Article
Chemistry, Organic
Jeremy R. Tuck, Robert J. Tombari, Noah Yardeny, David E. Olson
Summary: In this study, arylazo-1,2,3-triazoles were successfully synthesized using azide-alkyne click chemistry, showcasing high thermal stabilities and near-quantitative bidirectional photoconversion.
Review
Chemistry, Applied
Farid Ahmed, Hai Xiong
Summary: This review summarizes the latest developments in chemosensors based on click generated triazoles for a range of metal cations, anions, and neutral analytes, highlighting the need for continuous research accumulation in this rapidly growing field to meet demand.
Article
Chemistry, Organic
Cong Guan, Jiabin Yin, Jian Ji, Jinhua Liu, Xiang Wu, Tong Zhu, Shunying Liu
Summary: A regioselective electrochemical C-H amination method using easily accessible ethers has been developed to synthesize N (2)-substituted 1,2,3-triazole. Multiple substituents, including heterocycles, were well-tolerated, and 24 examples were obtained in moderate to good yields. Control experiments and DFT calculations revealed that the electrochemical synthesis occurs through a N-tosyl 1,2,3-triazole radical cation process, promoted by single-electron transfer from the lone pair electrons of the aromatic N-heterocycle, and the desulfonation is responsible for the high N (2)-regioselectivity.
Article
Chemistry, Organic
Jose Laxio Arenas, Pascal Retailleau, Jean-Michel Gillet, Nour-Eddine Ghermani, Sandrine Ongeri, Benoit Crousse
Summary: The 5-fluoro triazole amino acid scaffold prepared by halogen exchange was successfully incorporated into peptides. The X-ray diffraction results revealed an important localization of the 5-fluoro triazole motif on one side of the negative potential surface, with the fluorine atom showing a cylindrical shape in its electron density deformation.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2022)
Article
Biochemistry & Molecular Biology
Tyler Brown, Mengtong Cao, Y. George Zheng
Summary: This study designed a series of triazole-containing adenosine analogs to target the cofactor-binding site of PRMT5. The compounds exhibited inhibitory activity of PRMT5 and showed selectivity over PRMT1. Docking-based structural analysis revealed that the triazole ring played a key role in binding to the active pocket of PRMT5.
Article
Chemistry, Multidisciplinary
Menghan Cui, Changhui Su, Rong Wang, Qing Yang, Chunxiang Kuang
Summary: This novel and green route involves the direct synthesis of vinyl triazole derivatives with alkynes and triazoles promoted by an inorganic base under transition metal-free conditions, showing great catalytic activity for the anti-Markovnikov stereoselective hydroamination of alkynes. Good yields with excellent functional group tolerance are successfully achieved for a range of substrates, making it an advanced concept for the synthesis of alkenyl triazole with a versatile and cost-efficient approach.
Review
Biochemistry & Molecular Biology
Meryem Hrimla, Lahoucine Bahsis, My Rachid Laamari, Miguel Julve, Salah-Eddine Stiriba
Summary: This review summarizes the recent and significant research on the design and synthesis of 1,2,3-triazole compounds as molecularly-defined corrosion inhibitors for steels, copper, iron, aluminum, and their alloys. The focus is on the regioselective preparation of 1,4-disubstituted 1,2,3-triazole derivatives using copper-catalyzed azide-alkyne cycloaddition reactions. These compounds are easily prepared, non-toxic, environmentally friendly, and stable under acidic conditions. They have shown high efficiency as corrosion inhibitors for metals and alloys in various acidic media. The review also provides an overview of the mechanism of 1,2,3-triazole-mediated corrosion inhibition in metals and metal alloys.
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES
(2022)
Article
Biochemistry & Molecular Biology
Lijie Wei, Haishan Sui, Jingjing Zhang, Zhanyong Guo
Summary: A novel inulin derivative (3) bearing 1,2,3-triazole and diphenyl phosphate was successfully synthesized using CuAAC Click chemistry, showing significantly enhanced antioxidant activity compared with inulin. In vitro evaluation revealed strong radical scavenging abilities of the derivative, particularly against hydroxyl radicals and superoxide radicals. The synthetic strategy may offer an effective approach for preparing new inulin antioxidant biomaterials.
INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES
(2021)
Article
Chemistry, Multidisciplinary
Aleksandra A. Vidyakina, Andrey A. Shtyrov, Mikhail N. Ryazantsev, Alexander F. Khlebnikov, Ilya E. Kolesnikov, Vladimir V. Sharoyko, Dar'ya Spiridonova, Irina A. Balova, Stefan Braese, Natalia A. Danilkina
Summary: Fluorescent isocoumarin-fused cycloalkynes have been developed, which react in SPAAC and give fluorescent triazoles regardless of the azide nature. The introduction of a pi-acceptor group at the C6 position of the isocoumarin ring converts the non-fluorescent cycloalkyne/triazole pair to its fluorescent counterpart. The design of the fluorescent cycloalkyne/triazole pairs is based on theoretical studies of the deactivation mechanism and electron density redistribution.
CHEMISTRY-A EUROPEAN JOURNAL
(2023)
Article
Biochemistry & Molecular Biology
Annamalai Senthilvelan, Tyson Vonderfecht, Muthian Shanmugasundaram, Jason Potter, Anilkumar R. Kore
Summary: The synthesis of a new trinucleotide cap analog containing a propargyl group has been reported. The propargyl group in the analog was found to enhance capping efficiency, T7 RNA polymerase transcription efficiency, and translation activity. It also allows for further modification of the mRNA through chemical ligation. The propargyl cap analog showed a 1.3-fold increase in translation efficiency compared to the standard cap analog.
BIOORGANIC & MEDICINAL CHEMISTRY
(2023)
Article
Chemistry, Organic
Steven J. Peters, Krutil Patel
Summary: This study investigates the anion radicals of N1- and N2-alkylbenzotriazoles and alkyltriazoles through experimental and computational methods, revealing significant differences in the electron spin distribution, particularly in the N-3 portion of the triazole ring. Among the studied radicals, the N2-methyltriazole anion radical exhibits the largest concentration of electron spin in the N-3 moiety, leading to significant anisotropic line broadening in its EPR spectrum.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Biochemistry & Molecular Biology
Martyna Nowacka, Przemyslaw Latoch, Matylda A. Izert, Natalia K. Karolak, Rafal Tomecki, Michal Koper, Agnieszka Tudek, Agata L. Starosta, Maria W. Gorna
Summary: This study proposes an mRNA enrichment strategy based on the RNA-binding properties of human IFIT1, which effectively depletes rRNA while maintaining high quality RNA-seq data with coverage of the protein coding transcriptome. It is a cost-effective and versatile tool for preparing mRNA libraries for various organisms.
NUCLEIC ACIDS RESEARCH
(2022)
Article
Biochemistry & Molecular Biology
Paulo Sergio Goncalves Nunes, Gabriel da Silva, Sofia Nascimento, Susimaire Pedersoli Mantoani, Peterson de Andrade, Emerson Soares Bernardes, Daniel Fabio Kawano, Andreia Machado Leopoldino, Ivone Carvalho
Summary: ERK1/2 inhibitors are being explored for their potential to overcome resistance to RAF and MEK kinase inhibitors. A new 4-aminoquinazoline derivative, compound 25a, showed promising activity in BT-20 cells by inducing cell death through lactate dehydrogenase release and necrosis induction. The compound also led to cell cycle arrest and downregulation of key signaling pathways in breast cancer cells.
BIOORGANIC CHEMISTRY
(2021)
Article
Chemistry, Medicinal
Md Toufiqur Rahman, Ann M. Decker, Lucas Laudermilk, Rangan Maitra, Weiya Ma, Sami Ben Hamida, Emmanuel Darcq, Brigitte L. Kieffer, Chunyang Jin
Summary: This study identified a series of novel GPR88 agonists, with one showing high potency and suitability for studying the function of GPR88 in the brain.
JOURNAL OF MEDICINAL CHEMISTRY
(2021)
Review
Biochemistry & Molecular Biology
Devan Buchanan, Ashley M. Pham, Sandeep K. Singh, Siva S. Panda
Summary: Click chemistry is an efficient tool for modifying alkaloids in drug development, with significant implications and potential applications. Recent advancements and the use of computational methods in evaluating the properties of hybrid molecules have contributed to the progress in this field.
Article
Biochemistry & Molecular Biology
Anna Kropiwnicka, Krzysztof Kuchta, Maciej Lukaszewicz, Joanna Kowalska, Jacek Jemielity, Krzysztof Ginalski, Edward Darzynkiewicz, Joanna Zuberek
BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS
(2015)
Article
Biochemistry & Molecular Biology
Karolina Piecyk, Anna Niedzwiecka, Aleksandra Ferenc-Mrozek, Maciej Lukaszewicz, Edward Darzynkiewicz, Marzena Jankowska-Anyszka
BIOORGANIC & MEDICINAL CHEMISTRY
(2015)
Article
Biochemistry & Molecular Biology
Marcin Ziemniak, Joanna Kowalska, Maciej Lukaszewicz, Joanna Zuberek, Katarzyna Wnek, Edward Darzynkiewicz, Jacek Jemielity
BIOORGANIC & MEDICINAL CHEMISTRY
(2015)
Article
Biochemistry & Molecular Biology
Malwina Strenkowska, Renata Grzela, Maciej Majewski, Katarzyna Wnek, Joanna Kowalska, Maciej Lukaszewicz, Joanna Zuberek, Edward Darzynkiewicz, Andreas N. Kuhn, Ugur Sahin, Jacek Jemielity
NUCLEIC ACIDS RESEARCH
(2016)
Article
Biochemistry & Molecular Biology
Anna M. Rydzik, Marcin Warminski, Pawel J. Sikorski, Marek R. Baranowski, Sylwia Walczak, Joanna Kowalska, Joanna Zuberek, Maciej Lukaszewicz, Elzbieta Nowak, Timothy D. W. Claridge, Edward Darzynkiewicz, Marcin Nowotny, Jacek Jemielity
NUCLEIC ACIDS RESEARCH
(2017)
Article
Biochemistry & Molecular Biology
Renata Grzela, Karolina Nasilowska, Maciej Lukaszewicz, Michal Tyras, Janusz Stepinski, Marzena Jankowska-Anyszka, Elzbieta Bojarska, Edward Darzynkiewicz
Article
Biochemistry & Molecular Biology
Joanna Kowalska, Anna Wypijewska del Nogal, Zbigniew M. Darzynkiewicz, Janina Buck, Corina Nicola, Andreas N. Kuhn, Maciej Lukaszewicz, Joanna Zuberek, Malwina Strenkowska, Marcin Ziemniak, Maciej Maciejczyk, Elzbieta Bojarska, Robert E. Rhoads, Edward Darzynkiewicz, Ugur Sahin, Jacek Jemielity
NUCLEIC ACIDS RESEARCH
(2014)
Review
Biochemistry & Molecular Biology
Karolina Piecyk, Maciej Lukaszewicz, Karol Kamel, Maria Janowska, Paulina Pietrow, Sebastian Kmiecik, Marzena Jankowska-Anyszka
BIOORGANIC CHEMISTRY
(2020)
Article
Chemistry, Multidisciplinary
Aleksandra Ferenc-Mrozek, Elzbieta Bojarska, Janusz Stepinski, Edward Darzynkiewicz, Maciej Lukaszewicz
Article
Biochemistry & Molecular Biology
Magdalena Chrabaszczewska, Maria Winiewska-Szajewska, Natalia Ostrowska, Elzbieta Bojarska, Janusz Stepinski, Lukasz Mancewicz, Maciej Lukaszewicz, Joanna Trylska, Michal Taube, Maciej Kozak, Edward Darzynkiewicz, Renata Grzela
Summary: The study quantitatively compared the affinity of hNudt16 towards a set of substrates and found that it has the highest affinity towards IDP and GppG, with a strong substrate preference. The newly identified substrate GppG may have another potential regulatory role of this protein.
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES
(2021)
Article
Chemistry, Medicinal
Izabela Siekierska, Maciej Lukaszewicz, Remigiusz Worch, Marzena Jankowska-Anyszka, Karolina Piecyk
Summary: Aryloxy triester phosphoramidate methodology is widely used in prodrug approaches for therapeutic nucleosides. In this study, we applied this methodology to synthesize bioactive 5'-mRNA cap analogues and tested their enzymatic activation, inhibitory properties, and membrane translocation properties.
Article
Biochemistry & Molecular Biology
Renata Grzela, Karolina Piecyk, Anna Stankiewicz-Drogon, Paulina Pietrow, Maciej Lukaszewicz, Karol Kurpiejewski, Edward Darzynkiewicz, Marzena Jankowska-Anyszka
Summary: mRNA-based vaccines have gained significant attention in recent years as a new technology in the field of research and pharmaceutical development. They offer advantages over DNA-based vaccines by providing a risk-free material for use. By modifying mRNA, such as increasing translational efficiency or stability, it can be easily tailored for different applications. This study demonstrates the use of N2 modified dinucleotide cap analogs in mRNA transcripts, showing promising biological properties and efficient translation.
Article
Biochemistry & Molecular Biology
Maciej Lukaszewicz, Aleksandra Ferenc-Mrozek, Elzbieta Bojarska, Joanna Stelmach, Janusz Stepinski, Edward Darzynkiewicz
Summary: Recent findings have expanded our understanding of the modifications of RNA 5'end, specifically the mRNA cap structure (m7GpppN). Nudt12 has been identified as an enzymatic activity involved in cap metabolism, but its hydrolytic activity towards dinucleotide cap structures is not well understood.
BIOCHIMICA ET BIOPHYSICA ACTA-GENERAL SUBJECTS
(2023)
Article
Biophysics
Maciej Lukaszewicz, Aleksandra Ferenc-Mrozek, Julia Kokosza, Anna Stefaniuk, Janusz Stepinski, Elzbieta Bojarska, Edward Darzynkiewicz
Summary: The NUDIX protein family enzyme Nudt15 is extensively studied for its action on thiopurine drugs used in cancer and inflammatory disease treatment. It is also enzymatically active on several nucleotide substrates. There is a suggestion that Nudt15 may play a role in mRNA decapping via hydrolyzing m7GDP, but there are no detailed studies on this substrate with Nudt15 available.
EUROPEAN BIOPHYSICS JOURNAL WITH BIOPHYSICS LETTERS
(2023)
Article
Biochemical Research Methods
Marcin Warminski, Pawel J. Sikorski, Zofia Warminska, Maciej Lukaszewicz, Anna Kropiwnicka, Joanna Zuberek, Edward Darzynkiewicz, Joanna Kowalska, Jacek Jemielity
BIOCONJUGATE CHEMISTRY
(2017)