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Fluorescent Labeling of Protein Using Blue-Emitting 8-Amino-BODIPY Derivatives

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Abstract

8-Amino-BODIPY (boron-dipyrromethane) dyes show bright blue fluorescence. Disclosed here are synthesis and characterization of the photophysical properties of a series of functionalized 8-Amino-BODIPY (BP14) for protein labeling. The compact structure and solvent-insensitive absorption property of the dye are desirable features for protein labeling. For the model protein, bovine serum albumin (BSA), the labeling proceeds under mild condition via amide bond formation or thiol-ene conjugation with maintaining the bright blue fluorescence. The chromatography and mass spectroscopy analysis clearly support the labeling of the BODIPY dye on the BSA. The protein labeling with blue-emitting BODIPY would be applicable for studying protein dynamics and fluorescence resonance energy transfer (FRET) with intrinsic biomolecules.

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Acknowledgements

This work was supported by a grant from Kyung Hee University in 2017 (KHU-20170857). K.H.A thanks the financial support from the Ministry of Health & Welfare (HI13C1378) and Global Research Laboratory Program (2014K1A1A2064569) through the National Research Foundation (NRF) funded by the Ministry of Science, ICT & Future Planning, Korea. D.K acknowledges financial support from the Basic Science Research Program of the Korea National Research Foundation (NRF) funded by the Ministry of Education (2016R1A6A3A03006343). Y.H thanks the Korea NRF (Grant No. 2011-0030072).

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Correspondence to Dokyoung Kim.

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Kim, D., Ma, D., Kim, M. et al. Fluorescent Labeling of Protein Using Blue-Emitting 8-Amino-BODIPY Derivatives. J Fluoresc 27, 2231–2238 (2017). https://doi.org/10.1007/s10895-017-2164-5

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  • DOI: https://doi.org/10.1007/s10895-017-2164-5

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