The University of Tokyo

Takahiro Egawa

Tetsuo Nagano

Kenjiro Hanaoka

Yuichiro Koide

Kazuhisa Hirabayashi

Yu Kushida

Takuya Myochin

Koji Numasawa

Wen Piao

[Problem] To provide: a compound resulting from substituting with a silicon atom the oxygen atom at position 10 of a xanthene ring site of a rhodamine of which amino groups at position 3 and position 6 have an asymmetrical structure; a method for producing the compound; and a fluorescent probe that uses the compound. [Solution] The compound represented by general formula (I) or a salt thereof. 

Asymmetrical Si rhodamine and rhodol synthesis

A compound represented by the formula (I) (Rrepresents hydrogen atom or a monovalent substituent; Rand Rrepresent hydrogen atom, an alkyl group, or a halogen atom; Rand Rrepresent an alkyl group or an aryl group; Rand Rrepresent hydrogen atom, an alkyl group, or a halogen atom; Rrepresent hydroxy group or a dialkoxyboranetriyl group; and X represents silicon atom, germanium atom, or tin atom), which is a novel fluorophore usable as a mother nucleus of an off/on type fluorescent probe not utilizing the intramolecular photoinduced electron transfer.

Fluorescent probe

A compound represented by the formula (I) (Rrepresents a substituent on the benzene ring; Rrepresents a monovalent substituent; Rand Rrepresent hydrogen atom, or an alkyl group; Rand Rrepresent an alkyl group, or an aryl group; Rand Rrepresent hydrogen atom, or an alkyl group; Rand Rrepresent hydrogen atom, or a monovalent substituent; and X represents silicon atom, germanium atom, or tin atom), or a salt thereof. 

A compound represented by the formula (I) (one of substituents represented by Ris a trapping group for an object substance for measurement; Rand Rrepresent hydrogen, alkyl, or halogen; Rand Rrepresent alkyl or aryl; Rand Rrepresent hydrogen, alkyl, or halogen; Rrepresents hydrogen, alkylcarbonyl, or alkylcarbonyloxymethyl, and X represents silicon, germanium, or tin, which can be used as a fluorescent probe that enables red color bioimaging using intramolecular photoinduced electron transfer. 

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Tokyo, Japan

Takahiro Egawa