Synthetic mRNA cap analogs with a modified triphosphate bridge – synthesis, applications and prospects

Jacek Jemielity, Joanna Kowalska, Anna Maria Rydzik and Edward Darzynkiewicz

New J. Chem., 2010, 34, 829
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Cap analogs containing 6-thioguanosine – reagents for the synthesis of mRNAs selectively photo-crosslinkable with cap-binding biomolecules

Monika Nowakowska, Joanna Kowalska, Franck Martin, Arnaud d'Orchymont, Joanna Zuberek, Maciej Lukaszewicz, Edward Darzynkiewicz and Jacek Jemielity

Org. Biomol. Chem., 2014, 12, 4841
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Towards mRNA with superior translational activity: synthesis and properties of ARCA tetraphosphates with single phosphorothioate modifications

Malwina Strenkowska, Joanna Kowalska, Maciej Lukaszewicz, Joanna Zuberek, Wei Su, Robert E. Rhoads, Edward Darzynkiewicz and Jacek Jemielity

New J. Chem., 2010, 34, 993
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A fluorescent HTS assay for phosphohydrolases based on nucleoside 5′-fluorophosphates: its application in screening for inhibitors of mRNA decapping scavenger and PDE-I

M. R. Baranowski, A. Nowicka, J. Jemielity and J. Kowalska

Org. Biomol. Chem., 2016, 14, 4595
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Ball‐Milling to Access Dinucleoside Polyphosphates and Analogues

Valentin Navarro, Florian Vasco, Xavier Bantreil, Frédéric Lamaty, Suzanne Peyrottes and Béatrice Roy

Adv Synth Catal, 2024, 366, 1776
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Preparation of Synthetically Challenging Nucleotides Using Cyanoethyl P-Imidazolides and Microwaves

Malwina Strenkowska, Przemyslaw Wanat, Marcin Ziemniak, Jacek Jemielity and Joanna Kowalska

Org. Lett., 2012, 14, 4782
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Recombinant messenger RNA technology and its application in cancer immunotherapy, transcript replacement therapies, pluripotent stem cell induction, and beyond

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WIREs RNA, 2015, 6, 471
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Trinucleotide cap analogs with triphosphate chain modifications: synthesis, properties, and evaluation as mRNA capping reagents

Marcin Warminski, Anais Depaix, Kamil Ziemkiewicz, Tomasz Spiewla, Joanna Zuberek, Karolina Drazkowska, Hanna Kedzierska, Agnieszka Popielec, Marek R Baranowski, Marta Sklucka, Marcelina Bednarczyk, Miroslaw Smietanski, Karol Wolosewicz, Bartosz Majewski, Remigiusz A Serwa, Dominika Nowis, Jakub Golab, Joanna Kowalska and Jacek Jemielity

Nucleic Acids Research, 2024, 52, 10788
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Stabilized 5′ Cap Analogue for Optochemical Activation of mRNA Translation

Florian P. Weissenboeck, Nils Klöcker, Petr Špaček, Sabine Hüwel and Andrea Rentmeister

ACS Omega, 2024
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Synthesis and properties of mRNA cap analogs containing imidodiphosphate moiety—fairly mimicking natural cap structure, yet resistant to enzymatic hydrolysis

Anna M. Rydzik, Marta Kulis, Maciej Lukaszewicz, Joanna Kowalska, Joanna Zuberek, Zbigniew M. Darzynkiewicz, Edward Darzynkiewicz and Jacek Jemielity

Bioorganic & Medicinal Chemistry, 2012, 20, 1699
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Challenging the Roles of NSP3 and Untranslated Regions in Rotavirus mRNA Translation

Matthieu Gratia, Patrice Vende, Annie Charpilienne, Hilma Carolina Baron, Cécile Laroche, Emeline Sarot, Stéphane Pyronnet, Mariela Duarte, Didier Poncet and Eric Jan

PLoS ONE, 2016, 11, e0145998
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Amino-Functionalized 5′ Cap Analogs as Tools for Site-Specific Sequence-Independent Labeling of mRNA

Marcin Warminski, Pawel J. Sikorski, Zofia Warminska, Maciej Lukaszewicz, Anna Kropiwnicka, Joanna Zuberek, Edward Darzynkiewicz, Joanna Kowalska and Jacek Jemielity

Bioconjugate Chem., 2017, 28, 1978
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The legacy of mRNA engineering: A lineup of pioneers for the Nobel Prize

Miroslaw Janowski and Anna Andrzejewska

Molecular Therapy - Nucleic Acids, 2022, 29, 272
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Lipid nanoparticle-based mRNA vaccines in cancers: Current advances and future prospects

Tao Huang, Lushan Peng, Yingying Han, Dan Wang, Xiaoyun He, Junpu Wang and Chunlin Ou

Front. Immunol., 2022, 13
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Substrate-Based Design of Cytosolic Nucleotidase IIIB Inhibitors and Structural Insights into Inhibition Mechanism

Dorota Kubacka, Mateusz Kozarski, Marek R. Baranowski, Radoslaw Wojcik, Joanna Panecka-Hofman, Dominika Strzelecka, Jerome Basquin, Jacek Jemielity and Joanna Kowalska

Pharmaceuticals, 2022, 15, 554
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A Modular Synthesis of Modified Phosphoanhydrides

Alexandre Hofer, Gregor S. Cremosnik, André C. Müller, Roberto Giambruno, Claudia Trefzer, Giulio Superti‐Furga, Keiryn L. Bennett and Henning J. Jessen

Chemistry A European J, 2015, 21, 10116
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Decapping Scavenger (DcpS) enzyme: Advances in its structure, activity and roles in the cap-dependent mRNA metabolism

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Biochimica et Biophysica Acta (BBA) - Gene Regulatory Mechanisms, 2014, 1839, 452
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A new approach to the synthesis of Anti-Reverse Cap Analog (ARCA) ^2mGpppG

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RUBI, 2024, 50, 3
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Application of Mammalian Nudix Enzymes to Capped RNA Analysis

Maciej Lukaszewicz

Pharmaceuticals, 2024, 17, 1195
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mRNAs biotinylated within the 5′ cap and protected against decapping: new tools to capture RNA–protein complexes

Sylwia Bednarek, Vanesa Madan, Pawel J. Sikorski, Ralf Bartenschlager, Joanna Kowalska and Jacek Jemielity

Phil. Trans. R. Soc. B, 2018, 373, 20180167
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Synthesis of Trifluoromethylated Purine Ribonucleotides and Their Evaluation as 19F NMR Probes

Mikolaj Chrominski, Marek R. Baranowski, Sebastian Chmielinski, Joanna Kowalska and Jacek Jemielity

J. Org. Chem., 2020, 85, 3440
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Analysis of decapping scavenger cap complex using modified cap analogs reveals molecular determinants for efficient cap binding

Anna Wypijewska del Nogal, Marius D. Surleac, Joanna Kowalska, Maciej Lukaszewicz, Jacek Jemielity, Martin Bisaillon, Edward Darzynkiewicz, Adina L. Milac and Elzbieta Bojarska

FEBS J, 2013, 280, 6508
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Synthesis of 5′-Thiamine-Capped RNA

Marvin Möhler, Katharina Höfer and Andres Jäschke

Molecules, 2020, 25, 5492
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Photocaged Dinucleoside Tetraphosphates for Light‐Mediated Activation of 5′ Cap Interactions and Translation In Vitro

Cedrik Kühling, Wiebke Teich, Bayram Terzi, Helena Schepers, Sabine Hüwel and Andrea Rentmeister

ChemistryEurope, 2025, 3
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Rotavirus NSP3 Is a Translational Surrogate of the Poly(A) Binding Protein-Poly(A) Complex

Matthieu Gratia, Emeline Sarot, Patrice Vende, Annie Charpilienne, Carolina Hilma Baron, Mariela Duarte, Stephane Pyronnet, Didier Poncet and T. S. Dermody

J Virol, 2015, 89, 8773
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Synthesis of Novel Cap Analogs Bearing Hydrophobic Purification Tag Toward Application for Preparation of Fully Capped Messenger RNA

Masahito Inagaki and Hiroshi Abe

J. Synth. Org. Chem. Jpn., 2025, 83, 2
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Phosphate-modified analogues of m7GTP and m7Gppppm7G—Synthesis and biochemical properties

Marcin Ziemniak, Joanna Kowalska, Maciej Lukaszewicz, Joanna Zuberek, Katarzyna Wnek, Edward Darzynkiewicz and Jacek Jemielity

Bioorganic & Medicinal Chemistry, 2015, 23, 5369
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Modified ARCA analogs providing enhanced translational properties of capped mRNAs

Ilona Kocmik, Karolina Piecyk, Magdalena Rudzinska, Anna Niedzwiecka, Edward Darzynkiewicz, Renata Grzela and Marzena Jankowska-Anyszka

Cell Cycle, 2018, 17, 1624
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Emergence of synthetic mRNA: In vitro synthesis of mRNA and its applications in regenerative medicine

Hyokyoung Kwon, Minjeong Kim, Yunmi Seo, Yae Seul Moon, Hwa Jeong Lee, Kyuri Lee and Hyukjin Lee

Biomaterials, 2018, 156, 172
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Affinity resins containing enzymatically resistant mRNA cap analogs—a new tool for the analysis of cap-binding proteins

Sylwia Anna Szczepaniak, Joanna Zuberek, Edward Darzynkiewicz, Joanna Kufel and Jacek Jemielity

RNA, 2012, 18, 1421
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5′-Phosphorothiolate Dinucleotide Cap Analogues: Reagents for Messenger RNA Modification and Potent Small-Molecular Inhibitors of Decapping Enzymes

Blazej A. Wojtczak, Pawel J. Sikorski, Kaja Fac-Dabrowska, Anna Nowicka, Marcin Warminski, Dorota Kubacka, Elzbieta Nowak, Marcin Nowotny, Joanna Kowalska and Jacek Jemielity

J. Am. Chem. Soc., 2018, 140, 5987
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Azido‐Functionalized 5′ Cap Analogues for the Preparation of Translationally Active mRNAs Suitable for Fluorescent Labeling in Living Cells

Adam Mamot, Pawel J. Sikorski, Marcin Warminski, Joanna Kowalska and Jacek Jemielity

Angew Chem Int Ed, 2017, 56, 15628
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Chemo‐enzymatic treatment of RNA to facilitate analyses

Nils Muthmann, Katja Hartstock and Andrea Rentmeister

WIREs RNA, 2020, 11
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mRNA Cap Modification through Carbamate Chemistry: Synthesis of Amino‐ and Carboxy‐Functionalised Cap Analogues Suitable for Labelling and Bioconjugation

Marcin Warminski, Zofia Warminska, Joanna Kowalska and Jacek Jemielity

Eur J Org Chem, 2015, 2015, 6153
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Cap analogs modified with 1,2-dithiodiphosphate moiety protect mRNA from decapping and enhance its translational potential

Malwina Strenkowska, Renata Grzela, Maciej Majewski, Katarzyna Wnek, Joanna Kowalska, Maciej Lukaszewicz, Joanna Zuberek, Edward Darzynkiewicz, Andreas N. Kuhn, Ugur Sahin and Jacek Jemielity

Nucleic Acids Res, 2016, gkw896
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mRNA therapeutics: Transforming medicine through innovation in design, delivery, and disease treatment

Mark Akinola Ige, Xiaohu Ren, Yang Yang, Haiping Zhang, Chenguang Shen, Yushan Jiang, Junxin Li and Xiaochun Wan

Molecular Therapy Nucleic Acids, 2025, 36, 102721
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Synthesis, kinetic studies, and QSAR of dinucleoside polyphosphate derivatives as human AK1 inhibitors

Anna Kozakiewicz-Piekarz, Magdalena Grzegórska, Kamil Ziemkiewicz, Katarzyna Grab, Marek R. Baranowski, Mariusz Zapadka, Marta Karpiel, Bogumiła Kupcewicz, Joanna Kowalska and Magdalena Wujak

Bioorganic Chemistry, 2024, 148, 107432
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Photocaged 5′ cap analogues for optical control of mRNA translation in cells

Nils Klöcker, Florian P. Weissenboeck, Melissa van Dülmen, Petr Špaček, Sabine Hüwel and Andrea Rentmeister

Nat. Chem., 2022, 14, 905
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Potential Therapeutic Applications of Rna Cap Analogs

Marcin Ziemniak, Malwina Strenkowska, Joanna Kowalska and Jacek Jemielity

Future Med. Chem., 2013, 5, 1141
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Synthetic mRNA capping

Fabian Muttach, Nils Muthmann and Andrea Rentmeister

Beilstein J. Org. Chem., 2017, 13, 2819
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Exploring tryptamine conjugates as pronucleotides of phosphate-modified 7-methylguanine nucleotides targeting cap-dependent translation

Sebastian Golojuch, Michal Kopcial, Dominika Strzelecka, Renata Kasprzyk, Natalia Baran, Pawel J. Sikorski, Joanna Kowalska and Jacek Jemielity

Bioorganic & Medicinal Chemistry, 2020, 28, 115523
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Evaluation of carboxyfluorescein-labeled 7-methylguanine nucleotides as probes for studying cap-binding proteins by fluorescence anisotropy

Anna Wojtczak, Renata Kasprzyk, Marcin Warmiński, Krystian Ubych, Dorota Kubacka, Pawel J. Sikorski, Jacek Jemielity and Joanna Kowalska

Sci Rep, 2021, 11
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Applications of Phosphate Modification and Labeling to Study (m)RNA Caps

Marcin Warminski, Pawel J. Sikorski, Joanna Kowalska and Jacek Jemielity

Top Curr Chem (Z), 2017, 375
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The potential of N2-modified cap analogues for precise genetic manipulation through mRNA engineering

Karol Kurpiejewski, Anna Stankiewicz-Drogon, Karolina Piecyk, Eliza Rajkowska, Paulina Skrzypczyk, Jingping Geng, Edward Darzynkiewicz, Renata Grzela and Marzena Jankowska-Anyszka

Front. Mol. Biosci., 2024, 10
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Synthesis of Fluorophosphate Nucleotide Analogues and Their Characterization as Tools for 19F NMR Studies

Marek R. Baranowski, Anna Nowicka, Anna M. Rydzik, Marcin Warminski, Renata Kasprzyk, Blazej A. Wojtczak, Jacek Wojcik, Timothy D. W. Claridge, Joanna Kowalska and Jacek Jemielity

J. Org. Chem., 2015, 80, 3982
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Biomedical applications of mRNA nanomedicine

Qingqing Xiong, Gha Young Lee, Jianxun Ding, Wenliang Li and Jinjun Shi

Nano Res., 2018, 11, 5281
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Virus-like particle-mediated intracellular delivery of mRNA cap analog with in vivo activity against hepatocellular carcinoma

Monika Zochowska, Anne-Christine Piguet, Jacek Jemielity, Joanna Kowalska, Ewa Szolajska, Jean-François Dufour and Jadwiga Chroboczek

Nanomedicine: Nanotechnology, Biology and Medicine, 2015, 11, 67
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A New Approach to the Synthesis of Anti-Reverse Cap Analog (ARCA) 2mGpppG

A. L. Kayushin, K. V. Antonov, E. V. Dorofeeva, M. Ya. Berzina, A. O. Arnautova, I. A. Prohorenko, A. I. Miroshnikov and I. D. Konstantinova

Russ J Bioorg Chem, 2024, 50, 1
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mRNA cap analogues substituted in the tetraphosphate chain with CX2: identification of O-to-CCl2 as the first bridging modification that confers resistance to decapping without impairing translation

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 and Jacek Jemielity

Nucleic Acids Research, 2017, 45, 8661
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Synthesis, properties, and biological activity of boranophosphate analogs of the mRNA cap: versatile tools for manipulation of therapeutically relevant cap-dependent processes

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 and Jacek Jemielity

Nucleic Acids Research, 2014, 42, 10245
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Azido‐Functionalized 5′ Cap Analogues for the Preparation of Translationally Active mRNAs Suitable for Fluorescent Labeling in Living Cells

Adam Mamot, Pawel J. Sikorski, Marcin Warminski, Joanna Kowalska and Jacek Jemielity

Angewandte Chemie, 2017, 129, 15834
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Synthesis of 5′-NAD-Capped RNA

Katharina Höfer, Florian Abele, Jasmin Schlotthauer and Andres Jäschke

Bioconjugate Chem., 2016, 27, 874
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