Vitamin B <sub>12</sub> Suitably Tailored for Disulfide-Based Conjugation

  • Wierzba A
  • Wojciechowska M
  • Trylska J
 et al. 
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Abstract

Vitamin B12 has been proposed as a natural vector for in vivo delivery of biologically active compounds. Most synthetic methodologies leading to vitamin B12 conjugates involved functionalization at the 5' position via either carbamate-based linkages or using copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC) leading to stable conjugates that are not cleaved within the cell. We have developed a novel vitamin B12 derivative suitably tailored for disulfide-based conjugation that can undergo cleavage in the presence of glutathione (GSH) - the most abundant thiol in mammalian cells. This active compound is simple to prepare and allows for direct disulfide-based attachment of therapeutic cargos.

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Authors

  • Aleksandra Wierzba

  • Monika Wojciechowska

  • Joanna Trylska

  • Dorota Gryko

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