Expanding the 'aplysinospin cascade' through DNA-templated [2+2] photocycloaddition.

Autor: Oger S; Université Paris-Saclay, CNRS, BioCIS, 17, Avenue des Sciences, 91400, Orsay, France. erwan.poupon@universite-paris-saclay.fr., Duchemin N; Queen Mary University of London, Department of Chemistry, Mile End Road, E1 4NS, London, UK. s.arseniyadis@qmul.ac.uk., Bendiab YM; Université Paris-Saclay, CNRS, BioCIS, 17, Avenue des Sciences, 91400, Orsay, France. erwan.poupon@universite-paris-saclay.fr., Birlirakis N; Département de Chimie, Ecole Normale Supérieure, PSL Research University, CNRS, Laboratoire des Biomolecules (LBM), 24 rue Lhomond, 75005, Paris, France., Skiredj A; Université Paris-Saclay, CNRS, BioCIS, 17, Avenue des Sciences, 91400, Orsay, France. erwan.poupon@universite-paris-saclay.fr., Rharrabti S; Université Paris-Saclay, CNRS, BioCIS, 17, Avenue des Sciences, 91400, Orsay, France. erwan.poupon@universite-paris-saclay.fr., Jullian JC; Université Paris-Saclay, CNRS, BioCIS, 17, Avenue des Sciences, 91400, Orsay, France. erwan.poupon@universite-paris-saclay.fr., Poupon E; Université Paris-Saclay, CNRS, BioCIS, 17, Avenue des Sciences, 91400, Orsay, France. erwan.poupon@universite-paris-saclay.fr., Smietana M; Institut des Biomolécules Max Mousseron, Université de Montpellier, CNRS, ENSCM, 1919 Route de Mende, 34095, Montpellier, France. michael.smietana@umontpellier.fr., Arseniyadis S; Queen Mary University of London, Department of Chemistry, Mile End Road, E1 4NS, London, UK. s.arseniyadis@qmul.ac.uk., Evanno L; Université Paris-Saclay, CNRS, BioCIS, 17, Avenue des Sciences, 91400, Orsay, France. erwan.poupon@universite-paris-saclay.fr.
Jazyk: angličtina
Zdroj: Chemical communications (Cambridge, England) [Chem Commun (Camb)] 2023 Apr 04; Vol. 59 (28), pp. 4221-4224. Date of Electronic Publication: 2023 Apr 04.
DOI: 10.1039/d3cc00673e
Abstrakt: Inspired by the unique ability of nucleic acids to template chemical transformations that are otherwise impossible in solution, we embarked on the generalisation of our DNA-templated [2+2] photo-induced homo- and heterodimerization of aplysinopsins. Our process ensures a straightforward access to cyclobutane containing natural products and analogues thereof. Most importantly, this conceptual biomimetic achievement presents interesting arguments to build a biosynthetic scenario.
Databáze: MEDLINE
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