Article
Biochemistry & Molecular Biology
Vinayak S. Khodade, Sahil C. Aggarwal, Alexander Eremiev, Eric Bao, Sarah Porche, John P. Toscano
Summary: Researchers have developed small-molecule donors to efficiently release Hydropersulfides (RSSH) and uncover their potential physiological functions. The complex relationship among RSSH, hydrogen sulfide (H2S), and higher order polysulfides in biological systems poses challenges in distinguishing their activities. Further investigation is needed to understand the biological responses and develop optimal RSSH donors for specific tissues/pathologies.
ANTIOXIDANTS & REDOX SIGNALING
(2022)
Article
Chemistry, Organic
Shogo Hamajima, Naoko Komura, Hide-Nori Tanaka, Akihiro Imamura, Hideharu Ishida, Haruka Noguchi, Tsuyoshi Ichiyanagi, Hiromune Ando
Summary: We describe a method for alpha-selective glycosidation of 3-deoxy-D-manno-2-octulosonic acid (Kdo) using a macrobicyclic Kdo donor as the precursor of a bridgehead oxocarbenium ion. The stereoselectivity of the reaction is not affected by the substrate structure and reaction conditions.
Article
Chemistry, Multidisciplinary
Krishna Kumar Gollapelli, Vaibhav B. Patil, Allam Vinaykumar, Rambabu Chegondi
Summary: A highly stereoselective desymmetrization reaction of 2-alkynylbenzaldehyde-tethered cyclohexadienones catalyzed by Rh(i) has been developed for the convergent construction of complex epoxy-bridged polycyclic ring systems. The process involves intramolecular Huisgen-type [3+2] cycloaddition, leading to the formation of five contiguous stereocenters with excellent exo-selectivity. Asymmetric induction is achieved for the first time in Rh(i)-catalyzed 1,3-dipolar cycloaddition using a readily accessible chiral diene as the ligand.
Article
Chemistry, Multidisciplinary
Jinhuan Dong, Wanzhong Feng, Lei Wang, Mei Li, Zhe Chen, Xianxiu Xu
Summary: An efficient method for the synthesis of highly functionalized 4-fluoropyridines was developed through a cooperative copper- and base-catalyzed [3+3] cycloaddition of active methylene isocyanides with difluorocyclopropenes. The resulting 4-fluoropyridines can be easily diversified using various nucleophiles.
CHEMICAL COMMUNICATIONS
(2021)
Article
Multidisciplinary Sciences
Romain Schellenberger, Jerome Crouzet, Arvin Nickzad, Lin-Jie Shu, Alexander Kutschera, Tim Gerster, Nicolas Borie, Corinna Dawid, Maude Cloutier, Sandra Villaume, Sandrine Dhondt-Cordelier, Jane Hubert, Sylvain Cordelier, Florence Mazeyrat-Gourbeyre, Christian Schmid, Marc Ongena, Jean-Hugues Renault, Arnaud Haudrechy, Thomas Hofmann, Fabienne Baillieul, Christophe Clement, Cyril Zipfel, Charles Gauthier, Eric Deziel, Stefanie Ranf, Stephan Dorey
Summary: Plant innate immunity is activated by lipidic secretome from opportunistic pathogen Pseudomonas aeruginosa, including rhamnolipids and hydroxy fatty acids, through distinct mechanisms. While hydroxy fatty acids are sensed by a specific receptor kinase in plants, rhamnolipids trigger an atypical immune response independently of this receptor. The immune response triggered by rhamnolipids is influenced by the sphingolipid composition of the plasma membrane.
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA
(2021)
Review
Chemistry, Multidisciplinary
Amol M. Vibhute, Naoko Komura, Hide-Nori Tanaka, Akihiro Imamura, Hiromune Ando
Summary: Sialic acid is an important component of cell surface glycans, but its structure complexity and unique features make it challenging to isolate large quantities of pure sialoglycans from natural sources, leading to a focus on chemical synthesis methods. Despite the difficulties in alpha-glycosylation of sialic acid, various types of sialyl donors/acceptors have been developed for the synthesis.
Article
Chemistry, Physical
Heng Wang, Haoran Yang, Yongzhi Peng, Yulin Zheng, Dongying Huang, Pu Hu, Yawei Li, Zhengyi Fu
Summary: High-purity and high-yield boron nitride nanotubes with a large aspect ratio were successfully synthesized using a two-step process. The catalyst content and annealing temperature were found to influence the phase composition and microstructure of the products. Highly crystalline boron nitride nanotubes were obtained at appropriate temperatures.
JOURNAL OF MATERIOMICS
(2022)
Article
Chemistry, Physical
Young Hun Kang, Seo-Jin Ko, Min-Hye Lee, Young Kuk Lee, Bumjoon J. Kim, Song Yun Cho
Summary: The electrical conductivity and doping stability of P3HT in ambient air are significantly improved using a gold chloride dopant, resulting in a high-performance thermoelectric material. The doped P3HT shows high electrical conductivity and excellent air stability.
Article
Chemistry, Organic
Rastislav Antal, Monika Stas, Stefanie M. Perdomo, Marie Stemberova, Zbynek Bruza, Petr Matous, Jiri Kratochvil, Ales Ruzicka, Lubomir Rulisek, Jiri Kunes, Pavel Kocovsky, Erik Andris, Milan Pour
Summary: The diene-transmissive Diels-Alder reactions of dendralenes have shown to be a powerful synthetic tool. In this study, we reported a method for the first time to perform the DTDA reactions of strongly electron-deficient [3]dendralenes with electron-poor dienophiles. The results showed that the steric effect of the vinylic moiety within the dendralene core played a crucial role in driving the diene segment into the s-cis conformation, leading to a lower activation energy for the electronically disfavored process.
ORGANIC CHEMISTRY FRONTIERS
(2023)
Article
Chemistry, Physical
Luciana Sciascia, Davide Lenaz, Andrei Rotaru, Francesco Princivalle, Filippo Parisi
Summary: A new synthetic protocol for producing carbon fiber precursors with high molecular weight and excellent thermal stability is proposed. In this method, the oscillating Belousov-Zhabotinsky (BZ) reaction is utilized to initiate the radical polymerization of polyacrylonitrile (PAN) and polyethylene glycol (PEG) block copolymers. The addition of anionic micelle-forming surfactant sodium dodecyl sulphate (SDS) improves the solubility of the polymeric chains and contributes to the increase of molecular weight. This synthetic protocol provides a valuable alternative to conventional methods for producing high-performance carbon fiber precursors.
SURFACES AND INTERFACES
(2023)
Article
Polymer Science
Sanhanut Kesornsit, Chatrawee Direksilp, Katesara Phasuksom, Natlita Thummarungsan, Phimchanok Sakunpongpitiporn, Kornkanok Rotjanasuworapong, Anuvat Sirivat, Sumonman Niamlang
Summary: Poly(3-hexylthiophene) (P3HT) was synthesized by chemical oxidative polymerization using ferric chloride (FeCl3) as the oxidizing agent and various surfactants as shape templates. The effects of mole ratios, polymerization times, and surfactant types and concentrations on the electrical conductivity and particle properties were investigated. The results showed that P3HT synthesized with dodecylbenzenesulfonic acid (DBSA) at Critical Micelle Concentration (CMC) 6 had the highest electrical conductivity and particle size of 1530 +/- 227 nm. The thermal analysis revealed that surfactant-synthesized P3HT had higher stability and char yields. The electrical conductivity of DBSA-synthesized P3HT was further enhanced by doping with HClO4.
Review
Chemistry, Organic
Xing Guo, Pengfei Li, Han Liu, Xuechen Li
Summary: Bacteria resistant to antibiotics pose a threat to public health. Non-2-ulosonic acids, including pseudaminic acid, legionaminic acid, acinetaminic acid, fusaminic acid, and their epimers, are found in pathogenic Gram-negative bacteria and are believed to be associated with bacterial infection/pathogenicity and immune escape. Their unique structures and poorly understood biological functions make them attractive targets for synthetic studies and drug discovery. This review summarizes the chemical syntheses of four types of non-2-ulosonic acid structures reported in the past two decades and discusses recent progress in the application of synthetic non-2-ulosonic acid derivatives.
ORGANIC CHEMISTRY FRONTIERS
(2023)
Article
Chemistry, Organic
Javed, Ariza Khanam, Pintu Kumar Mandal
Summary: Both glycoconjugates and oligosaccharides play important roles in various biological processes. In this study, a new strategy for the synthesis of O/C-glycosides was reported using a versatile N-iodosuccinimide/trimethylsilyl triflate (NIS/TMSOTf) promoted glycosidation approach with a stable 3-phenyl-4-pentenoate glycosyl donor. The method showed high efficiency in synthesizing glycosides with free alcohols, silylated alcohols, and C-type nucleophile acceptors.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Hany S. Mansour, Hend A. A. Abd El-wahab, Ahmed M. Ali, Tarek Aboul-Fadl
Summary: The structure-based design of potential anticancer agents using a 3-(benzylidene)indolin-2-one scaffold for some CDK2 inhibitors has been achieved. The Z-diastereomer showed better docking on the targeted enzyme compared to the E-diastereomer. Time-dependent kinetic isomerization of E/Z diastereomers in DMSO-d(6) at room temperature followed first-order reactions, with a good regression equation generated for predicting the stability of the diastereomers based on QM parameters and reaction rates.
Article
Chemistry, Analytical
Nader Amini, Mojtaba Shamsipur, Kazhal Naderi, Afshin Maleki
Summary: The aim of this study is to develop an immunosensor with the ability to detect antigen G using a novel electrochemical approach. By covalently linking antibody molecules using carboxylic groups and 3-(trimethoxysilyl)propylamine on graphene oxide, a highly sensitive immunosensor was created with low detection limit and excellent activity at physiological pH values.
MICROCHEMICAL JOURNAL
(2022)
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)