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

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 cy...

Full description

Saved in:
Bibliographic Details
Published inChemical communications (Cambridge, England) Vol. 59; no. 28; pp. 4221 - 4224
Main Authors Oger, Samuel, Duchemin, Nicolas, Bendiab, Yara Mayssa, Birlirakis, Nicolas, Skiredj, Adam, Rharrabti, Somia, Jullian, Jean-Christophe, Poupon, Erwan, Smietana, Michael, Arseniyadis, Stellios, Evanno, Laurent
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 04.04.2023
Royal Society of Chemistry
Subjects
Biomimetics
Chemical Sciences
Chemistry
Chemistry, Multidisciplinary
Cyclobutane
DNA
DNA Replication
Medicinal Chemistry
Natural products
Nucleic Acids
Physical Sciences
Science & Technology
Online AccessGet full text

Cover

More Information
Summary: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. We report here a general and scalable method for the synthesis of cyclobutane-containing natural products and analogues thereof via a DNA-templated [2+2] photo-induced homo- and heterodimerization of aplysinopsins.
Bibliography:https://doi.org/10.1039/d3cc00673e
Electronic supplementary information (ESI) available: Details of synthetic procedures and characterization data are provided. See DOI
ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:1359-7345
1364-548X
DOI:10.1039/d3cc00673e