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The 2-acetylthioethyl ester group: A versatile protective group for P-OH-groups
Authors:Jens C. Markwart  Frederik R. Wurm
Affiliation:1. Max-Planck-Institut für Polymerforschung (MPIP), Ackermannweg 10, 55128, Mainz, Germany;2. Graduate School Materials Science in Mainz, Staudinger Weg 9, 55128, Mainz, Germany
Abstract:
Phosphodiesters are bridging elements in nucleic acids. In nature and synthesis, their negative charge protects them from hydrolysis and controls their solubility profile. RNA is a promising material for gene technology but cellular uptake is low due to negative charges. Synthetic oligonucleotides were delivered into cells by a prodrug approach relying on the enzymatic release of the polyphosphodiester oligonucleotides. In synthetic chemistry, a protective group for the P/>OH functionality is often necessary, e.g. due to solubility or chemical incompatibility. Several methods for P<img style=
Keywords:Polyphosphoester  Protective group  ADMET  Adhesive  Phosphorus
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