Article
Chemistry, Organic
Gaoyuan Ma, James W. McDaniel, Jennifer M. Murphy
Summary: This study presents a simple and widely applicable approach for F-18-fluorination of unprotected peptides, resulting in stable thioether constructs. The reagent used in this method demonstrates excellent chemoselectivity at the cysteine residue and rapid labeling of a diverse scope of peptides.
Article
Chemistry, Inorganic & Nuclear
Karna Terpstra, Yujue Wang, Truc T. Huynh, Nilantha Bandara, Hong-Jun Cho, Buck E. Rogers, Liviu M. Mirica
Summary: In this study, a new series of divalent 2-(4-hydroxyphenyl)benzothiazole bifunctional chelators (BFCs) with high affinity for amyloid fi aggregates and favorable lipophilicity for blood-brain barrier penetration were reported. Among them, the 64Cu-YIN-15 complex showed significant staining of amyloid fi plaques in ex vivo autoradiography studies, and 64Cu-YIN-15-Me exhibited moderate brain uptake in wild type mice.
INORGANIC CHEMISTRY
(2022)
Article
Chemistry, Inorganic & Nuclear
Yujue Wang, Truc T. Huynh, Hong-Jun Cho, Yung-Ching Wang, Buck E. Rogers, Liviu M. Mirica
Summary: This study reported a new series of bifunctional chelators with high affinity for amyloid aggregates, strong binding affinity toward Cu(II), and favorable lipophilicity for potential blood-brain barrier penetration. Among the compounds tested, some showed specific staining of amyloid plaques and promising brain uptake, serving as potential lead compounds for the development of positron emission tomography imaging agents for Alzheimer's disease diagnosis.
INORGANIC CHEMISTRY
(2021)
Article
Chemistry, Medicinal
Nils Walter, Jan Bertram, Birte Drewes, Victor Bahutski, Marco Timmer, Markus B. Schuetz, Felicia Kraemer, Felix Neumaier, Heike Endepols, Bernd Neumaier, Boris D. Zlatopolskiy
Summary: A protocol for radiolabeling of aryl fluorosulfates using ultrafast isotopic exchange has been developed and optimized. This method allows for efficient labeling of low nanomolar amounts of aryl fluorosulfates without the need for azeotropic drying, base addition, and HPLC purification. The labeled compounds demonstrated sufficient stability in vivo and showed promise as tracers for visualizing specific molecular expressions.
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Maria Fernanda Garcia, Mara de Souza Junqueira, Janio da Silva Mororo, Ximena Camacho, Daniele de Paula Faria, Camila de Godoi Carneiro, Fabio Gallazzi, Roger Chammas, Thomas Quinn, Pablo Cabral, Hugo Cerecetto
Summary: The bioorthogonal reaction using IEDDA between tetrazines and trans-cyclooctene has been described as a powerful tool for bioconjugation. In this study, the IEDDA strategy was explored as a modular conjugation approach for labeling Rituximab in vitro and in vivo, successfully generating immunoconjugates labeled with cyanine 5 and 7 as well as the gamma emitter technetium-99m.
Article
Chemistry, Multidisciplinary
An-Di Guo, Ke-Huan Wu, Xiao-Hua Chen
Summary: Chemical modification of proteins using a light-induced lysine-selective approach has been shown to have reliable chemoselectivity, excellent efficiency, temporal control, and biocompatibility under simple and mild conditions, both in vitro and in living systems. This protocol demonstrates the generality and accessibility for direct and rapid functionalization of diverse native proteins, suggesting a new avenue for bioconjugation, medicinal chemistry, and chemical biology.
Article
Chemistry, Inorganic & Nuclear
Yujue Wang, Truc T. Huynh, Nilantha Bandara, Hong-Jun Cho, Buck E. Rogers, Liviu M. Mirica
Summary: A new series of bifunctional chelators with high affinity for amyloid beta aggregates and strong binding affinity towards Cu(II) were reported, showing favorable lipophilicity for potential blood-brain barrier penetration. The compounds tested formed stable Cu-64-radiolabeled complexes with favorable partition coefficients, and two of them exhibited significant staining of amyloid plaques in ex vivo autoradiography studies.
DALTON TRANSACTIONS
(2022)
Article
Chemistry, Multidisciplinary
Juan J. Rojas, Rosemary A. Croft, Alistair J. Sterling, Edward L. Briggs, Daniele Antermite, Daniel C. Schmitt, Luka Blagojevic, Peter Haycock, Andrew J. P. White, Fernanda Duarte, Chulho Choi, James J. Mousseau, James A. Bull
Summary: Bioisosteres offer valuable design elements for adjusting the structural and pharmacokinetic characteristics of bioactive compounds. This study explores the potential of aryl oxetane amines as bioisosteres for benzamides, and presents a novel reaction pathway for the synthesis of amino-oxetanes using sulfonyl fluorides. The reaction is compatible with various polar functionalities and can be applied to existing amine libraries. Computational and kinetic studies support the formation of an oxetane carbocation as the rate-determining step in the reaction.
Article
Multidisciplinary Sciences
Lisa Schindler, Katrin Wohlfahrt, Lara Gluhacevic von Kruechten, Olaf Prante, Max Keller, Simone Maschauer
Summary: This study demonstrates that modifying Arg(8) or Arg(9) by N-omega-carbamoylation and subsequent fluoroglycosylation provides a suitable approach for the development of NT(8-13) analogs as PET imaging agents for NTS1-expressing tumors.
SCIENTIFIC REPORTS
(2022)
Article
Chemistry, Multidisciplinary
Helena Martin-Gomez, Lluis Oliver-Cervello, Ivan Sanchez-Campillo, Vicente Marchan, Maria-Pau Ginebra, Carlos Mas-Moruno
Summary: A novel and versatile approach for functionalizing biomaterials of different nature was described, using solid-phase conjugation and click chemistry. This method was demonstrated to efficiently bioactivate titanium, gold, and polylactic acid surfaces with enhanced cell adhesion properties. In vitro assays with mesenchymal stem cells confirmed the effectiveness of this strategy in biofunctionalizing various biomaterials.
CHEMICAL COMMUNICATIONS
(2021)
Article
Biochemical Research Methods
Joseph Zaia
Summary: The 2022 Nobel Prize in Chemistry was awarded for the development of biorthogonal chemical ligation reactions, also known as click chemistry, in biomedicine. This concept has significantly advanced sensing and diagnosis, chemical biology, materials chemistry, and drug discovery and delivery. In the field of proteomics, the incorporation of click tags into proteins has revolutionized the selective enrichment of protein complexes and the study of protein networks, as well as the enrichment of protein post-translational modifications. This feature article summarizes the impact of biorthogonal click chemistry on proteomics.
ANALYTICAL AND BIOANALYTICAL CHEMISTRY
(2023)
Article
Chemistry, Medicinal
Giuliano Cutolo, Sahiti N. Shankar, Matthew R. Pratt
Summary: The study found that ibuprofen is unlikely to chemically label proteins significantly, but aromatic compounds can lead to false positive labeling under certain conditions, which has important technical implications for the application of this method.
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
(2021)
Review
Cell Biology
Monika Singha, Leslie Spitalny, Kim Nguyen, Abigail Vandewalle, Robert C. Spitale
Summary: This article outlines the current state of employing chemical approaches for cell-specific RNA expression studies, including the utility of metabolic labels, approaches for characterizing metabolic incorporation and enrichment of labeled RNAs, and how these approaches have been used to study biological systems by providing mechanistic insights into transcriptional dynamics. Further efforts in this area will focus on developing novel chemical handles for RNA enrichment and profiling, as well as innovative approaches to control cell-specific incorporation of chemically modified metabolic probes. These advancements in RNA metabolic labeling techniques enable sensitive detection of RNA expression dynamics within relatively small subsets of cells in living tissues and organisms, crucial for understanding complex developmental and pathological processes.
WILEY INTERDISCIPLINARY REVIEWS-RNA
(2021)
Article
Chemistry, Medicinal
Jordan C. LeSarge, Pierre Thibeault, Lihai Yu, Marina D. Childs, Victor M. Mirka, Qi Qi, Matthew S. Fox, Michael S. Kovacs, Rithwik Ramachandran, Leonard G. Luyt
Summary: This article reports the strategic design, synthesis, and biological evaluation of a series of novel 4-fluorobenzoylated PAR2-targeting peptides, with Isox-Cha-Chg-Ala-Arg-Dpr(4FB)NH2 being the lead candidate. This 18F-labeled tracer is the first reported PAR2 imaging agent with potential for use in vivo.
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Na Sun, Benjamin Tran, Zishan Peng, Jing Wang, Ceng Zhang, Peng Yang, Tiffany X. Zhang, Josephine Widjaja, Ryan Y. Zhang, Wenxi Xia, Alexandra Keir, Jia-Wei She, Hsiao-hua Yu, Jing-Jong Shyue, Hongguang Zhu, Vatche G. Agopian, Renjun Pei, James S. Tomlinson, Jeffrey A. Toretsky, Steven J. Jonas, Noah Federman, Shaohua Lu, Hsian-Rong Tseng, Yazhen Zhu
Summary: This study describes a lipid labeling and click chemistry-based EV capture platform, which efficiently isolates EVs and allows for molecular quantification, providing a rapid and convenient noninvasive diagnostic solution for detecting oncogenic gene alterations in cancer patients.