Review
Chemistry, Multidisciplinary
Jinqiao Dong, Anthony P. Davis
Summary: Hydrogen bonding plays a key role in molecular recognition, and recent research has focused on utilizing it in water. Synthetic receptors combining hydrogen bonding with hydrophobic interactions show promise for biomedical applications in the future.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Multidisciplinary
Oscar Francesconi, Francesco Milanesi, Cristina Nativi, Stefano Roelens
Summary: The study introduces a biomimetic receptor with unprecedented affinity for recognizing GlcNAc(2) in water, showing great selectivity among structurally related disaccharides and complete discrimination between mono- and disaccharides. Molecular modeling calculations supported by NOE data provided insights into the binding mode and origin of the affinities and selectivities exhibited by the receptor.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Biochemistry & Molecular Biology
Amila M. Abeysekera, Abhijeet S. Sinha, Christer B. Aakeroy
Summary: Strategies for co-crystal synthesis typically involve hydrogen- or halogen-bond interactions, but predicting the structural influence of both simultaneously can be challenging. Experimental co-crystallization of aliphatic dicarboxylic acids with various target molecules revealed that the structural impact of halogen atoms increases with size, with the abilities of Cl < Br < I in forming sigma-holes.
Article
Chemistry, Multidisciplinary
Oscar Francesconi, Francesco Milanesi, Cristina Nativi, Stefano Roelens
Summary: In designing new biomimetic receptors for carbohydrates, shape-persistent macrocyclic structures are commonly chosen for effective recognition of neutral saccharides in water. However, this study found that acyclic receptors, while less explored, provide advantages in terms of selectivity for recognizing important 1,4-disaccharides in biological contexts. NMR spectroscopic data and molecular modeling calculations were used to analyze the differences in binding mode and shed light on the origin of recognition efficacy and selectivity.
CHEMISTRY-A EUROPEAN JOURNAL
(2021)
Article
Chemistry, Multidisciplinary
Canjia Zhai, Chengkai Xu, Yunpeng Cui, Lukasz Wojtas, Wenqi Liu
Summary: A biomimetic receptor with high affinity and selectivity for glucose has been synthesized using dynamic imine chemistry. The receptor features two durene panels and two pyridinium residues, which enhance solubility and provide polarized C-H bonds for substrate binding. These findings demonstrate the potential of dynamic covalent chemistry for creating molecular receptors and advancing carbohydrate recognition in water.
CHEMISTRY-A EUROPEAN JOURNAL
(2023)
Article
Chemistry, Organic
Dharmendra Singh, Durga Lakshmi, Chhuttan L. Meena, Gamidi Rama Krishna, Gangadhar J. Sanjayan
Summary: This paper reports on the development of carbamate-protected 2-aminopyrimidinedione-based Janus G-C nucleobases as building blocks for smart polymers and self-healing materials. These nucleobases feature polymerizable groups and self-complementary triple H-bonding motifs, enabling the synthesis of smart polymers and eliminating solubility issues.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Physical
Liya Dai, Pengyao Xing, Aiyou Hao
Summary: In this study, the aryl-group achiral molecular tweezers were found to effectively include chiral guest molecules via halogen bonding and other noncovalent interactions. Experimental and computational calculations revealed the formation of stable 1:1 host-guest complexes, demonstrating the transfer of chirality to achiral host molecules at the supramolecular level.
JOURNAL OF PHYSICAL CHEMISTRY C
(2023)
Review
Polymer Science
Senbin Chen, Yanggui Wu, Frederic Lortie, Julien Bernard, Wolfgang H. Binder, Jintao Zhu
Summary: Diagnosis, complete cure, and healing of cancers are challenging due to the complexity of the disease. Supramolecular interactions, such as hydrogen-bonds, offer new possibilities for designing biomedical materials with remarkable properties. H-bonding (macro)molecules can be used as supramolecular motifs to create drug- and diagnostic carriers with assembled nanoplatforms and the responsiveness of H-bonds. H-bonded nanomedicine shows promise in early-stage diagnosis and therapy, with potential clinical translations.
MACROMOLECULAR RAPID COMMUNICATIONS
(2022)
Article
Chemistry, Physical
Paula Gomez-Alvarez, Eva G. Noya, Enrique Lomba
Summary: The study aims to obtain a molecular understanding of water and alcohol adsorption in pure-silica zeolites using molecular simulation techniques. The research found differences in adsorption behavior between MFI and MEL zeolites, despite their structural similarities, which are attributed to the underlying molecular interactions.
JOURNAL OF MOLECULAR LIQUIDS
(2022)
Article
Multidisciplinary Sciences
Sepideh Kalhor, Alireza Fattahi
Summary: This study aims to design drug delivery systems that can effectively interact with cell membranes by developing novel ionic liquids. The binding energies of pharmaceutically active ionic liquids were calculated and compared with newly designed carbohydrate-based ionic liquids. Molecular dynamics simulations were used to investigate the interactions between these ionic liquids and the cell membrane, and a link between quantum mechanics and molecular dynamics results was illustrated.
SCIENTIFIC REPORTS
(2022)
Article
Engineering, Environmental
Ji Luo, Song Guo, Feixia Chen, Bingli Jiang, Lingzhong Wei, Yongyang Gong, Beibei Zhang, Yuanli Liu, Chun Wei, Ben Zhong Tang
Summary: This study presents rational molecular design strategies for the synthesis of nonconventional luminescent materials with efficient and tunable emission in dilute solution. The strategies involve increasing the pi -> pi* transition in the excited state, introducing strong intramolecular hydrogen bonds, and utilizing D-pi-A structure. Two novel compounds, LJ-1 and LJ-2, were successfully synthesized, both exhibiting bright green fluorescence in dilute solution with high photoluminescent quantum efficiency (0 up to 59.8%).
CHEMICAL ENGINEERING JOURNAL
(2023)
Article
Chemistry, Multidisciplinary
Helena Butkiewicz, Sandra Kosiorek, Volodymyr Sashuk, Oksana Danylyuk
Summary: The study explores the use of carboxylated pillar[5]arene in solid-state supramolecular chemistry, revealing its inclusion and self-assembly behavior in forming crystalline host-guest complexes with viologen derivatives. The unique distribution of carboxylic and carboxylate substituents on pillar[5]arene allows for self-assembly via different supramolecular synthons.
Article
Chemistry, Multidisciplinary
Yun Liu, Fred C. Parks, Edward G. Sheetz, Chun-Hsing Chen, Amar H. Flood
Summary: The research has created a folded capsule that can maintain high affinity in high-polarity solvents, inspired by the principle of isolating anion binding sites by proteins in aqueous environments. This new prototype has important research significance and application prospects.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2021)
Article
Chemistry, Multidisciplinary
Shohei Tashiro, Kosuke Nakata, Ryunosuke Hayashi, Mitsuhiko Shionoya
Summary: This paper demonstrates the molecular recognition of amino acid and peptide derivatives by multipoint hydrogen bonding in a porous metal-macrocycle framework revealed by single-crystal X-ray diffraction analysis. l-Serine residues are site-selectively and residue-specifically adsorbed on the pore surface via multiple hydrogen bonds. A serine derivative is diastereoselectively recognized on the (P)- or (M)-side of the enantiomeric pore surface, and the conformation of the peptide is highly regulated, incorporating a poly-L-proline type I helix-like structure into the pore.
Article
Chemistry, Multidisciplinary
Faiz-Ur Rahman, Rui Wang, Hui-Bin Zhang, Oriana Brea, Fahmi Himo, Julius Rebek, Yang Yu
Summary: This article describes a water-soluble cavitand with a benzotriazole upper rim, and investigates its complexation with different types of molecules.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Multidisciplinary
Daniel J. Tao, Yuriy Slutskyy, Mikko Muuronen, Alexander Le, Philipp Kohler, Larry E. Overman
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2018)
Article
Biochemical Research Methods
Luzi Jakob Barandun, Florian Immekus, Philipp C. Kohler, Tina Ritschel, Andreas Heine, Pierfrancesco Orlando, Gerhard Klebe, Francois Diederich
ACTA CRYSTALLOGRAPHICA SECTION D-STRUCTURAL BIOLOGY
(2013)
Article
Chemistry, Medicinal
Paul Hebeisen, Bernd Kuhn, Philipp Kohler, Marcel Gubler, Walter Huber, Eric Kitas, Brigitte Schott, Joerg Benz, Catherine Joseph, Armin Ruf
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
(2008)
Article
Chemistry, Multidisciplinary
Philipp C. Kohler, Tina Ritschel, W. Bernd Schweizer, Gerhard Klebe, Francois Diederich
CHEMISTRY-A EUROPEAN JOURNAL
(2009)
Article
Chemistry, Medicinal
Tina Ritschel, Philipp C. Kohler, Gerd Neudert, Andreas Heine, Francois Diederich, Gerhard Klebe
Article
Chemistry, Multidisciplinary
Hao Wang, Philipp Kohler, Larry E. Overman, K. N. Houk
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2012)
Article
Chemistry, Applied
Philipp Kohler, Mischa Schwaninger, Alfred Stutz, Reinhard Karge, Stefan Abele
ORGANIC PROCESS RESEARCH & DEVELOPMENT
(2018)
Article
Chemistry, Organic
Philipp Kohler, Timothe Perrin, Gabriel Schafer
Summary: DABO boronates and nitrobenzenesulfonate esters are crystalline and stable compounds, which can be used for Suzuki-Miyaura cross-coupling reactions.
SYNTHESIS-STUTTGART
(2023)
Article
Chemistry, Multidisciplinary
Philipp Kohler, Ivan Schindelholz, Gabriel Schafer
Summary: A new synthetic process has been developed to prepare the difficult-to-obtain 2-(3-bromophenyl)-2H-1,2,3-triazole with an overall yield of 48% and excellent purity.
HELVETICA CHIMICA ACTA
(2023)
Article
Chemistry, Multidisciplinary
Simone Tortoioti, Astrid Friedli, Alice Prud'homme, Sylvia Richard-Bildstein, Philipp Kohler, Stefan Abele, Gianvito Vile