4.8 Article

Nucleophilic covalent ligand discovery for the cysteine redoxome

相关参考文献

注意:仅列出部分参考文献,下载原文获取全部文献信息。
Review Biotechnology & Applied Microbiology

PROTAC targeted protein degraders: the past is prologue

Miklos Bekes et al.

Summary: Targeted protein degradation (TPD) is a new therapeutic modality that can tackle disease-causing proteins which are difficult to target with conventional small molecules. PROTAC molecules, utilizing the ubiquitin-proteasome system to degrade target proteins, has achieved clinical proof-of-concept and attracted significant industry activity. Future directions include identifying target classes suitable for TPD, expanding the use of ubiquitin ligases for precision medicine, and extending the modality beyond oncology.

NATURE REVIEWS DRUG DISCOVERY (2022)

Article Chemistry, Medicinal

The Ascension of Targeted Covalent Inhibitors

Juswinder Singh

Summary: Covalent drugs have had a significant impact on human health, but they were previously avoided by the pharmaceutical industry due to concerns about potential toxicity. However, there has been a resurgence in interest with the clinical success of targeted covalent inhibitors (TCIs) and the approval of eight drugs in the past decade. The ability to create unique drugs through the covalent mechanism of action has led to clinically decisive target product profiles. TCIs have revolutionized the treatment approach for non-small-cell lung cancer and chronic lymphocytic leukemia. This Perspective article highlights the clinical and financial success of this drug class and provides early insights into toxicity, a previously hindering factor in the field.

JOURNAL OF MEDICINAL CHEMISTRY (2022)

Article Chemistry, Multidisciplinary

Discovery of Potent and Selective Inhibitors against Protein-Derived Electrophilic Cofactors

Xie Wang et al.

Summary: Electrophilic cofactors play important roles in physiological and disease processes. This study develops a platform for analyzing the reactivity and selectivity of nucleophilic probes towards main-chain carbonyl cofactors, which can help in the development of selective inhibitors.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2022)

Article Biochemistry & Molecular Biology

Oncogenic KRAS G12C: Kinetic and redox characterization of covalent inhibition

Minh Huynh et al.

Summary: The recent development of mutant-selective inhibitors for the oncogenic KRAS(G12C) allele has generated excitement. These inhibitors covalently engage the mutant C12 thiol, locking the KRAS(G12C) protein in an inactive state. However, there are still mechanistic questions regarding the reactivity of this thiol.

JOURNAL OF BIOLOGICAL CHEMISTRY (2022)

Article Biochemistry & Molecular Biology

UniProt: the universal protein knowledgebase in 2021

Alex Bateman et al.

Summary: The UniProt Knowledgebase aims to provide users with a comprehensive, high-quality set of protein sequences annotated with functional information. Updates over the past two years have increased the number of sequences to approximately 190 million, with new methods to assess proteome completeness and quality. UniProtKB has responded to the COVID-19 pandemic by expertly curating relevant entries and making them rapidly available through a dedicated portal.

NUCLEIC ACIDS RESEARCH (2021)

Article Biochemistry & Molecular Biology

Parallel evaluation of nucleophilic and electrophilic chemical probes for sulfenic acid: Reactivity, selectivity and biocompatibility

Yunlong Shi et al.

Summary: This study evaluates nucleophilic and electrophilic chemical probes for Cys-SOH, demonstrating that a probe based on the norbornene scaffold does not react with validated sulfenic acid models and that purported cross-reactivity of dimedone-like probes with electrophiles is not meaningful in a biological setting. Nucleophilic probes remain the most viable tools for bioorthogonal detection of Cys-SOH.

REDOX BIOLOGY (2021)

Article Chemistry, Multidisciplinary

Functionalized Scout Fragments for Site-Specific Covalent Ligand Discovery and Optimization

Vincent M. Crowley et al.

Summary: Covalent ligands are versatile chemical probes and drugs that target noncanonical sites on proteins, but further optimization is needed to overcome technical challenges. Broadly reactive electrophilic fragments can be converted into site-specific target engagement probes, providing a roadmap to optimize covalent fragments into more advanced chemical probes.

ACS CENTRAL SCIENCE (2021)

Article Chemistry, Multidisciplinary

Wittig reagents for chemoselective sulfenic acid ligation enables global site stoichiometry analysis and redox-controlled mitochondrial targeting

Yunlong Shi et al.

Summary: This study introduces a chemoselective ligation reaction utilizing Wittig reagents and the unique chemical properties of sulfenic acid, enabling the formation of covalent bonds under biocompatible conditions for protein modification and mitochondrial redox studies.

NATURE CHEMISTRY (2021)

Article Chemistry, Multidisciplinary

A proteome-wide atlas of lysine-reactive chemistry

Mikail E. Abbasov et al.

Summary: Recent advances in chemical proteomics have identified and characterized a wide range of uncharted aminophilic chemotypes that greatly expand the ligandable lysines in human proteins. Aminophilic electrophiles showed varying proteomic reactivities, from selective interactions with specific lysines to broad engagement with covalent small-molecule-lysine interactions. The study demonstrates the potential of covalent chemistry in targeting functional lysines in the human proteome, perturbing diverse biochemical functions.

NATURE CHEMISTRY (2021)

Review Biotechnology & Applied Microbiology

Targeting oxidative stress in disease: promise and limitations of antioxidant therapy

Henry Jay Forman et al.

Summary: Oxidative stress plays a role in various diseases, and understanding the mechanisms behind antioxidants and how to enhance antioxidant defences may lead to greater pharmacological success.

NATURE REVIEWS DRUG DISCOVERY (2021)

Review Biochemistry & Molecular Biology

Fragment-based covalent ligand discovery

Wenchao Lu et al.

Summary: Targeted covalent inhibitors have become a focus in drug discovery, with chemoproteomic strategies and fragment-based drug discovery leading to the identification of new drugs and protein targets. This approach enables high-throughput discovery of potential protein targets and allows for targeting of various amino acids using new chemical technologies.

RSC CHEMICAL BIOLOGY (2021)

Review Chemistry, Multidisciplinary

Activity-Based Sensing for Site-Specific Proteomic Analysis of Cysteine Oxidation

Yunlong Shi et al.

ACCOUNTS OF CHEMICAL RESEARCH (2020)

Article Chemistry, Medicinal

An electrophilic warhead library for mapping the reactivity and accessibility of tractable cysteines in protein kinases

Laszlo Petri et al.

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY (2020)

Article Biochemistry & Molecular Biology

miR-125b suppresses oral oncogenicity by targeting the anti-oxidative gene PRXL2A

Yi-Fen Chen et al.

REDOX BIOLOGY (2019)

Review Biochemistry & Molecular Biology

Allosteric disulfides: Sophisticated molecular structures enabling flexible protein regulation

Joyce Chiu et al.

JOURNAL OF BIOLOGICAL CHEMISTRY (2019)

Article Multidisciplinary Sciences

Global redox proteome and phosphoproteome analysis reveals redox switch in Akt

Zhiduan Su et al.

NATURE COMMUNICATIONS (2019)

Review Biochemistry & Molecular Biology

Recent Advances in Selective and Irreversible Covalent Ligand Development and Validation

Tinghu Zhang et al.

CELL CHEMICAL BIOLOGY (2019)

Article Biochemistry & Molecular Biology

DrugBank 5.0: a major update to the DrugBank database for 2018

David S. Wishart et al.

NUCLEIC ACIDS RESEARCH (2018)

Article Biochemistry & Molecular Biology

Chemical proteomics reveals new targets of cysteine sulfinic acid reductase

Salma Akter et al.

NATURE CHEMICAL BIOLOGY (2018)

Article Chemistry, Multidisciplinary

Diverse Redoxome Reactivity Profiles of Carbon Nucleophiles

Vinayak Gupta et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2017)

Article Biochemistry & Molecular Biology

Ligand and Target Discovery by Fragment-Based Screening in Human Cells

Christopher G. Parker et al.

Article Chemistry, Multidisciplinary

Rational design of reversible and irreversible cysteine sulfenic acid-targeted linear C-nucleophiles

Vinayak Gupta et al.

CHEMICAL COMMUNICATIONS (2016)

Article Multidisciplinary Sciences

Proteome-wide covalent ligand discovery in native biological systems

Keriann M. Backus et al.

NATURE (2016)

Article Chemistry, Multidisciplinary

Profiling the reactivity of cyclic C-nucleophiles towards electrophilic sulfur in cysteine sulfenic acid

Vinayak Gupta et al.

CHEMICAL SCIENCE (2016)

Article Multidisciplinary Sciences

A cell cycle-dependent BRCA1-UHRF1 cascade regulates DNA double-strand break repair pathway choice

Haoxing Zhang et al.

NATURE COMMUNICATIONS (2016)

Article Biochemistry & Molecular Biology

Molecular Basis for Redox Activation of Epidermal Growth Factor Receptor Kinase

Thu H. Truong et al.

CELL CHEMICAL BIOLOGY (2016)

Article Biochemistry & Molecular Biology

A proton relay enhances H2O2 sensitivity of GAPDH to facilitate metabolic adaptation

David Peralta et al.

NATURE CHEMICAL BIOLOGY (2015)

Article Chemistry, Multidisciplinary

Substoichiometric Hydroxynonenylation of a Single Protein Recapitulates Whole-Cell-Stimulated Antioxidant Response

Saba Parvez et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2015)

Review Biochemistry & Molecular Biology

Sulfenic acid chemistry, detection and cellular lifetime

Vinayak Gupta et al.

BIOCHIMICA ET BIOPHYSICA ACTA-GENERAL SUBJECTS (2014)

Article Chemistry, Medicinal

Redox-based probes as tools to monitor oxidized protein tyrosine phosphatases in living cells

Francisco J. Garcia et al.

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY (2014)

Review Oncology

HDGF: a novel jack-of-all-trades in cancer

Cihang Bao et al.

FUTURE ONCOLOGY (2014)

Article Biochemistry & Molecular Biology

Hepatoma-derived growth factor and nucleolin exist in the same ribonucleoprotein complex

Stephanie Bremer et al.

BMC BIOCHEMISTRY (2013)

Review Chemistry, Multidisciplinary

Cysteine-Mediated Redox Signaling: Chemistry, Biology, and Tools for Discovery

Candice E. Paulsen et al.

CHEMICAL REVIEWS (2013)

Article Biochemistry & Molecular Biology

Thiol-blocking electrophiles interfere with labeling and detection of protein sulfenic acids

Julie A. Reisz et al.

FEBS JOURNAL (2013)

Article Biochemistry & Molecular Biology

Peroxide-dependent sulfenylation of the EGFR catalytic site enhances kinase activity

Candice E. Paulsen et al.

NATURE CHEMICAL BIOLOGY (2012)

Article Chemistry, Multidisciplinary

Redox-Based Probes for Protein Tyrosine Phosphatases

Stephen E. Leonard et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2011)

Review Biotechnology & Applied Microbiology

The resurgence of covalent drugs

Juswinder Singh et al.

NATURE REVIEWS DRUG DISCOVERY (2011)

Article Multidisciplinary Sciences

Quantitative reactivity profiling predicts functional cysteines in proteomes

Eranthie Weerapana et al.

NATURE (2010)

Review Oncology

Activity-based protein profiling for biochemical pathway discovery in cancer

Daniel K. Nomura et al.

NATURE REVIEWS CANCER (2010)

Article Biochemistry & Molecular Biology

BCCIP regulates homologous recombination by distinct domains and suppresses spontaneous DNA damage

Huimei Lu et al.

NUCLEIC ACIDS RESEARCH (2007)