4.5 Article

Glutathione-triggered activation of the model of pro-oligonucleotide with benzyl protecting groups at the internucleotide linkage

Journal

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
Volume 26, Issue 2, Pages 622-625

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmcl.2015.11.064

Keywords

Nucleic acid-based therapeutics; Prodrug; Protecting group; Glutathione

Funding

  1. Ministry of Education, Culture, Sports, Science, and Technology, Japan
  2. Takahashi Industrial and Economic Research Foundation

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We have examined substituted benzyl protecting groups for the phosphodiester in oligodeoxyribonucleotides. Stability of the protecting groups in buffer and rates of deprotection by glutathione (GSH) were strongly influenced by benzyl ring substituents. (C) 2015 Elsevier Ltd. All rights reserved.

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