Ferrocene–Biotin Conjugates Targeting Cancer Cells: Synthesis, Interaction with Avidin, Cytotoxic Properties and the Crystal Structure of the Complex of Avidin with a Biotin–Linker–Ferrocene Conjugate

作者: Damian Plażuk , Janusz Zakrzewski , Michèle Salmain , Andrzej Błauż , Błażej Rychlik

DOI: 10.1021/OM4003126

关键词:

摘要: Friedel–Crafts acylation of ferrocene with a biotin-derived carboxylic acid having 6-aminohexanoyl linkers attached to the biotin group and desthiobiotin afforded corresponding ferrocene–biotin bioconjugates. These compounds as well biotinyl ferrocenyl ketone exhibit high affinity for avidin. Their cytotoxicity against cancer cell lines various levels receptors (SMVT) was measured revealed that displaying SMVT (SW620) were most susceptible. This suggests serves biological vector delivering cytotoxic moieties cells. The crystal structure complex avidin conjugate two linker units between determined stabilization several different conformations ligand within protein binding pocket.

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