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ID: ALA3751752

Journal: Bioorg Med Chem Lett

Title: Total synthesis of a biotinylated rocaglate: Selective targeting of the translation factors eIF4AI/II.

Authors: Chambers JM, Lindqvist LM, Savage GP, Rizzacasa MA.

Abstract: The total synthesis of a biotinylated derivative of methyl rocaglate is described. This compound was accessed from synthetic methyl rocaglate (2) via formation of the propargyl amide and subsequent click reaction with a biotin azide. Affinity purification revealed that biotinylated rocaglate (8) and methyl rocaglate (2) bind with high specificity to translation factors eIF4AI/II. This remarkable selectivity is in line with that found for the more complex rocaglate silvestrol (3).

CiteXplore: 26718843

DOI: 10.1016/j.bmcl.2015.12.045