Chemical evolution of cyclic dinucleotides: Perspective of the analogs and their preparation

cGAMP as an Adjuvant in Antiviral Vaccines and Cancer Immunotherapy

(2020) Christopher Ritchie et al.   BIOCHEMISTRY

Tuning the Innate Immune Response to Cyclic Dinucleotides Using Atomic Mutagenesis

(2020) Yao Li et al.   CHEMBIOCHEM

Enzymatic Syntheses and Applications of Fluorescent Cyclic Dinucleotides

(2020) Yao Li et al.   CHEMISTRY-A EUROPEAN JOURNAL

Design, synthesis and systematic evaluation of all possible cyclic dinucleotides (CDNs) that activate human stimulator of interferon genes (STING) variants

(2020) Zheng-Hua Wang et al.   Science China-Chemistry

Immunotherapy with engineered bacteria by targeting the STING pathway for anti-tumor immunity

(2020) Daniel S. Leventhal et al.   Nature Communications

Catalytic Promiscuity of cGAS: A Facile Enzymatic Synthesis of 2′‐3′‐Linked Cyclic Dinucleotides

(2020) Katrin Rosenthal et al.   CHEMBIOCHEM

Novel Applications of Biocatalysis to Stereochemistry Determination of 2′3′-cGAMP Bisphosphorothioate (2′3′-cGSASMP)

(2020) Jongwon Lim et al.   ACS Omega

Synthesis and biological evaluation of all possible inosine-mixed cyclic dinucleotides that activate different hSTING variants

(2020) Zhenghua Wang et al.   BIOORGANIC & MEDICINAL CHEMISTRY

Bacterial cGAS-like enzymes synthesize diverse nucleotide signals

(2019) Aaron T. Whiteley et al.   NATURE

Structural basis of STING binding with and phosphorylation by TBK1

(2019) Conggang Zhang et al.   NATURE

Cryo-EM structures of STING reveal its mechanism of activation by cyclic GMP–AMP

(2019) Guijun Shang et al.   NATURE

cAIMP administration in humanized mice induces a chimerization‐level‐dependent STING response

(2019) Anna. H.F. Andersen et al.   IMMUNOLOGY

SLC19A1 Is an Importer of the Immunotransmitter cGAMP

(2019) Christopher Ritchie et al.   MOLECULAR CELL

A conserved PLPLRT/SD motif of STING mediates the recruitment and activation of TBK1

(2019) Baoyu Zhao et al.   NATURE

STING Polymer Structure Reveals Mechanisms for Activation, Hyperactivation, and Inhibition

(2019) Sabrina L. Ergun et al.   CELL

STING pathway agonism as a cancer therapeutic

(2019) Blake A. Flood et al.   IMMUNOLOGICAL REVIEWS

STING activation reprograms tumor vasculatures and synergizes with VEGFR2 blockade

(2019) Hannah Yang et al.   JOURNAL OF CLINICAL INVESTIGATION

SLC19A1 transports immunoreactive cyclic dinucleotides

(2019) Rutger D. Luteijn et al.   NATURE

Highly Efficient Preparation of Cyclic Dinucleotides via Engineering of Dinucleotide Cyclases in Escherichia coli

(2019) Yun Lv et al.   Frontiers in Microbiology

Discovery of IACS-8803 and IACS-8779, potent agonists of stimulator of interferon genes (STING) with robust systemic antitumor efficacy

(2019) Casey R. Ager et al.   BIOORGANIC & MEDICINAL CHEMISTRY LETTERS

Enzymatic Preparation of 2′–5′,3′–5′-Cyclic Dinucleotides, Their Binding Properties to Stimulator of Interferon Genes Adaptor Protein, and Structure/Activity Correlations

(2019) Barbora Novotná et al.   JOURNAL OF MEDICINAL CHEMISTRY

Targeting Stimulator of Interferon Genes (STING): A Medicinal Chemistry Perspective

(2019) Han Zhang et al.   JOURNAL OF MEDICINAL CHEMISTRY

Design, Synthesis, and Biological Evaluation of Amidobenzimidazole Derivatives as Stimulator of Interferon Genes (STING) Receptor Agonists

(2019) Qiumu Xi et al.   JOURNAL OF MEDICINAL CHEMISTRY

Agonists and inhibitors of the STING pathway: Potential agents for immunotherapy

(2019) Jun‐Jun Wu et al.   MEDICINAL RESEARCH REVIEWS

Functionalized Proline-Rich Peptides Bind the Bacterial Second Messenger c-di-GMP

(2018) Carlotta Foletti et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

CDNs–STING Interaction Mechanism Investigations and Instructions on Design of CDN-Derivatives

(2018) Xing Che et al.   JOURNAL OF PHYSICAL CHEMISTRY B

The expanding role of prodrugs in contemporary drug design and development

(2018) Jarkko Rautio et al.   NATURE REVIEWS DRUG DISCOVERY

Enzymatic synthesis of cyclic dinucleotide analogs by a promiscuous cyclic-AMP-GMP synthetase and analysis of cyclic dinucleotide responsive riboswitches

(2018) Katherine D Launer-Felty et al.   NUCLEIC ACIDS RESEARCH

STING agonist therapy in combination with PD-1 immune checkpoint blockade enhances response to carboplatin chemotherapy in high-grade serous ovarian cancer

(2018) Abdi Ghaffari et al.   BRITISH JOURNAL OF CANCER

Targeting STING with cyclic di-GMP greatly augmented immune responses of glycopeptide cancer vaccines

(2018) Jun-Jun Wu et al.   CHEMICAL COMMUNICATIONS

Targeting STING with covalent small-molecule inhibitors

(2018) Simone M. Haag et al.   NATURE

Unlocking P(V): Reagents for chiral phosphorothioate synthesis

(2018) Kyle W. Knouse et al.   SCIENCE

LBA15Preliminary results of the first-in-human (FIH) study of MK-1454, an agonist of stimulator of interferon genes (STING), as monotherapy or in combination with pembrolizumab (pembro) in patients with advanced solid tumors or lymphomas

(2018) K J Harrington et al.   ANNALS OF ONCOLOGY

A Click‐Chemistry Linked 2’3’‐cGAMP Analog

(2018) Clemens Reto Dialer et al.   CHEMISTRY-A EUROPEAN JOURNAL

Novel Mechanism for Cyclic Dinucleotide Degradation Revealed by Structural Studies of Vibrio Phosphodiesterase V-cGAP3

(2018) Ming-jing Deng et al.   JOURNAL OF MOLECULAR BIOLOGY

Assessment of Th1/Th2 Bias of STING Agonists Coated on Microneedles for Possible Use in Skin Allergen Immunotherapy

(2018) Akhilesh Kumar Shakya et al.   MOLECULAR PHARMACEUTICS

Design of amidobenzimidazole STING receptor agonists with systemic activity

(2018) Joshi M. Ramanjulu et al.   NATURE

Structural insights into cGAMP degradation by Ecto-nucleotide pyrophosphatase phosphodiesterase 1

(2018) Kazuki Kato et al.   Nature Communications

Synthesis of All Possible Canonical (3′–5′-Linked) Cyclic Dinucleotides and Evaluation of Riboswitch Interactions and Immune-Stimulatory Effects

(2017) Changhao Wang et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

cGAS senses long and HMGB/TFAM-bound U-turn DNA by forming protein–DNA ladders

(2017) Liudmila Andreeva et al.   NATURE

Fluorescent nucleobases as tools for studying DNA and RNA

(2017) Wang Xu et al.   Nature Chemistry

Cyclic di-GMP: second messenger extraordinaire

(2017) Urs Jenal et al.   NATURE REVIEWS MICROBIOLOGY

Fluorescent analogs of cyclic and linear dinucleotides as phosphodiesterase and oligoribonuclease activity probes

(2017) Jie Zhou et al.   RSC Advances

Computational and NMR spectroscopy insights into the conformation of cyclic di-nucleotides

(2017) Baifan Wang et al.   Scientific Reports

In Vivo Synthesis of Cyclic-di-GMP Using a Recombinant Adenovirus Preferentially Improves Adaptive Immune Responses against Extracellular Antigens

(2016) Fadel S. Alyaqoub et al.   JOURNAL OF IMMUNOLOGY

Nucleoside Phosphate and Phosphonate Prodrug Clinical Candidates

(2016) Peter J. Thornton et al.   JOURNAL OF MEDICINAL CHEMISTRY

Design, Synthesis, and Biological Evaluation of Novel Cyclic Adenosine–Inosine Monophosphate (cAIMP) Analogs That Activate Stimulator of Interferon Genes (STING)

(2016) Thierry Lioux et al.   JOURNAL OF MEDICINAL CHEMISTRY

The Medicinal Chemistry of Therapeutic Oligonucleotides

(2016) W. Brad Wan et al.   JOURNAL OF MEDICINAL CHEMISTRY

Synthesis of Ribonucleosidic Dimers with an Amide Linkage from d-Xylose

(2016) Laurence Arzel et al.   JOURNAL OF ORGANIC CHEMISTRY

Structural Flexibility and Conformation Features of Cyclic Dinucleotides in Aqueous Solutions

(2016) Xing Che et al.   JOURNAL OF PHYSICAL CHEMISTRY B

Activation of STING requires palmitoylation at the Golgi

(2016) Kojiro Mukai et al.   Nature Communications

Antitumor Activity of cGAMP via Stimulation of cGAS-cGAMP-STING-IRF3 Mediated Innate Immune Response

(2016) Tiejun Li et al.   Scientific Reports

Chemical Biology of Nucleic Acids

(2015) Jan Barciszewski et al.   ACS Chemical Biology

Identification and characterization of phosphodiesterases that specifically degrade 3′3′-cyclic GMP-AMP

(2015) Juyi Gao et al.   CELL RESEARCH

Synthesis of Triazole-Linked Analogues of c-di-GMP and Their Interactions with Diguanylate Cyclase

(2015) Silvia Fernicola et al.   JOURNAL OF MEDICINAL CHEMISTRY

An HD-domain phosphodiesterase mediates cooperative hydrolysis of c-di-AMP to affect bacterial growth and virulence

(2015) TuAnh Ngoc Huynh et al.   PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA

Control of bacterial exoelectrogenesis by c-AMP-GMP

(2015) James W. Nelson et al.   PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA

Molecular basis for the specific recognition of the metazoan cyclic GMP-AMP by the innate immune adaptor protein STING

(2015) Heping Shi et al.   PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA

GEMM-I riboswitches fromGeobactersense the bacterial second messenger cyclic AMP-GMP

(2015) Colleen A. Kellenberger et al.   PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA

STING agonist formulated cancer vaccines can cure established tumors resistant to PD-1 blockade

(2015) Juan Fu et al.   Science Translational Medicine

Structural Basis for the Catalytic Mechanism of DncV, Bacterial Homolog of Cyclic GMP-AMP Synthase

(2015) Kazuki Kato et al.   STRUCTURE

Direct Activation of STING in the Tumor Microenvironment Leads to Potent and Systemic Tumor Regression and Immunity

(2015) Leticia Corrales et al.   Cell Reports

Catalytic carbene transfer allows the direct customization of cyclic purine dinucleotides

(2014) Na Fei et al.   CHEMICAL COMMUNICATIONS

Synthesis of Nucleoside Phosphate and Phosphonate Prodrugs

(2014) Ugo Pradere et al.   CHEMICAL REVIEWS

Stimulation of Innate Immunity byIn VivoCyclic di-GMP Synthesis Using Adenovirus

(2014) Benjamin J. Koestler et al.   Clinical and Vaccine Immunology

Quorum sensing and biofilm formation in mycobacteria: Role of c-di-GMP and methods to study this second messenger

(2014) Indra Mani Sharma et al.   IUBMB LIFE

Structural Biochemistry of a Vibrio cholerae Dinucleotide Cyclase Reveals Cyclase Activity Regulation by Folates

(2014) Deyu Zhu et al.   MOLECULAR CELL

Hydrolysis of 2′3′-cGAMP by ENPP1 and design of nonhydrolyzable analogs

(2014) Lingyin Li et al.   Nature Chemical Biology

Synthesis of cyclic dimeric methyl morpholinoside—a common synthetic precursor to cyclic dinucleotide analogs

(2014) Charles R. Kinzie et al.   TETRAHEDRON LETTERS

Anticancer Flavonoids Are Mouse-Selective STING Agonists

(2013) Sujeong Kim et al.   ACS Chemical Biology

Cyclic [G(2′,5′)pA(3′,5′)p] Is the Metazoan Second Messenger Produced by DNA-Activated Cyclic GMP-AMP Synthase

(2013) Pu Gao et al.   CELL

(3′-5′)-Cyclic Dinucleotides: Synthetic Strategies and Biological Potential

(2013) Pascale Clivio et al.   CHEMICAL REVIEWS

Cyclic di-GMP: the First 25 Years of a Universal Bacterial Second Messenger

(2013) U. Romling et al.   MICROBIOLOGY AND MOLECULAR BIOLOGY REVIEWS

Cyclic GMP-AMP Containing Mixed Phosphodiester Linkages Is An Endogenous High-Affinity Ligand for STING

(2013) Xu Zhang et al.   MOLECULAR CELL

The EAL-like protein STM1697 regulates virulence phenotypes, motility and biofilm formation inSalmonella typhimurium

(2013) Irfan Ahmad et al.   MOLECULAR MICROBIOLOGY

cGAS produces a 2′-5′-linked cyclic dinucleotide second messenger that activates STING

(2013) Andrea Ablasser et al.   NATURE

Structural mechanism of cytosolic DNA sensing by cGAS

(2013) Filiz Civril et al.   NATURE

Cyclic di-AMP: another second messenger enters the fray

(2013) Rebecca M. Corrigan et al.   NATURE REVIEWS MICROBIOLOGY

The Innate Immune DNA Sensor cGAS Produces a Noncanonical Cyclic Dinucleotide that Activates Human STING

(2013) Elie J. Diner et al.   Cell Reports

Synthesis and Characterization of a Fluorescent Analogue of Cyclic di-GMP

(2012) Indra Mani Sharma et al.   BIOCHEMISTRY

Identification of c-di-GMP Derivatives Resistant to an EAL Domain Phosphodiesterase

(2012) Carly A. Shanahan et al.   BIOCHEMISTRY

Coordinated Regulation of Accessory Genetic Elements Produces Cyclic Di-Nucleotides for V. cholerae Virulence

(2012) Bryan W. Davies et al.   CELL

Current Methods in Synthesis of Cyclic Oligonucleotides and Analogues

(2012) Maria Gaglione et al.   CURRENT ORGANIC CHEMISTRY

Cyclic di-GMP Sensing via the Innate Immune Signaling Protein STING

(2012) Qian Yin et al.   MOLECULAR CELL

Structure of STING bound to cyclic di-GMP reveals the mechanism of cyclic dinucleotide recognition by the immune system

(2012) Chang Shu et al.   NATURE STRUCTURAL & MOLECULAR BIOLOGY

The structural basis for the sensing and binding of cyclic di-GMP by STING

(2012) Yi-He Huang et al.   NATURE STRUCTURAL & MOLECULAR BIOLOGY

Cyclic GMP-AMP Is an Endogenous Second Messenger in Innate Immune Signaling by Cytosolic DNA

(2012) J. Wu et al.   SCIENCE

Cyclic GMP-AMP Synthase Is a Cytosolic DNA Sensor That Activates the Type I Interferon Pathway

(2012) L. Sun et al.   SCIENCE

A chemical proteomics approach to identify c-di-GMP binding proteins in Pseudomonas aeruginosa

(2011) Juliane Düvel et al.   JOURNAL OF MICROBIOLOGICAL METHODS

Differential Analogue Binding by Two Classes of c-di-GMP Riboswitches

(2011) Carly A. Shanahan et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Conservative Change to the Phosphate Moiety of Cyclic Diguanylic Monophosphate Remarkably Affects Its Polymorphism and Ability To Bind DGC, PDE, and PilZ Proteins

(2011) Jingxin Wang et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

STING is a direct innate immune sensor of cyclic di-GMP

(2011) Dara L. Burdette et al.   NATURE

Convenient Synthesis of a Propargylated Cyclic (3′-5′) Diguanylic Acid and Its “Click” Conjugation to a Biotinylated Azide

(2010) Andrzej Grajkowski et al.   BIOCONJUGATE CHEMISTRY

Synthesis of cyclic di-nucleotidic acids as potential inhibitors targeting diguanylate cyclase

(2010) Shi Min Ching et al.   BIOORGANIC & MEDICINAL CHEMISTRY

Sol–gel immobilization of a thermophilic diguanylate cyclase for enzymatic production of cyclic-di-GMP

(2010) Swathi Pasunooti et al.   JOURNAL OF MOLECULAR CATALYSIS B-ENZYMATIC

One-Flask Syntheses of c-di-GMP and the [Rp,Rp] and [Rp,Sp] Thiophosphate Analogues

(2010) Barbara L. Gaffney et al.   ORGANIC LETTERS

The member of the cyclic di-nucleotide family bis-(3′, 5′)-cyclic dimeric inosine monophosphate exerts potent activity as mucosal adjuvant

(2010) Rimma Libanova et al.   VACCINE

Enzymatic synthesis of c-di-GMP using a thermophilic diguanylate cyclase

(2009) Feng Rao et al.   ANALYTICAL BIOCHEMISTRY

Monitoring of diguanylate cyclase activity and of cyclic-di-GMP biosynthesis by whole-cell assays suitable for high-throughput screening of biofilm inhibitors

(2009) Davide Antoniani et al.   APPLIED MICROBIOLOGY AND BIOTECHNOLOGY

YybT Is a Signaling Protein That Contains a Cyclic Dinucleotide Phosphodiesterase Domain and a GGDEF Domain with ATPase Activity

(2009) Feng Rao et al.   JOURNAL OF BIOLOGICAL CHEMISTRY

ERIS, an endoplasmic reticulum IFN stimulator, activates innate immune signaling through dimerization

(2009) W. Sun et al.   PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA

Synthesis and immunostimulatory properties of the phosphorothioate analogues of cdiGMP

(2008) Hongbin Yan et al.   BIOORGANIC & MEDICINAL CHEMISTRY LETTERS

The Adaptor Protein MITA Links Virus-Sensing Receptors to IRF3 Transcription Factor Activation

(2008) Bo Zhong et al.   IMMUNITY

MPYS, a Novel Membrane Tetraspanner, Is Associated with Major Histocompatibility Complex Class II and Mediates Transduction of Apoptotic Signals

(2008) L. Jin et al.   MOLECULAR AND CELLULAR BIOLOGY

A simple solid-phase synthesis of the ubiquitous bacterial signaling molecule, c-di-GMP and analogues

(2008) Irene Kiburu et al.   Molecular BioSystems

Structural Biochemistry of a Bacterial Checkpoint Protein Reveals Diadenylate Cyclase Activity Regulated by DNA Recombination Intermediates

(2008) Gregor Witte et al.   MOLECULAR CELL

STING is an endoplasmic reticulum adaptor that facilitates innate immune signalling

(2008) Hiroki Ishikawa et al.   NATURE