We found a match
Your institution may have access to this item. Find your institution then sign in to continue.
- Title
Selective transformations of complex molecules are enabled by aptameric protective groups.
- Authors
Bastian, Andreas A.; Marcozzi, Alessio; Herrmann, Andreas
- Abstract
Emerging trends in drug discovery are prompting a renewed interest in natural products as a source of chemical diversity and lead structures. However, owing to the structural complexity of many natural compounds, the synthesis of derivatives is not easily realized. Here, we demonstrate a conceptually new approach using oligonucleotides as aptameric protective groups. These block several functionalities by non-covalent interactions in a complex molecule and enable the highly chemo- and regioselective derivatization (>99%) of natural antibiotics in a single synthetic step with excellent conversions of up to 83%. This technique reveals an important structure-activity relationship in neamine-based antibiotics and should help both to accelerate the discovery of new biologically active structures and to avoid potentially costly and cumbersome synthetic routes.
- Subjects
DRUG development; CHEMICAL derivatives; OLIGONUCLEOTIDES; DERIVATIZATION; ANTIBIOTICS
- Publication
Nature Chemistry, 2012, Vol 4, Issue 10, p789
- ISSN
1755-4330
- Publication type
Article
- DOI
10.1038/nchem.1402