@article{37d2777d9f2340a98cced934f82b3e7f,
title = "A Click-Chemistry Linked 2′3′-cGAMP Analogue",
abstract = " 2′3′-cGAMP is an uncanonical cyclic dinucleotide where one A and one G base are connected via a 3′-5′ and a unique 2′-5′ linkage. The molecule is produced by the cyclase cGAS in response to cytosolic DNA binding. cGAMP activates STING and hence one of the most powerful pathways of innate immunity. cGAMP analogues with uncharged linkages that feature better cellular penetrability are currently highly desired. Here, the synthesis of a cGAMP analogue with one amide and one triazole linkage is reported. The molecule is best prepared via a first Cu I -catalyzed click reaction, which establishes the triazole, while the cyclization is achieved by macrolactamization.",
keywords = "STING, cGAMP analogue, click chemistry, cyclophane, macrolactamization",
author = "Dialer, {Clemens Reto} and Samuele Stazzoni and Drexler, {David Jan} and M{\"u}ller, {Felix Moritz} and Simon Veth and Alexander Pichler and Hidenori Okamura and Gregor Witte and Hopfner, {Karl Peter} and Thomas Carell",
note = "Funding Information: We thank Milda Nainytė, Dr. Tynchtyk Amatov and Dr. Markus M{\"u}ller for scientific discussions, Dr. David Stephenson for NMR spectroscopy, Dr. Peter Mayer for X-ray analysis and Dr. Werner Spahl for high-resolution mass spectrometry. We thank the Deutsche Forschungsgemeinschaft (DFG) for financial support via the programs SFB1032 (TP-A5), SFB749 (TP-A4) and SPP-1784. Additional funding from the Excellence Cluster EXC117 CiPSM is acknowledged. This project has received additional funding from the European Research Council (ERC) under the European Union{\textquoteright}s Horizon 2020 research and innovation programme (grant agreement n8 EPiR 741912). Funding Information: We thank Milda Nainyt?, Dr. Tynchtyk Amatov and Dr. Markus M?ller for scientific discussions, Dr. David Stephenson for NMR spectroscopy, Dr. Peter Mayer for X-ray analysis and Dr. Werner Spahl for high-resolution mass spectrometry. We thank the Deutsche Forschungsgemeinschaft (DFG) for financial support via the programs SFB1032 (TP-A5), SFB749 (TP-A4) and SPP-1784. Additional funding from the Excellence Cluster EXC117 CiPSM is acknowledged. This project has received additional funding from the European Research Council (ERC) under the European Union's Horizon 2020 research and innovation programme (grant agreement n? EPiR 741912). Publisher Copyright: {\textcopyright} 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim",
year = "2019",
month = feb,
day = "6",
doi = "10.1002/chem.201805409",
language = "English",
volume = "25",
pages = "2089--2095",
journal = "Chemistry - A European Journal",
issn = "0947-6539",
publisher = "Wiley-VCH Verlag",
number = "8",
}