. White
Summary: The use of 1,2,3-triazole and triazolium motifs to construct anion templated supramolecular structures has grown rapidly over the past decade, enabling a range of complex structures to be synthesized, especially in areas such as foldamers, polymers, and interlocked systems.
CHEMISTRY-AN ASIAN JOURNAL
(2021)
Review
Polymer Science
Jente Verjans, Richard Hoogenboom
Summary: Supramolecular polymer materials are physically crosslinked polymeric structures that exhibit stimuli-responsive behavior and healable properties due to noncovalent interactions. The incorporation of the quadruple hydrogen bonding unit UPy in polymeric precursors has led to the development of a wide range of hydrogen bonded materials with diverse applications. This review focuses on the design strategies to synthesize UPy-containing polymer materials and discusses their material properties.
PROGRESS IN POLYMER SCIENCE
(2023)
Article
Chemistry, Multidisciplinary
Fen Ma, Xinrui Qiao, Wei Zuo, Yu Tao, Anyang Li, Zhipeng Luo, Yuqi Liu, Xueru Liu, Xiaoqing Wang, Wei Sun, Chuandong Jia
Summary: This study introduces a simpler strategy for the design of anionocages using monourea as the hydrogen bonding donor. Two fluorescent quadruple helicate anionocages were successfully constructed, capable of encapsulating different sized cation guests.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Inorganic & Nuclear
Ashley N. Hellman, Jeremy A. Intrator, Jeremiah C. Choate, David A. Velazquez, Smaranda C. Marinescu
Summary: This study investigates the effects of NH2 moieties on the reduction of CO2 to CO using a series of Re(bpy)(CO)(3)Cl electrocatalysts with pendant NH2 groups in the bipyridine backbone. Experimental results show that 6,6'-NH2-Re exhibits higher catalytic efficiency, likely due to the proximity of available protons to the metal center. Density functional theory calculations confirm a higher electron density on the metal center for 6,6'-NH2-Re, consistent with the electrolysis studies.
Article
Chemistry, Physical
Jinying Liu, Yu Zhao, Changli Zhao, Xiaoqiu Dou, Xiaoyu Ma, Shaokang Guan, Yu Jia, Chuanliang Feng
Summary: The study investigated the impact of H-bonding patterns on the chirality of supramolecular assemblies, by designing phenylalanine derivatives with different H-bonding groups. It was found that ester and amide groups can influence the stability and handedness direction of nanostructures.
Article
Chemistry, Multidisciplinary
Zhuoer Wang, Aiyou Hao, Pengyao Xing
Summary: This study investigates how halogenation influences protein or peptide folding and self-assembly hierarchically using halogen bonding mediated self-assemblies on cyclodipeptide scaffolds. The results show that single-functionalized cyclodipeptides (Cyclo-GX) form homochiral helical nanotubes via consecutive X center dot center dot center dot O bonds independent of halogen kinds. In contrast, double-functionalized cyclodipeptides (Cyclo-XX) exhibit versatile self-assembly architectures depending on the para-substituents, leading to nanotubular, lamellar, and triple helical nanotubular structures. It is also found that halogen substitution affects molecular folding, packing, and chirality at hierarchical levels. Additionally, clusteroluminescence and circularly polarized luminescence with tunable handedness are achieved in the cyclodipeptides by controlling halogen substituents.
Article
Polymer Science
Xing Li, Wenqing Xu, Wenhua Yuan, Kangkang Liu, Jian Zhou, Guorong Shan, Yongzhong Bao, Pengju Pan
Summary: Functionalization of oligomers with multiple H-bonding units is a feasible method to prepare supramolecular polymers. The investigation on crystalline structure, crystallization kinetics, thermally induced structural evolution, and structure-property relationships of U-PCLs revealed their composition-dependent behavior. The dual shape memory effects achieved based on the double crystalline nature of U-PCLs show potential for practical applications.
Article
Chemistry, Multidisciplinary
Sergi Bujosa, Azahara Doncel-Gimenez, Nils Baeumer, Gustavo Fernandez, Enrique Orti, Antonio Costa, Carmen Rotger, Juan Arago, Bartolome Soberats
Summary: Hydrogen-bonded squaramide (SQ) supramolecular polymers exhibit uncommon thermoreversible polymorph transitions between particle- and fiber-like nanostructures. The transitions are triggered by the molecular reorganization of the SQ units changing from slipped to head-to-tail hydrogen bonding patterns. These transitions have concentration-dependent and kinetic characteristics, and are of interest in developing stimuli-responsive systems.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Multidisciplinary
Celine Nieuwland, Siebe Lekanne Deprez, Claris de Vries, Celia Fonseca Guerra
Summary: Our quantum chemical analyses revealed that replacing O with the larger chalcogens S and Se in benzene-1,3,5-tricarboxamides (OBTAs) enhances intermolecular interactions and increases the stability of hydrogen-bonded supramolecular polymers due to improved geometry for self-assembly and enhanced covalent interactions. Additionally, the cooperativity in benzene-1,3,5-triamide (BTA) self-assembly is attributed to charge separation in the sigma-electronic system following the covalency in the hydrogen bonds.
CHEMISTRY-A EUROPEAN JOURNAL
(2023)
Article
Chemistry, Multidisciplinary
Francisca Orvay, Jesus Cerda, Carmen Rotger, Enrique Orti, Juan Arago, Antonio Costa, Bartolome Soberats
Summary: The study demonstrates the use of Z/E isomerism of squaramide units to produce various self-assembled isoforms and complex supramolecular polymerization pathways in specific solvent systems for the first time. By utilizing a new bissquaramidic macrocycle, two distinct thermodynamic aggregates are formed, allowing for a kinetic-to-thermodynamic transformation and providing new insights for potential supramolecular polymorphic materials design using squaramide units.
Article
Nanoscience & Nanotechnology
Jialing Li, Sha Luo, Fenfang Li, Shengyi Dong
Summary: This article introduces a new type of pressure-sensitive adhesive that can be directly operated at low temperatures and exhibits excellent mechanical properties and adhesion capacity. The results of the study show that the adhesive has strong adhesion strength at -60 degrees Celsius and can stably adhere to various surfaces.
ACS APPLIED MATERIALS & INTERFACES
(2022)
Article
Nanoscience & Nanotechnology
Zongxu Liu, Wei Guo, Wenyan Wang, Zijian Guo, Laifeng Yao, Ying Xue, Qing Liu, Qiuyu Zhang
Summary: In this study, waterborne polyurethanes (WPU-UPy-x) with tailored properties were synthesized using urea bonds and 2-ureido-4[1H]-pyrimidinone (UPy) with a hierarchical hydrogen bond. The WPU-UPy-x film exhibited excellent tensile performance, deformation recovery, and self-healing capability. A strain sensor was successfully configured by combining the polyurethane matrix with Ti3C2Tx MXene conductive filler, which demonstrated sensitive and stable performance for monitoring human and mechanical motions.
ACS APPLIED MATERIALS & INTERFACES
(2022)
Article
Chemistry, Inorganic & Nuclear
Zaiwen Yang, Hong Chen, Minmin Qiao, Xiangrong Liu, Shunsheng Zhao, Jinmei He, Zheng Yang, Xiaodan Jia
Summary: In this study, a sulfate co-crystal was synthesized and characterized. The sulfate anion was encapsulated by multiple hydrogen bonds in organic clefts containing biphenyl-bridged oligourea ligands. The study also investigated the phase purity, thermal stability, and sulfate binding properties of the co-crystal.
INORGANIC CHEMISTRY COMMUNICATIONS
(2023)
Article
Biochemistry & Molecular Biology
Zhengjun Fang, Xinhua Zhang, Feng Wu, Baoyu Huang, Chaktong Au, Bing Yi
Summary: 2,4-Dihydroxybenzophenone is widely used as a UV absorber in the benzophenone group. The UV absorption ability is affected by the substituents, but the effect on the formation and nature of intramolecular hydrogen bonds has not been well studied. This work experimentally and theoretically verifies the effect of substituent type and substitution position on the absorption intensity of 2,4-dihydroxybenzophenone molecules. The study provides theoretical guidance for the design of benzophenone-based UV absorbers.
Article
Optics
Narissa Kanlayakan, Nawee Kungwan
Summary: Excited-state intramolecular proton transfer (ESIPT) reactions and electronic properties of NH-type hydrogen bonding molecules (APBI, APBO, APBT, and APIP) and their derivatives have been theoretically investigated. It was found that the introduction of a strong electron withdrawing group can cause a slight blue-shift in the emission peak.
JOURNAL OF LUMINESCENCE
(2021)
Article
Engineering, Chemical
Samuel J. Bunce, Yiming Wang, Sheena E. Radford, Andrew J. Wilson, Carol K. Hall
Summary: This study employed a combination of techniques to investigate the assembly process of a synthetic amyloid-forming peptide A beta(16-22), revealing the structural characteristics of anti-parallel, in-register beta-strands assembly confirmed by molecular dynamics simulations. The findings provide detailed insights into the self-assembly mechanism and pave the way for exploring larger, more complex peptides responsible for human disease.
Article
Chemistry, Medicinal
Bo Zhang, Yibo Wang, Cong Lin, Hongyuan Li, Xiaojie Wang, Yinghua Peng, Konstatin S. Mineev, Andrew J. Wilson, Hongshuang Wang, Xiaohui Wang
Summary: This study disrupted the interactions of TMD-5 of LMP-1 from EBV with pentamidine derivatives to inhibit EBV infection. It suggests that the interaction of small molecules with lipids should be considered in addition to the protein target when designing small molecules targeting transmembrane PPIs.
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Tsuyoshi Ueda, Tomonori Tamura, Masaharu Kawano, Keiya Shiono, Fruzsina Hobor, Andrew J. Wilson, Itaru Hamachi
Summary: This study presents irreversible inhibitors of the human double minute 2 (HDM2)/p53 protein-protein interaction, utilizing the NASA warhead group, which showed promising potential for covalent inhibition of PPIs and provides new avenues for the rational design of potent covalent PPI inhibitors.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2021)
Article
Biochemistry & Molecular Biology
Sonja Srdanovic, Madita Wolter, Chi H. Trinh, Christian Ottmann, Stuart L. Warriner, Andrew J. Wilson
Summary: p53 plays a critical role in regulating diverse biological processes and is negatively regulated by hDMX and hDM2. Previous studies have identified 14-3-3 proteins as potential regulators of the interaction between hDMX or hDM2 and p53. This study characterizes the biophysical and structural features of the interaction between 14-3-3 and hDMX or hDM2, providing insights for future drug discovery efforts.
Article
Chemistry, Multidisciplinary
Peiyu Zhang, Martin Walko, Andrew J. Wilson
Summary: In this study, the authors demonstrate that dibromomaleimide staple scanning, using the HRK BH3 domain, can inform the design of BCL-x(L) selective peptidomimetic ligands. These HRK-inspired reagents could potentially be used as starting points for the development of therapeutics targeting BCL-x(L)-overexpressed cancers.
CHEMICAL COMMUNICATIONS
(2023)
Correction
Chemistry, Medicinal
Jakob S. Pallesen, Claire C. Munier, Francesco Bosica, Sebastian A. Andrei, Karl Edman, Anders Gunnarsson, Giuseppina La Sala, Okky Dwichandra Putra, Sonja Srdanovic, Andrew J. Wilson, Lisa Wissler, Christian Ottmann, Matthew W. D. Perry, Gavin O'Mahony
JOURNAL OF MEDICINAL CHEMISTRY
(2023)
Article
Chemistry, Medicinal
Jakob S. Pallesen, Claire C. Munier, Francesco Bosica, Sebastian A. Andrei, Karl Edman, Anders Gunnarsson, Giuseppina La Sala, Okky Dwichandra Putra, Sonja Srdanovic, Andrew J. Wilson, Lisa Wissler, Christian Ottmann, Matthew W. D. Perry, Gavin O'Mahony
Summary: The ubiquitously expressed glucocorticoid receptor (GR) is a nuclear receptor that controls a broad range of biological processes and is activated by steroidal glucocorticoids. GR is also regulated through protein-protein interactions (PPIs) with adapter proteins 14-3-3 outside the steroid-binding site, providing insights into noncanonical GR signaling and enabling the development of novel GR modulators.
JOURNAL OF MEDICINAL CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Michael A. Jinks, Mark Howard, Federica Rizzi, Stephen M. Goldup, Andrew D. Burnett, Andrew J. Wilson
Summary: In this study, a rapid NMR experiment for direct detection of hydrogen bonds in solution was introduced. This method provides a straightforward way to determine hydrogen bonding in multicomponent mixtures, enabling the establishment of tautomeric configuration, conformation, and resolution of self-sorted speciation.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2022)
Article
Chemistry, Medicinal
Peiyu Zhang, Martin Walko, Andrew J. Wilson
Summary: Development of PPI inhibitors is challenging, but constraining peptides has emerged as a useful method. In this study, a maleimide-staple scan was used to rapidly identify ideal constraining positions.
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
(2023)
Article
Biochemistry & Molecular Biology
Fruzsina Hobor, Zsofia Hegedus, Amaurys Avila Ibarra, Vencel L. Petrovicz, Gail J. Bartlett, Richard B. Sessions, Andrew J. Wilson, Thomas A. Edwards
Summary: The hypoxic response is crucial for cell function and vital in the growth and survival of solid tumors. HIF-1 regulates this response by activating over 100 genes responsible for adapting to hypoxia, making it a potential target for anticancer drug discovery. This study investigates the sequence determinants of the binding between HIF-1 alpha and p300, as well as negative regulators of HIF-1 alpha such as CITED2. The findings suggest that the HIF-1 alpha sequence is highly tolerant to sequence variation, and the binding interaction is controlled by backbone interactions and ligand folding.
RSC CHEMICAL BIOLOGY
(2022)
Article
Biochemistry & Molecular Biology
Sonja Srdanovic, Zsofia Hegedus, Stuart L. Warriner, Andrew J. Wilson
Summary: In this study, ligand-directed fragment ligation using acylhydrazone-based ligand was employed to identify protein-protein interaction inhibitory peptide-fragment hybrids. Separation of the peptide-fragment hybrids into their components yielded fragments that stabilized the hDMX/14-3-3 interaction.
RSC CHEMICAL BIOLOGY
(2022)
Article
Biochemistry & Molecular Biology
Kristina Hetherington, Som Dutt, Amaurys A. Ibarra, Emma E. Cawood, Fruzsina Hobor, Derek N. Woolfson, Thomas A. Edwards, Adam Nelson, Richard B. Sessions, Andrew J. Wilson
Summary: The study introduces a computationally validated workflow for modifying the sequence of peptide inhibitors of protein-protein interactions.
RSC CHEMICAL BIOLOGY
(2021)
Article
Chemistry, Multidisciplinary
Sergio Celis, Fruzsina Hobor, Thomas James, Gail J. Bartlett, Amaurys A. Ibarra, Deborah K. Shoemark, Zsofia Hegedus, Kristina Hetherington, Derek N. Woolfson, Richard B. Sessions, Thomas A. Edwards, David M. Andrews, Adam Nelson, Andrew J. Wilson
Summary: The study presents a general approach to discover orthosteric PPI inhibitors that mimic specific secondary protein structures, validated through experimental examples. Low μM activity selective PPI inhibitors were discovered for two unrelated PPIs, with defined structure-activity relationships established through hit expansion. The approach is believed to have the potential to enable the discovery of inhibitors for a wide range of unrelated secondary structure-mediated PPIs.
Review
Chemistry, Multidisciplinary
Hongshuang Wang, Robert S. Dawber, Peiyu Zhang, Martin Walko, Andrew J. Wilson, Xiaohui Wang
Summary: The development of constrained peptides as peptide-based protein-protein interaction inhibitors represents an emerging strategy that offers significant benefits including enhanced affinity, stability, and cellular penetration. This approach is based on the premise that pre-organization helps to pay the entropic cost of binding, prevent peptide conformational changes, and shield hydrophilic amides from hydrophobic membranes.
Article
Chemistry, Multidisciplinary
Zsofia Hegedus, Fruzsina Hobor, Deborah K. Shoemark, Sergio Celis, Lu-Yun Lian, Chi H. Trinh, Richard B. Sessions, Thomas A. Edwards, Andrew J. Wilson
Summary: This study describes an alternative approach using dynamic ligation screening to identify small-molecule replacements for beta-strand mediated protein-protein interactions. The findings demonstrate the effectiveness of this method in identifying and validating peptide hybrids with selective inhibitory effects.
