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Updated: Jun 18, 2025
Synthesis of Wavelength-shifting DNA Hybridization Probes by Using Photostable Cyanine Dyes
Published on: July 6, 2016
Oxoammonium Salt-Mediated On-DNA Alcohol Oxidation for DEL Synthesis
Pratik R Chheda1, Nicholas Simmons1, Zhicai Shi2
1Discovery Chemistry, Janssen Research & Development, LLC, San Diego, California 92121, United States.
Abstract:
On-DNA carboxylic acids are important synthetic intermediates in the synthesis of DNA-encoded library (DEL) structures. Herein, we report an oxoammonium salt-mediated, room temperature, solution-phase oxidation of DNA-linked primary alcohols into carboxylic acids. This method exhibits a wide substrate scope, encompassing aliphatic, benzylic, and heterobenzylic alcohols, and is compatible with DEL encoding strategies. This advancement facilitates a DEL strategy to utilize unprotected alcohols as inert, masked carboxylic acids and enables access to noncommercial bifunctional carboxyl intermediates to enhance the accessible chemical diversity within DELs.
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