Enzymatic Syntheses and Applications of Fluorescent Cyclic Dinucleotides

Overview

Journal Chemistry

Specialty Chemistry

Date 2020 Mar 12

PMID 32157755

Citations 5

Authors

Yao Li

Paul T Ludford 3rd

Andrea Fin

Alexander R Rovira

Yitzhak Tor

Affiliations

Soon will be listed here.

Abstract

Bacterial cyclic dinucleotides (CDNs) play important roles in regulating biofilm formation, motility and virulence. In eukaryotic cells, theses bacterial CDNs are recognized as pathogen-associated molecular patterns (PAMPs) and trigger an innate immune response. We report the photophysical analyses of a novel group of enzymatically synthesized emissive CDN analogues comprised of two families of isomorphic ribonucleotides. The highly favorable photophysical features of the CDN analogues, when compared to their non-emissive natural counterparts, are used to monitor in real time the dinucleotide cyclase-mediated synthesis and phosphodiesterase (PDE)-mediated hydrolysis of homodimeric and mixed CDNs, providing effective means to probe the activities of two classes of bacterial enzymes and insight into their biomolecular recognition and catalytic features.

Citing Articles

Isomorphic Fluorescent Nucleosides.

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PMID: 38613490 PMC: 11079976. DOI: 10.1021/acs.accounts.4c00042.

Azetidines-Containing Fluorescent Purine Analogs: Synthesis and Photophysical Properties.

Hadidi K, Tor Y Chemistry. 2022; 28(30):e202200765.

PMID: 35303392 PMC: 9133108. DOI: 10.1002/chem.202200765.

A New Variant of Emissive RNA Alphabets.

Ludford 3rd P, Yang S, Bucardo M, Tor Y Chemistry. 2022; 28(13):e202104472.

PMID: 35018663 PMC: 8891053. DOI: 10.1002/chem.202104472.

Cytidine deaminase can deaminate fused pyrimidine ribonucleosides.

Ludford 3rd P, Li Y, Yang S, Tor Y Org Biomol Chem. 2021; 19(28):6237-6243.

PMID: 34019616 PMC: 8295196. DOI: 10.1039/d1ob00705j.

Tuning the Innate Immune Response to Cyclic Dinucleotides by Using Atomic Mutagenesis.

Li Y, Fin A, Rovira A, Su Y, Dippel A, Valderrama J Chembiochem. 2020; 21(18):2595-2598.

PMID: 32346955 PMC: 7494572. DOI: 10.1002/cbic.202000162.

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