A New Protein Conformation Indicator Based on Biarsenical Fluorescein with an Extended Benzoic Acid Moiety

NAKANISHI Jun, MAEDA Mizuo, UMEZAWA Yoshio

doi:10.2116/analsci.20.273

A New Protein Conformation Indicator Based on Biarsenical Fluorescein with an Extended Benzoic Acid Moiety

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NAKANISHI Jun

Bioengineering Laboratory, RIKEN
MAEDA Mizuo

Bioengineering Laboratory, RIKEN
UMEZAWA Yoshio

Department of Chemistry, School of Science, The University of Tokyo

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New Protein Conformation Indicator Based on Biarsenical Fluorescein with an Extended Benzoic Acid Moiety

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We demonstrate herein a new protein conformation indicator based on biarsenical fluorescein with an extended benzoic acid moiety. The present indicator is reactive to a genetically introduced tetracysteine motif (Cys-Cys-Xaa-Xaa-Cys-Cys, where Xaa is a noncysteine amino acid) of proteins. Compared to the original biarsenical fluorescein (FlAsH) and the biarsenical Nile red analogue (BArNile), the present indicator exhibited larger fluorescence intensity changes in response to Ca²⁺-induced conformational rearrangements of calmodulin. A calculation of the highest occupied molecular orbital (HOMO) level of the benzoic acid moiety of the indicator molecule supports possible involvement of a photoinduced electron transfer (PET) process. These results indicate that the present indicator is useful for sensitive detection of protein conformational changes.