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Paper | Special issue | Vol 103, No. 1, 2021, pp.392-402
Published online, 16th September, 2020
DOI: 10.3987/COM-20-S(K)23
Synthesis of (Trifluoromethyldiazirinyl)phenylboronic Acid Derivatives for Photoaffinity Labeling

Manami Hashinoki, Natsumi Kurokawa, Yuta Murai, Zetryana Puteri Tachrim, Yasuko Sakihama, Takeyuki Suzuki, and Makoto Hashimoto*

*Division of Applied Bioscience, Graduate School of Agriculture, Hokkaido University, Kita-9, Nishi-9, Kita-ku, Sapporo, Hokkaido 060-8589, Japan

Abstract

Trifluoromethylphenyldiazirine is one of the most reliable photophores for photoaffinity labeling during functional analysis of biologically active compounds. Phenylboronic acid derivatives containing trifluoromethyldiazirinyl moiety have not yet been reported. The construction of the photophore was achieved using (3-formylphenyl)boronic acid and (4-formylphenyl)boronic acid pinacol esters effectively.