2.11 Covalent Attachment on a Solid Support
Buch
Herausgeber: Scheuermann, J. ; Li, Y.
Titel: DNA-Encoded Libraries
Print ISBN: 9783132455221; Online ISBN: 9783132437357; Buch-DOI: 10.1055/b000000342
1st edition © 2024. Thieme. All rights reserved.
Georg Thieme Verlag KG, Stuttgart
Fachgebiete: Organische Chemie;Chemische Reaktionen, Katalyse;Organometallchemie;Chemische Labormethoden, Stöchiometrie
Science of Synthesis Reference Libraries
Übergeordnete Publikation
Titel: Science of Synthesis
DOI: 10.1055/b-00000101
Reihenherausgeber: Fürstner, A. (Editor-in-Chief); Carreira, E. M.; Faul, M.; Kobayashi, S.; Koch, G.; Molander, G. A.; Nevado, C.; Trost, B. M.; You, S.-L.
Typ: Mehrbändiges Werk

Abstract

DNA oligonucleotides are polyfunctional molecules, and their various functional groups can interfere with DNA-encoded library synthesis. DNA that is attached to the support used for solid-phase synthesis has functional groups (e.g., exocyclic amines) protected. It is therefore possible to use harsher reaction conditions than would be possible with unprotected DNA, and the use of water-free solvents is also facilitated. For example, amide-bond formation on a solid support tends to be higher yielding than reactions in solution phase.
Schlüsselwörter
DNA-encoded libraries - solid-phase synthesis - on-DNA chemistry - amide-bond formation - protecting groups- 1 Franzini RM, Ekblad T, Zhong N, Wichert M, Decurtins W, Nauer A, Zimmermann M, Samain F, Scheuermann J, Brown PJ, Hall J, Gräslund S, Schüler H, Neri D. Angew. Chem. Int. Ed. 2015; 54: 3927
- 2 Franzini RM, Samain F, Abd Elrahman M, Mikutis G, Nauer A, Zimmermann M, Scheuermann J, Hall J, Neri D. Bioconjugate Chem. 2014; 25: 1453
- 4 Klika Škopić M, Salamon H, Bugain O, Jung K, Gohla A, Doetsch LJ, dos Santos D, Bhat A, Wagner B, Brunschweiger A. Chem. Sci. 2017; 8: 3356