Article
Chemistry, Organic
Yuki Kodama, Sayuri Takeo, Junko Fujimoto, Kohei Sato, Nobuyuki Mase, Tetsuo Narumi
Summary: This study presents the synthetic, spectroscopic, crystallographic, and computational analysis of a series of peptidomimetics containing L-Xaa-D-Yaa-type (Z)-chloroalkene dipeptide isosteres (CADIs). It is found that the 1,3-allylic strain across the chloroalkene moiety induces hyperconjugative interactions, contributing significantly to the stabilization of beta-turn structures.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Organic
Maximilian Kaiser, David Schoenbauer, Katharina Schragl, Matthias Weil, Peter Gaertner, Valentin S. Enev
Summary: This paper describes our efforts towards the total synthesis of natural product elisabethin A. The first approach focuses on the proposed biosynthesis, assembling the 6,6-ring system before forming the five-membered ring including the quaternary carbon. The second approach involves a high yielding cyclization under Mitsunobu conditions as a key step, leading to the preparation of an unusual and highly functionalized bicyclic 6,5-spiro compound. Both routes share a common advanced precursor obtained from an underdeveloped Claisen rearrangement of an aryl dienyl ether.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Anett Hauser, Eleftheria Poulou, Fabian Mueller, Peter Schmieder, Christian P. R. Hackenberger
Summary: The cover of this issue features an image of a phospho-lysine peptide mimic, reflecting a phosphorylated lysine but not identical. Visit the website 10.1002/chem.202003947 for the full article.
CHEMISTRY-A EUROPEAN JOURNAL
(2021)
Article
Biochemistry & Molecular Biology
Karol Wtorek, Piotr F. J. Lipinski, Anna Adamska-Bartlomiejczyk, Justyna Piekielna-Ciesielska, Jaroslaw Sukiennik, Alicja Kluczyk, Anna Janecka
Summary: In this study, a pentapeptide opioid analog was modified by replacing D-Lys with beta(3)-amino acid. The results showed that one of the diastereoisomeric peptides, RP-171, selectively bound and activated MOR, while the inactive isomer RP-172 had low MOR affinity.
Review
Chemistry, Multidisciplinary
Adel S. Girgis, Padraig D'Arcy, Dalia R. Aboshouk, Mohamed S. Bekheit
Summary: This review provides an overview of the broad beneficial properties of curcumin and highlights the biological activities and drug development potential of curcumin mimics.
Article
Chemistry, Applied
Sindija Lapcinska, Pavels Dimitrijevs, Pavel Arsenyan
Summary: A visible light-initiated method has been developed for the preparation of Se-S bond-containing peptides, showing good tolerance, stability, and the ability to serve as an oxidation-sensitive linker.
ADVANCED SYNTHESIS & CATALYSIS
(2021)
Article
Chemistry, Organic
Christian P. Bold, Cindy Klaus, Bernhard Pfeiffer, Jasmine Schurmann, Rafael Lombardi, Daniel Lucena-Agell, J. Fernando Diaz, Karl-Heinz Altmann
Summary: The synthesis of an oxazole-based analog of (-)-zampanolide was studied, with successful construction of (-)-dactylolide analog 22. However, attempts to attach (Z,E)-sorbamide failed, possibly due to the migration of the C(8)-C(9) double bond in the macrocycle. This limitation may affect the utility of zampanolide analogs with aromatic moieties as tetrahydropyran replacements.
Article
Agriculture, Multidisciplinary
Liu Xu, Xiaocao Quan, Zhong Li, Peter Maienfisch
Summary: We conducted a research program to discover novel ethylsulfonylpyridines as insecticides with a broader spectrum, wider range of uses, and/or improved properties by introducing silicon motifs and studying their biological effects. We designed a series of Oxazosulfyl analogues in which the hydrogen atom at the 5-position of the pyridyl moiety is replaced by a trialkylsilyl group and prepared these compounds using denovo synthetic methodology. Our novel ethylsulfonylpyridines exhibited excellent insecticidal activities, with the best compound, A18, reaching the activity level of the commercial standard Oxazosulfyl against Plutella xylostella.
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
(2023)
Article
Chemistry, Organic
Poriah Strauss, Francesca Nuti, Michael Quagliata, Anna Maria Papini, Mattan Hurevich
Summary: Peptide fragments of glycoproteins with multiple N-glycosylated sites are important tools for studying protein-protein interactions and developing glycopeptide-based diagnostics and immunotherapy. However, the solid-phase synthesis of glycopeptides with multiple N-glycosylated sites is challenging due to difficult couplings and low yield. In this study, we propose an accelerated synthesis approach, called High-Temperature Fast Stirring Peptide Synthesis (HTFS-PS), using heating, stirring, and low-loading solid supports to obtain glycopeptides with multiple N-glycosylated sites.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2023)
Article
Chemistry, Physical
Ivan Carnimeo, Fabio Affinito, Stefano Baroni, Oscar Baseggio, Laura Bellentani, Riccardo Bertossa, Pietro Davide Delugas, Fabrizio Ferrari Ruffino, Sergio Orlandini, Filippo Spiga, Paolo Giannozzi
Summary: This paper reviews the current status of the Quantum ESPRESSO software suite, which is used for electronic-structure calculations based on plane waves, pseudopotentials, and density-functional theory. The paper focuses on the recent developments in porting the main codes to GPUs using OpenACC and CUDA Fortran offloading. The paper also presents performance benchmarks on different GPU-accelerated architectures for the main codes of the suite.
JOURNAL OF CHEMICAL THEORY AND COMPUTATION
(2023)
Article
Chemistry, Multidisciplinary
Zhong-Hui Shen, Si-Yuan Lu, Jing-Yun Zheng, Xiang-Zhi Zhang, Jin-Bao Peng, Ai-Jun Ma
Summary: Bioassay-guided isolation of spiroaspertrione A from Aspergillus sp. TJ23 cultures in 2017 demonstrated its potent resensitization of methicillin-resistant Staphylococcus aureus to oxacillin. This study also revealed a protocol for ceric ammonium nitrate-induced intramolecular cross-coupling of silyl enolate to construct the unique spiro[bicyclo[3.2.2]nonane-2,1′-cyclohexane] system.
FRONTIERS IN CHEMISTRY
(2022)
Article
Chemistry, Organic
Jasper W. van de Sande, Bauke Albada
Summary: The researchers reported the total synthesis of post-translationally modified peptides, including beta-1,2-linked L-arabinosylated Fmoc-protected hydroxyproline building blocks and sulfated tyrosine and hydroxyproline, which are important regulating molecules for living organisms. Clean glycopeptides were obtained by removing acetyl groups from the L-arabinose and neopentyl-protected sulfated tyrosine before deprotection.
Article
Agriculture, Multidisciplinary
Cong Zhou, Xin Wang, Xiaocao Quan, Jiagao Cheng, Zhong Li, Peter Maienfisch
Summary: Bioisosteric replacement is a powerful strategy in life science research. The substitution of carbon with silicon has shown positive effects on efficacy and safety properties in pharmaceutical and crop protection research. The application of carbon-silicon substitution has led to the discovery of new silicon-containing analogues with improved acaricidal activity. This review discusses molecular design, synthesis, and structure-activity relationships in carbon-silicon bioisosteric substitution.
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
(2022)
Article
Chemistry, Organic
Xueying Wang, Phang Yee Lin, Changwu Zheng, Hongxi Xu
Summary: Xanthochymol, a PPAP natural compound, was synthesized from 3,3-dimethylglutaric acid in 11 steps with a total yield of 10%, providing references for future research on its side chain isomers.
CHINESE JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Organic
Xiong Li, Xuemei Zhang, Baojian Xiong, Zhong Lian
Summary: A palladium-catalyzed reaction has been developed for the synthesis of carbonyl-containing oxindoles. This method avoids the use of toxic carbon monoxide gas and exhibits good tolerance towards functional groups, providing a new approach for the synthesis of this class of compounds.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Biochemical Research Methods
Karoline T. Neumann, Anders T. Lindhardt, Benny Bang-Andersen, Troels Skrydstrup
JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS
(2017)
Article
Chemistry, Organic
Hongfei Yin, Troels Skrydstrup
JOURNAL OF ORGANIC CHEMISTRY
(2017)
Article
Chemistry, Organic
D. Hernandez, A. Boto, D. Guzman, E. Alvarez
ORGANIC & BIOMOLECULAR CHEMISTRY
(2017)
Article
Chemistry, Organic
Anna Skogh, Stig D. Friis, Troels Skrydstrup, Anja Sandstrom
Article
Chemistry, Physical
Dorrit B. Nielsen, Benjamin A. Wahlqvist, Dennis U. Nielsen, Kim Daasbjerg, Troels Skrydstrup
Article
Multidisciplinary Sciences
Nanna Dreyer-Andersen, Ana Sofia Almeida, Pia Jensen, Morad Kamand, Justyna Okarmus, Tine Rosenberg, Stig During Friis, Alberto Martinez Serrano, Morten Blaabjerg, Bjarne Winther Kristensen, Troels Skrydstrup, Jan Bert Gramsbergen, Helena L. A. Vieira, Morten Meyer
Article
Chemistry, Applied
Subhash Pithani, Marcus Malmgren, Carl-Johan Aurell, Grigorios Nikitidis, Stig D. Friis
ORGANIC PROCESS RESEARCH & DEVELOPMENT
(2019)
Article
Chemistry, Multidisciplinary
Stig D. Friis, Magnus J. Johansson, Lutz Ackermann
Article
Biochemistry & Molecular Biology
Dacil Hernandez, Marina Porras, Alicia Boto
Summary: The ability of amino acid customizable units to generate structural diversity is demonstrated by their conversion into various nitrogen heterocycles. Different compounds, such as alkylpyrrolidines, aliphatic beta-amino aldehydes, and 2-alkyl-2,5-dihydro-1H-pyrroles, can be obtained through a series of reactions.
Review
Chemistry, Organic
Alicia Boto, Concepcion C. Gonzalez, Dacil Hernandez, Ivan Romero-Estudillo, Carlos J. Saavedra
Summary: The site-selective modification of peptide backbones allows for precise adjustment of peptide conformation, folding ability, and physico-chemical properties, and recent years have seen significant advancements in this area. Modifications not only at internal backbone positions, but also at N- and C-termini are widely discussed. Through chemical methodologies and enzyme-catalyzed reactions, unprecedented regio- and stereoselectivity in backbone modifications have been achieved.
ORGANIC CHEMISTRY FRONTIERS
(2021)
Article
Chemistry, Multidisciplinary
Stig D. Friis, Michael T. Pirnot, Lauren N. Dupuis, Stephen L. Buchwald
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2017)
Article
Chemistry, Multidisciplinary
Xin-Ming Hu, Magnus H. Ronne, Steen U. Pedersen, Troels Skrydstrup, Kim Daasbjerg
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2017)
Article
Chemistry, Multidisciplinary
Thomas L. Andersen, Patrik Nordeman, Heidi F. Christoffersen, Helene Audrain, Gunnar Antoni, Troels Skrydstrup
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2017)
Article
Chemistry, Multidisciplinary
Carlos J. Saavedra, Dacil Hernandez, Alicia Boto
CHEMISTRY-A EUROPEAN JOURNAL
(2018)