Review
Biochemistry & Molecular Biology
Emma E. Watson, Nicolas Winssinger
Summary: This article summarizes the available conjugation strategies to access protein-oligonucleotide conjugates and showcases the importance and utility of this technology through case study examples.
Article
Chemistry, Multidisciplinary
Arnar Guomundsson, Srimanta Manna, Jan-E. Backvall
Summary: This study reports the first Fe-II-catalyzed aerobic biomimetic oxidation of amines, which involves multiple electron transfer steps and is inspired by biological oxidation in the respiratory chain. The use of two coupled catalytic redox systems helps lower the energy barrier and improve the selectivity of the oxidation reaction. Various primary and secondary amines were successfully oxidized in air to their corresponding aldimines or ketimines in good to excellent yield.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Multidisciplinary
Shandong Yi, Siyuan Wei, Qingsong Wu, Huan Wang, Zhu-Jun Yao
Summary: A novel azaphilone-based primary-amine-selective bioconjugation method has been developed, allowing for facile functionalization of peptides and proteins with excellent chemoselectivity and biocompatibility.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Multidisciplinary
Jie Chen, Wenxun Song, Jinping Yao, Zhimin Wu, Yong-Min Lee, Yong Wang, Wonwoo Nam, Bin Wang
Summary: The use of 1,1,1,3,3,3-hexafluoroisopropanol (HFIP) as a solvent with strong hydrogen bond donor capability enables remote C-H hydroxylation in the presence of basic aza-heteroaromatic rings. This strategy represents a promising alternative to protection approaches relying on precomplexation with strong Lewis and/or Bronsted acids.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2023)
Article
Chemistry, Multidisciplinary
Tularam Sahu, Mohan Kumar, T. K. Sajeev, Manas Joshi, Ram Kumar Mishra, Vishal Rai
Summary: The study demonstrates the specific generation of N-Gly in native proteins for protein tagging without perturbing their structure and function.
CHEMICAL COMMUNICATIONS
(2022)
Article
Chemistry, Multidisciplinary
Subhra Kanti Roy, Anisha Purkait, Rajib Shome, Saurav Das, Debapratim Das, Siddhartha Sankar Ghosh, Chandan K. Jana
Summary: A chemoselective method for constructing naphthoxazoles has been developed, enabling selective labeling of proline in peptides. The resulting fluorogenic peptides exhibit low cytotoxicity, efficient cell membrane permeability, and promising bioimaging potential for biomedical applications.
CHEMICAL COMMUNICATIONS
(2022)
Review
Chemistry, Multidisciplinary
Emmanuelle M. D. Allouche, Elija Grinhagena, Jerome Waser
Summary: Hypervalent iodine compounds are powerful reagents for biomolecule functionalization, with recent advances in peptide and protein modification up to June 2021. Their use as group transfer or oxidizing reagents targeting polar, aromatic, or aliphatic amino acids and peptide termini is discussed in this Minireview.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Organic
Jiaxing Chen, Yongzhuo Xu, Wen Shao, Jianhua Ji, Boqiang Wang, Muyang Yang, Guojiang Mao, Fuhong Xiao, Guo-Jun Deng
Summary: A Pd-catalyzed C-O cross-coupling reaction was reported, which allows for the synthesis of highly congested hydroxylamines with an α-quaternary carbon center without cleavage of the N-O bond. This strategy shows high chemoselectivity, broad substrate scope, and excellent functional group tolerance, and has been demonstrated by pharmaceutical derivatization and postcatalytic modifications.
Article
Chemistry, Multidisciplinary
Lorena Baranda Pellejero, Minke A. D. Nijenhuis, Francesco Ricci, Kurt Gothelf
Summary: DNA-templated chemical reactions have various applications, such as drug discovery, nucleic acid detection, and targeted drug delivery. This study introduces a new system that translates protein-protein binding events into DNA-templated reactions, resulting in covalent product formation. Using two DNA-antibody conjugates, two protein-templated reactions can occur simultaneously in the same solution without any interference.
Article
Engineering, Chemical
Xiao Cao, Yiwei Dai, Jiaheng Qin, Xin Qi, Yao Qin, Ming Chen, Jiantai Ma, Yu Long
Summary: In this study, a Ce-doped FeOOH catalyst was used for the catalytic synthesis of imines from alcohols and amines in a one-pot oxidative coupling reaction. FeOOH acts as an intermediate facilitating the [O] cycling of Ce4+/Ce3+ and enhances the oxygen-activating capacity of the catalyst to accelerate the rate-controlling step of benzyl alcohol oxidation. The surface of FeOOH is rich in acid sites, which greatly promotes the condensation of aldehyde and amine.
INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH
(2021)
Article
Chemistry, Organic
Cheng-Ting Shih, Bo-Hong Kuo, Chun-Yi Tsai, Mei-Chun Tseng, Jiun-Jie Shie
Summary: This study demonstrates that dibenzocyclooctendiones (DBCDOs) are efficient chemical reagents for the site-specific labeling of arginine-containing biomolecules. DBCDOs undergo an irreversible ring-contracted rearrangement with the guanidinium group on arginine residues under mild reaction conditions, resulting in regioselective dual-labeled arginine residues.
Article
Chemistry, Multidisciplinary
Wang Wan, Yanan Huang, Qiuxuan Xia, Yulong Bai, Yuwen Chen, Wenhan Jin, Mengdie Wang, Di Shen, Haochen Lyu, Yuqi Tang, Xuepeng Dong, Zhenming Gao, Qun Zhao, Lihua Zhang, Yu Liu
Summary: The study reveals that covalent Michael addition can occur during protein aggregation, offering a new pathway for chemical reactions. By designing covalent probes for imaging, chemical proteomics, and therapeutic purposes, different fluorescence color-switch responses can be achieved.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Multidisciplinary
Muhammad Jbara, Jacob Rodriguez, Heemal H. Dhanjee, Andrei Loas, Stephen L. Buchwald, Bradley L. Pentelute
Summary: Organometallic reagents have enabled practical strategies for bioconjugation in water, with a focus on peptides, proteins, and oligonucleotides. The development of bifunctional palladium(II)-oxidative addition complexes allows for high-yielding and chemoselective oligonucleotide bioconjugation reactions, even with a broad range of native thiol-containing biomolecules at low micromolar concentrations. This approach provides a versatile method for creating various oligonucleotide conjugates with other biomolecules, such as peptides, proteins, and small molecules, and allows for the conjugation of multiple copies of oligonucleotides onto a monoclonal antibody.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Physical
Antoine Pesesse, Sophie Carenco
Summary: Thorough characterization of organic reactions during synthesis of copper nanoparticles can help to better understand their properties and explain their behavior in catalytic processes.
CATALYSIS SCIENCE & TECHNOLOGY
(2021)
Review
Multidisciplinary Sciences
Charlotte Sornay, Valentine Vaur, Alain Wagner, Guilhem Chaubet
Summary: The bioconjugation of proteins, a complex process due to their sensitivity and selectivity issues, has been extensively studied. Strategies and reagents have been developed to address chemoselectivity and site-selectivity aspects. This review provides an overview of these strategies, with a focus on utilizing native proteins as substrates.
ROYAL SOCIETY OPEN SCIENCE
(2022)
Review
Polymer Science
Justin M. Horn, Rachel A. Kapelner, Allie C. Obermeyer
Article
Nanoscience & Nanotechnology
Hursh V. Sureka, Allie C. Obermeyer, Romeo J. Flores, Bradley D. Olsen
ACS APPLIED MATERIALS & INTERFACES
(2019)
Article
Biochemistry & Molecular Biology
Aaron Huang, Justin M. Paloni, Amy Wang, Allie C. Obermeyer, Hursh V. Sureka, Helen Yao, Bradley D. Olsen
Review
Chemistry, Physical
Rachel A. Kapelner, Vivian Yeong, Allie C. Obermeyer
Summary: Protein-polyelectrolyte coacervates have potential applications in stabilizing proteins, functioning as adhesives, and impacting the formation of membraneless organelles. Understanding the macromolecular properties that govern phase separation is essential, with key factors including nonspecific intermolecular interactions and specific biological interactions. Factors such as charge magnitude and distribution, polymer chemistry and structure, and post-translational modifications play crucial roles in protein phase separation.
CURRENT OPINION IN COLLOID & INTERFACE SCIENCE
(2021)
Review
Biochemistry & Molecular Biology
Justin M. Horn, Allie C. Obermeyer
Summary: Protein-based therapeutics are a rapidly growing field in disease treatment, and successful intracellular delivery is crucial for expanding their applications. Various methods for modifying proteins and peptides have been developed to improve their cellular translocation efficiency. General strategies such as chemical supercharging or inclusion of cell-penetrating motifs can facilitate intracellular delivery of proteins.
Review
Chemistry, Multidisciplinary
Theanne N. Schiros, Christopher Z. Mosher, Yuncan Zhu, Thomas Bina, Valentina Gomez, Chui Lian Lee, Helen H. Lu, Allie C. Obermeyer
Summary: Current textile production processes, while providing materials with desirable performance properties, are major contributors to global greenhouse gas emissions, microplastic pollution, and toxic wastewater. However, bioengineering of fibers and textiles offers avenues to improve their environmental impacts and technical performance, leading to a more sustainable production.
Article
Multidisciplinary Sciences
Vivian Yeong, Jou-wen Wang, Justin M. Horn, Allie C. Obermeyer
Summary: Phase separation provides intracellular organization and is crucial for cellular processes. This study demonstrates the use of short cationic peptide tags for engineering protein phase separation in bacteria, showing their broad applicability and impact on condensate formation.
NATURE COMMUNICATIONS
(2022)
Article
Chemistry, Multidisciplinary
Supraja S. Chittari, Allie C. Obermeyer, Abigail S. Knight
Summary: Through studying thermoresponsive copolymers, it is found that the nonequilibrium thermal hysteretic behavior is influenced by composition and stimulus path. Analysis of heat-cool cycles reveals that hysteresis in copolymers varies based on side chain length and hydrophobicity. The temperature ramp rate also affects hysteresis, as optimized temperature protocols can trap the material in insoluble states. This study uncovers fundamental principles for harnessing out-of-equilibrium effects in synthetic soft materials.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2023)
Article
Chemistry, Multidisciplinary
Nisha Modi, Siwei Chen, Imelda N. A. Adjei, Briana L. L. Franco, Kyle J. M. Bishop, Allie C. C. Obermeyer
Summary: Membraneless organelles use phase separation and enzymatic reactions for cellular regulation. In this study, a pH-responsive catalytic droplet model was investigated, where enzyme activity induces a pH change that triggers condensate dissolution. The effect of enzymatic reaction on phase separation depends on droplet size. Reaction-diffusion models showed that larger droplets support greater local pH changes and enhanced dissolution.
Article
Chemistry, Multidisciplinary
Rachel A. Kapelner, Rachel S. Fisher, Shana Elbaum-Garfinkle, Allie C. Obermeyer
Summary: This study investigates the potential of using polyelectrolyte complex micelles as protein delivery vehicles and highlights the significant influence of protein charge and charge distribution on complex stability and delivery efficiency. Requirements for effectively delivering proteins under physiological conditions were identified using a model system.
Article
Chemistry, Physical
Justin M. Horn, Yuncan Zhu, So Yeon Ahn, Allie C. Obermeyer
Summary: Intrinsically disordered polypeptides with negative charge were produced and used to create protein-based polyelectrolyte complexes. These complexes exhibited rich phase behavior and were sensitive to various factors, demonstrating both robust expression and stimuli-responsive properties of the intrinsically disordered peptides. These results suggest the potential of intrinsically disordered peptides as easily producible, biocompatible substitutes for synthetic polyelectrolytes.
Article
Chemistry, Physical
Nicholas A. Zervoudis, Allie C. Obermeyer
Summary: This study investigated the impact of protein-specific parameters on complex coacervation, focusing on the effects of protein charge patterning on phase behavior. The results showed that charge patterning dictates the protein's binodal phase boundary, indicating that even modest changes in tag polypeptide sequence can alter coacervation thermodynamics and phase behavior.
Article
Chemistry, Multidisciplinary
Vivian Yeong, Emily G. Werth, Lewis M. Brown, Allie C. Obermeyer
ACS CENTRAL SCIENCE
(2020)
Article
Chemistry, Multidisciplinary
Rachel A. Kapelner, Allie C. Obermeyer
Article
Biochemistry & Molecular Biology
Chad S. Cummings, Allie C. Obermeyer
