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May 6, 2026Organic & Biomolecular Chemistry0 citations

Guanine O6 and Thymine O4 Phosphitylation in Oligonucleotide Synthesis

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MPManoj PereraDEDhananjani N. A. M. EriyagamaSFShiyue Fang

Key Points

  • The research investigates the side reactions in oligonucleotide synthesis involving phosphitylation.
  • Analysis of phosphitylation reactions
  • Identification of intermediates formed during synthesis
  • Study of the impact on internucleotide bonds.
  • Identified abasic sites and O6 phosphate derivatives as intermediates
  • Showed that these intermediates can cleave internucleotide bonds
  • Noted the occurrence of G-to-2,6-diaminopurine shifts.

Abstract

The guanine O6 phosphitylation side reaction, which can lead to the formation of the intermediates – abasic sites and O6 phosphate derivatives – responsible for internucleotide bond cleavage, and G-to-2,6-diaminopurine...

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Cite This Study

Perera et al. (2025) studied this question.

synapsesocial.com/papers/69faa28f04f884e66b533190https://doi.org/10.1039/d6ob00610h
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Also Consider

Synapse has enriched 5 closely related papers on similar clinical questions. Consider them for comparative context:

  1. 1An improved synthesis of guanosine TNA phosphoramidite for oligonucleotide synthesis2024
  2. 2Late-stage guanine C8–H alkylation of nucleosides, nucleotides, and oligonucleotides via photo-mediated Minisci reaction2024 · 8 citations
  3. 3Chemo-Enzymatic Synthesisof Purine 3′-O-Amino-DeoxyribonucleosideTriphosphates2026
  4. 4Single-Molecule Chemistry Part II: Pathway Analysis of the Oxidation of Guanine to 8-Oxo-7,8-dihydroguanosine in an Oligonucleotide Hybrid2026
  5. 5Amidation of Phosphonoacetate-Modified Oligonucleotides and Evaluation of the Properties of the Synthesized Oligonucleotides2026