Sulfhydryl-Reactive BODIPY Derivatives

Figure 9.34 The long side chain of this BODIPY derivative contains a sulfhydryl-reactive iodoacetamide group that can couple to a thiol group to form a thioether bond.

Br-BODIPY 493/503 is insoluble in aqueous reaction mixtures, but may be dissolved in DMF or DMSO as a concentrated stock solution prior to addition of a small amount to a buffered solution. Coupling to sulfhydryl-containing molecules is rapid, leading to the formation of a thioether linkage. The reaction may be done in 50mM sodium borate, 5mM EDTA, pH 8.3. An important consideration is to protect the iodoacetyl derivative from light which may generate iodine and reduce the reactivity of the probe. 

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