Expanding the ‘aplysinospin cascade’ through DNA-templated [2+2] photocycloaddition
Samuel Oger, Nicolas Duchemin, Yara Mayssa Bendiab, Nicolas Birlirakis, Adam Skiredj, Somia Rharrabti, Jean‐Christophe Jullian, Erwan Poupon, Michaël Smietana, Stellios Arseniyadis, Laurent Evanno
Abstract
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.
Topics & Concepts
Nucleic acidDNACascadeCyclobutaneChemistryCombinatorial chemistryComputational biologyNanotechnologyBiologyBiochemistryMaterials scienceOrganic chemistryRing (chemistry)ChromatographyChemical Synthesis and AnalysisClick Chemistry and ApplicationsPhotochromic and Fluorescence Chemistry