Article
Biochemistry & Molecular Biology
Niccolo Cantini, Igor A. Schepetkin, Nadezhda V. Danilenko, Andrei I. Khlebnikov, Letizia Crocetti, Maria Paola Giovannoni, Liliya N. Kirpotina, Mark T. Quinn
Summary: Persistent inflammation contributes to various diseases. A study identified a range of compounds with anti-inflammatory activity, some of which act as FPR agonists while others inhibit inflammation through different signaling pathways. Further research is needed to define the molecular targets of these compounds and their relationship to FPR signaling.
Article
Chemistry, Multidisciplinary
Guillaume Dauvergne, Jean-Valere Naubron, Michel Giorgi, Xavier Bugaut, Jean Rodriguez, Yannick Carissan, Yoann Coquerel
Summary: The synthetic equivalents of enantiopure binaphthyl bis(aryne) atropisomers derived from BINOL have been generated in a solution for the first time. These atropisomers can be prepared enantiospecifically in high enantiomeric purity using various reactions, leading to potential applications in nanographene design.
CHEMISTRY-A EUROPEAN JOURNAL
(2022)
Article
Biochemistry & Molecular Biology
Maxim A. Khomutov, Arthur I. Salikhov, Vladimir A. Mitkevich, Vera L. Tunitskaya, Olga A. Smirnova, Sergey P. Korolev, Alexander O. Chizhov, Marina B. Gottikh, Sergey N. Kochetkov, Alex R. Khomutov
Summary: The biogenic polyamines, spermidine (Spd) and spermine (Spm), are essential for regulating vital cellular functions and are present in high concentrations in all eukaryotic cells. In this study, convenient gram-scale syntheses of C-methylated analogs of Spd were described, which could be used to investigate the cellular functions of polyamines and their metabolism. The biochemical properties of these compounds and the potential for regulating their activity by modifying their structure were discussed.
Article
Chemistry, Organic
Jin-Jiang Zhang, Ji Ma, Fupin Liu, Lin-Song Cui, Yubin Fu, Lin Yang, Alexey A. Popov, Jan J. Weigand, Junzhi Liu, Xinliang Feng
Summary: The synthesis of a new class of B-N Lewis pair (LPB/N)-doped large acene derivatives is reported, and the resulting compounds are thoroughly characterized. The potential applications in organic optoelectronics are demonstrated through proof of concept experiments.
Article
Chemistry, Multidisciplinary
Sarah M. Anthony, Veronica Tona, Yike Zou, Lucas A. Morrill, John M. Billingsley, Megan Lim, Yi Tang, K. N. Houk, Neil K. Garg
Summary: A synthetic approach to strictosidine relying on a facially selective Diels-Alder reaction and DFT calculations to achieve stereoselectivity is described. (-)-Strictosidine and several new natural product analogs were obtained through late-stage synthetic manipulations and an enzymatic reaction.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2021)
Article
Chemistry, Organic
Yangang Wu, Wenbo Cai, Lulu Yu, Junbiao Chang, Chuanjun Song
Summary: A literature-unprecedented three-component aryne coupling reaction has been developed, utilizing pyrroline, imine, dihydroisoquinoline, imidazoline or oxazoline as nucleophiles and acrylonitrile as a third component, which acts as both a proton donor and a nucleophile.
ORGANIC CHEMISTRY FRONTIERS
(2023)
Article
Materials Science, Multidisciplinary
Zuyuan Liu, Long Wang, Qianqian Deng, Jun Zhu, Jing Sun, Hua Wang, Hongbing Fu, Jiannian Yao
Summary: Singlet fission (SF) is a potential approach to boost the conversion efficiency of solar cells. However, the limited availability of suitable SF materials hinders its practical applications. This study introduces a new SF material based on a rubicene (Rc) skeleton, which demonstrates broad absorption, suitable energy levels, efficient SF process, and excellent stability.
ACS MATERIALS LETTERS
(2023)
Article
Chemistry, Organic
Tomoyuki Yoshimura, Ken-ichi Onda, Jun-ichi Matsuo
Summary: An asymmetric synthesis method using an axially chiral arylaryne intermediate has been developed, which allows for the formation of chiral biaryl compounds while preserving the enantiomeric excess (ee) of the precursor. The high chiral transfer from precursor to product was observed at both low and room temperature.
Article
Chemistry, Multidisciplinary
Yanbang Li, Rohin Biswas, William P. Kopcha, Thierry Dubroca, Laura Abella, Yue Sun, Ryan A. Crichton, Christopher Rathnam, Letao Yang, Yao-Wen Yeh, Krishnendu Kundu, Antonio Rodriguez-Fortea, Josep M. Poblet, Ki-Bum Lee, Stephen Hill, Jianyuan Zhang
Summary: We report the synthesis of a three-buckyball metal complex (MBT) as a modular platform to develop water-soluble EMF derivatives. The resulting water-soluble MBTs show excellent biocompatibility and have potential applications in biomedical fields. The Gd MBTs exhibit superior T-1 relaxivity, while the Lu MBTs show promise as photosensitizers. We anticipate that the modular nature of the MBT platform will enable the development of bio-specific REE drugs.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Biochemistry & Molecular Biology
Viviana De Luca, Andrea Petreni, Alessio Nocentini, Andrea Scaloni, Claudiu T. Supuran, Clemente Capasso
Summary: Carbonic anhydrases are crucial enzymes in nature, with recent advancements showing their potential as targets for antimicrobial drugs against bacterial resistance. In this study, the inhibitor profile of a newly discovered iota-CA class in bacteria, including Burkholderia territorii, was extensively explored, revealing compounds that selectively inhibit bacterial CA isoforms, contributing to the development of novel antimicrobials.
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES
(2021)
Article
Chemistry, Organic
Kiran Chinthapally, Brian S. J. Blagg, Brandon L. Ashfeld
Summary: Recent years have seen significant achievements in organic chemistry, leading to the discovery of new drugs and biologically interesting molecules. This study presents a practical and efficient method for synthesizing enantiomerically pure and diverse lysobisphosphatidic acid analogues, featuring a one-pot sequential phosphorylation and oxidation of protected sn-2-O-oleoyl glycerol or sn-3-O-oleoyl glycerol using 2-cyanoethyl N,N-diisopropylchlorophosphoramidite.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Organic
Kiran Chinthapally, Brian S. J. Blagg, Brandon L. Ashfeld
Summary: Significant achievements have been made in organic chemistry in recent years, leading to the discovery of new drugs and biologically active molecules. This article describes a practical and efficient approach to synthesizing enantiomerically pure and diverse lysobisphosphatidic acid analogues. The key feature of the synthesis is a one-pot, sequential phosphorylation and oxidation reaction.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Physical
P. Elsaesser, T. Schilling
Summary: We investigate the potential energy surface of anthracene, tetracene, and pentacene clusters consisting of up to 30 molecules. By applying the basin-hopping Monte Carlo algorithm, we successfully identify the lowest energy states of acene clusters. The acene molecules are modeled using the polymer-consistent force field-interface force field. The obtained structures with the lowest observed energy are presented, and the relative stability and accessibility of structures corresponding to local energy minima are discussed.
JOURNAL OF CHEMICAL PHYSICS
(2023)
Article
Chemistry, Organic
Mozhgan Shahamirian, Pawel A. Wieczorkiewicz, Tadeusz M. Krygowski, Halina Szatylowicz
Summary: The substituent effect is a significant topic in organic chemistry, and Hammett constants are commonly used to describe it. Computational studies on Y-R-X systems reveal that the substituent properties depend on the spacer length, R type, and Y. The analysis of the substituent effect stabilization energy and geometrical parameters shows the decay of SE strength and its components with increasing spacer length, as well as changes in the inductive and resonance effect strengths.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Biochemistry & Molecular Biology
Ming Bian, Dong Zhen, Qing-Kun Shen, Huan-Huan Du, Qian-Qian Ma, Zhe-Shan Quan
Summary: A series of new Glycyrrhetinic acid derivatives were designed and synthesized to find new anti-inflammatory drugs. Compound 5b showed strong anti-inflammatory activity by suppressing the expression of pro-inflammatory cytokines and regulating NF-kappa B and MAPK signaling pathways.
BIOORGANIC CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Shantanu Mishra, Shadi Fatayer, Saleta Fernandez, Katharina Kaiser, Diego Pena, Leo Gross
Summary: We report the on-surface synthesis of a non-benzenoid triradical through dehydrogenation of truxene (C27H18) on coinage metal and insulator surfaces. The final product truxene-5,10,15-triyl (1) retains its open-shell quartet ground state on a two monolayer-thick NaCl layer on a Cu(111) surface, and its frontier orbital densities correspond to spin-split singly occupied molecular orbitals.
Article
Geochemistry & Geophysics
Katharina Kaiser, Fabian Schulz, Julien F. Maillard, Felix Hermann, Iago Pozo, Diego Pena, H. James Cleaves, Aaron S. Burton, Gregoire Danger, Carlos Afonso, Scott Sandford, Leo Gross
Summary: Researchers used high-resolution atomic force microscopy to atomically resolve individual molecules from Murchison meteorite samples. They also proposed a method for extracting and preparing meteorite samples for investigation. By processing the samples, they were able to increase the fraction of molecules that could be resolved by atomic force microscopy and identify organic constituents and molecular moieties.
METEORITICS & PLANETARY SCIENCE
(2022)
Article
Chemistry, Multidisciplinary
Tao Wang, Sofia Sanz, Jesus Castro-Esteban, James Lawrence, Alejandro Berdonces-Layunta, Mohammed S. G. Mohammed, Manuel Vilas-Varela, Martina Corso, Diego Pena, Thomas Frederiksen, Dimas G. de Oteyza
Summary: This study characterized the magnetic states of chiral graphene nanoribbons by substitution of hydrogen atoms with ketones, leading to the generation of unpaired pi radicals that can interact via exchange coupling. The interactions between these radical states were found to depend significantly on factors such as chirality and the presence of ketone functionalization, and the parameters for accurately describing these systems within the mean-field Hubbard model were determined. Overall, this research provides insights for theoretically modeling and designing GNR-based nanostructures with tunable magnetic properties.
Article
Chemistry, Multidisciplinary
Maria Tenorio, Cesar Moreno, Pol Febrer, Jesus Castro-Esteban, Pablo Ordejon, Diego Pena, Miguel Pruneda, Aitor Mugarza
Summary: A synthetic strategy to fabricate nanometer scale, coherent lateral superlattice heterojunctions with atomically sharp band discontinuity is reported. By merging interdigitated arrays of different types of graphene nanoribbons, superlattices with chemical heterogeneity and nanoporous structures are obtained.
ADVANCED MATERIALS
(2022)
Article
Chemistry, Multidisciplinary
Tao Wang, Alejandro Berdonces-Layunta, Niklas Friedrich, Manuel Vilas-Varela, Jan Patrick Calupitan, Jose Ignacio Pascual, Diego Pena, David Casanova, Martina Corso, Dimas G. de Oteyza
Summary: This study successfully synthesized nitrogen-doped triangulene and characterized its electronic properties through experimental and theoretical calculations. It was demonstrated that nitrogen-doped triangulene exhibits an open-shell triplet ground state on Au(111) surface and a closed-shell character on Ag(111) surface.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2022)
Article
Multidisciplinary Sciences
Florian Albrecht, Shadi Fatayer, Iago Pozo, Ivano Tavernelli, Jascha Repp, Diego Pena, Leo Gross
Summary: This work demonstrates reversible and selective bond formation and dissociation promoted by tip-induced reduction-oxidation reactions on a surface. Molecular rearrangements leading to different constitutional isomers are selected by the polarity and magnitude of applied voltage pulses from the tip. Density functional theory calculations reveal the importance of the energy landscape of the isomers in different charge states for rationalizing the selectivity.
Article
Chemistry, Multidisciplinary
Niklas Friedrich, Rodrigo E. Menchon, Iago Pozo, Jeremy Hieulle, Alessio Vegliante, Jingcheng Li, Daniel Sanchez-Portal, Diego Pena, Aran Garcia-Lekue, Jose Ignacio Pascual
Summary: Spin-hosting graphene nanostructures offer potential for metal-free elementary quantum spintronic devices. In this study, a narrow graphene nanoribbon doped with boron heteroatoms was fabricated and exhibited metallic behavior with localized spin 1/2 states. The transport measurements and conductance spectra confirmed the presence of localized spin states in the nanoribbon. Density functional theory analysis explained the metallic character and spin localization due to the boron atoms. This research opens up possibilities for electronic addressing and controlling carbon spins in real device architectures.
Article
Chemistry, Physical
Umamahesh Thupakula, Xavier Bouju, Jesus Castro-Esteban, Erik Dujardin, Diego Pena, Christian Joachim
Summary: Through scanning tunneling microscopy experiments, it is discovered that graphene nanoribbons on a gold surface are cut and deformed at the contact points, highlighting the importance of maintaining the planar conformation of the nanoribbons.
CHEMICAL PHYSICS LETTERS
(2022)
Article
Chemistry, Multidisciplinary
Rafal Zuzak, Jesus Castro-Esteban, Mads Engelund, Dolores Perez, Diego Pena, Szymon Godlewski
Summary: The formation of two types of nanographenes from custom-designed and synthesized molecular precursors has been achieved through intramolecular cyclodehydrogenation reactions on the TiO2 surface. Confirmation was made through spectroscopy measurements and theoretical modeling. Additionally, archetypic 7-armchair graphene nanoribbons have also been fabricated on the titanium dioxide surface through successive polymerization and cyclodehydrogenation reactions. These processes provide new perspectives for the rational design and synthesis of molecular nanostructures on semiconductors.
Article
Chemistry, Physical
Jan Patrick Calupitan, Tao Wang, Alejandro Perez Paz, Berta Alvarez, Alejandro Berdonces-Layunta, Paula Angulo-Portugal, Rodrigo Castrillo-Bodero, Frederik Schiller, Diego Pena, Martina Corso, Dolores Perez, Dimas G. de Oteyza
Summary: This paper reports the activation of a C-C sigma bond at room temperature on Cu(111). A biphenylene derivative's C-C sigma bond is broken, followed by the insertion of Cu from the substrate. The study offers new synthetic routes that can be used for in situ generation of activated species for the on-surface synthesis of novel C-based nanostructures. Overall significance of the article is rated 7.5 out of 10.
JOURNAL OF PHYSICAL CHEMISTRY LETTERS
(2023)
Article
Chemistry, Multidisciplinary
Cesar Moreno, Xabier Diaz de Cerio, Manuel Vilas-Varela, Maria Tenorio, Ane Sarasola, Mads Brandbyge, Diego Pena, Aran Garcia-Lekue, Aitor Mugarza
Summary: Recent advances in surface-assisted synthesis have demonstrated the ability to create highly anisotropic nanoporous graphene structures by laterally coupling arrays of nanometer wide graphene nanoribbons. In this study, a new nanoporous graphene structure was synthesized in which the interribbon electronic coupling can be controlled by phenylene bridges. The versatility of this structure arises from the multiple configurations of phenylene cross-coupling and the twist angle, which can be altered by interaction with the substrate and other external stimuli.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2023)
Article
Chemistry, Physical
Maria Tenorio, Cesar Moreno, Manuel Vilas-Varela, Jesus Castro-Esteban, Pol Febrer, Miguel Pruneda, Diego Pena, Aitor Mugarza
Summary: This article investigates the stability of pyridine and pyrimidine moieties in the process of synthesizing graphene nanoribbons and analyzes their structural and electronic properties through experiments and calculations. The results demonstrate that specific N-heterocycles can be preserved throughout the entire reaction steps by lowering the reaction temperature.
Article
Chemistry, Multidisciplinary
Cesar Moreno, Xabier Diaz de Cerio, Manuel Vilas-Varela, Maria Tenorio, Ane Sarasola, Mads Brandbyge, Diego Pena, Aran Garcia-Lekue, Aitor Mugarza
Summary: Recent advances in surface-assisted synthesis have shown that graphene nanoribbons can be coupled laterally to form nanoporous graphene structures. This graphene nanoarchitecture consists of weakly coupled semiconducting nanochannels with electron propagation characterized by interchannel quantum interferences. By utilizing phenylene bridges, the electronic coupling between the nanoribbons in the nanoporous graphene structure can be controlled, providing versatility through different phenylene cross-coupling configurations and twist angles. Simulation results demonstrate the ability to switch on/off or modulate the interribbon coupling using the chemical or conformational knob. Molecular bridges offer efficient tools for engineering quantum transport and anisotropy in carbon-based 2D nanoarchitectures.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2023)
Article
Chemistry, Multidisciplinary
Amelia Dominguez-Celorrio, Carlos Garcia-Fernandez, Sabela Quiroga, Peter Koval, Veronique Langlais, Diego Pena, Daniel Sanchez-Portal, David Serrate, Jorge Lobo-Checa
Summary: This study focuses on the on-surface synthesis of optically active manganese-phthalocyanine derivatives and investigates their isomeric configuration and reversible switching ability. The findings provide a feasible pathway towards the fabrication of magneto-optical transducers.
Article
Chemistry, Organic
Faiza Diaba, Gisela Trenchs
Summary: The first violet light-mediated synthesis of gamma- and delta-lactams from N-alkenyl trichloroacetamides is reported in this paper. The reactions are conducted in tetrahydrofuran or 2-methyltetrahydrofuran as the sole solvent without catalysts or additives, under non-anhydrous conditions in an air atmosphere where the solvent serves as the radical initiator.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Article
Chemistry, Organic
Feroze Hussain, Sajjad Ahmed, Ashiq Hussain Padder, Qazi Naveed Ahmed
Summary: This study reports a novel and efficient one-pot synthesis method for mixed phosphorotrithioates, which does not require supplementary additives and shows broad applicability.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Article
Chemistry, Organic
Hyunjin Oh, Ikyon Kim
Summary: A new 1,2,4-triazole-pyrrolo[1,2-a]pyrazine hybrid system, 6-acylpyrrolo[1,2-a][1,2,4]triazolo[5,1-c]pyrazine, was synthesized using a catalyst-free method. This method involved sequential exposure of pyrrole-2-carbonitrile-derived substrates to DMF-DMA and acyl hydrazide, resulting in the formation of acylated pyrazine and 1,2,4-triazole rings, enabling the installation of various substituents at specific positions on the core skeleton.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Article
Chemistry, Organic
Ming Yan, Si-fan Wang, Yong-po Zhang, Jin-zhong Zhao, Zhuo Tang, Guang-xun Li
Summary: Here we developed an efficient photocatalytic approach for the convenient preparation of sulfinamides. The reaction allows for the gram-scale preparation of sulfinamides and the one-pot synthesis of various sulfonyl amides.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Article
Chemistry, Organic
Farzaneh Bandehali-Naeini, Zahra Tanbakouchian, Noushin Farajinia-Lehi, Nicolas Mayer, Morteza Shiri, Martin Breugst
Summary: Two tandem catalytic systems were developed for the synthesis of novel 3,4-disubstituted maleimides using the same Ugi adducts. Different maleimide structures can be synthesized using either Pd or Cu catalysis.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Article
Chemistry, Organic
Tanya Raghava, Anjan Chattopadhyay, Subhadeep Banerjee, Nivedita Sarkar
Summary: Amine substitution of two ortho fluorine atoms of tetrafluoroterephthalonitrile through SNAr chemistry is easily achievable. But further fluorine substitution is only possible under forcing conditions, yielding valuable fluorophores for bioimaging.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Review
Chemistry, Organic
Anju Chadha, Santosh Kumar Padhi, Selvaraj Stella, Sowmyalakshmi Venkataraman, Thangavelu Saravanan
Summary: Alcohol dehydrogenases are enzymes that use cofactors for oxidation or reduction reactions of alcohols or carbonyl compounds. They are utilized in green chemistry and have applications in the production of pharmaceuticals. Recombinant enzymes have solved the challenge of producing purified enzymes in large quantities. Engineered alcohol dehydrogenases have been used in asymmetric synthesis in industry. Various methods have been established for regenerating expensive cofactors to make the enzymatic process more efficient and economically viable.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
