公开(公告)号：US20180052109A1

公开(公告)日：2018-02-22

申请号：US15551149

申请日：2016-02-23

Applicant: The University of Tokyo

Inventor： Yasuteru URANO ,  Mako KAMIYA ,  Akihiko MOROZUMI ,  Shinnosuke UNO ,  Keitaro UMEZAWA

IPC: G01N21/64 ,  A61K49/00 ,  C09K11/06

CPC classification number: G01N21/6458 ,  A61K49/0019 ,  A61K49/005 ,  C09K11/06 ,  C09K2211/1007 ,  C09K2211/1011 ,  C09K2211/1029 ,  C09K2211/1074 ,  C09K2211/1096 ,  G01N21/6428 ,  G01N33/533 ,  G01N33/68 ,  G01N2021/6439 ,  G02B21/0076 ,  G02B27/58

Abstract: [Problem] To provide a novel fluorescent probe for super-resolution imaging that uses fluorescent light emission characteristics that originate from an intermolecular nucleophilic addition-dissociation equilibrium reaction, and to provide a super-resolution fluorescent imaging method that uses the probe. [Solution] A fluorescent probe for super-resolution imaging that comprises a compound represented by formula (I) or a salt thereof(in the formula, X represents an oxygen atom, C(Ra) (Rb), or Si(Ra) (Rb) (wherein Ra and Rb each independently represent a hydrogen atom or an alkyl group), R1 represents a hydrogen atom or an optionally substituted aryl (provided that, if R1 is a phenyl group, the benzene ring of the phenyl group does not have a substituent at position 2 or position 6), R2 and R3 each independently represent 1-3 identical or differing substituents that are independently selected from the group that consists of hydrogen atoms, hydroxyl groups, halogen atoms, optionally substituted alkyl groups, optionally substituted sulfo groups, optionally substituted carboxyl groups, optionally substituted ester groups, optionally substituted amide groups, and optionally substituted azide groups, R4 and R5 each independently represent a hydrogen atom or an optionally substituted alkyl group or N(R4) (R5) forms an amide group or a carbamate group (provided that, if R4 or R5 is an alkyl group, each may form, together with R2, a ring structure that contains the nitrogen atom that is bonded thereto), and R6 and R7 each independently represent a hydrogen atom or an optionally substituted alkyl group or N(R6)(R7) forms an amide group or a carbamate group (provided that, if R6 or R7 is an alkyl group, each may form, together with R3, a ring structure that contains the nitrogen atom that is bonded thereto)), the fluorescent probe for super-resolution imaging being characterized in that the compound represented by formula (I) or the salt thereof undergoes a nucleophilic addition-dissociation equilibrium reaction with a nucleophilic compound that contains an —SH group.

公开(公告)号：US20170045525A1

公开(公告)日：2017-02-16

申请号：US15116661

申请日：2015-02-24

Applicant: THE UNIVERSITY OF TOKYO

Inventor： Yasuteru URANO ,  Mako KAMIYA ,  Keitaro UMEZAWA ,  Masafumi YOSHIDA

IPC: G01N33/68 ,  C09K11/07 ,  C09B19/00 ,  G01N33/58 ,  G01N21/64 ,  C09B11/24

CPC classification number: G01N33/68 ,  C07F7/081 ,  C07F7/0812 ,  C09B11/08 ,  C09B11/24 ,  C09B11/28 ,  C09B19/00 ,  C09K11/06 ,  C09K11/07 ,  C09K2211/1007 ,  C09K2211/1033 ,  C09K2211/1055 ,  C09K2211/1088 ,  C09K2211/1096 ,  G01N21/6428 ,  G01N21/6458 ,  G01N33/582 ,  G01N33/6815 ,  G01N2021/6439 ,  G01N2021/6441

Abstract: [Problem] To provide the following: a novel fluorescent probe for detecting a compound, such as glutathione, that contains a —SH group; a detection method using said fluorescent probe; and a detection kit containing said probe.[Solution] A fluorescent probe for detecting a compound containing an —SH group, wherein the fluorescent probe comprises a compound represented by formula (I) or a salt thereof (In the formula, X represents Si(Ra)(Rb), Ge(Ra)(Rb), Sn(Ra)(Rb), C(Ra)(Rb), or O (wherein Ra and Rb each independently represent a hydrogen atom or alkyl group); R1 represents a hydrogen atom, or 1-4 identical or different substituents independently selected from the group consisting of a cyano group, alkyl group, carboxyl group, ester group, alkoxy group, amide group, and azide group, each of which may be optionally substituted; R2 represents a hydrogen atom, halogen atom, hydroxyl group, cyano group, or an alkyl group, alkynyl group, alkoxy group, aryl, or heteroaryl, each of which may be optionally substituted; R3 and R4 each independently represent a hydrogen atom or 1-3 identical or different substituents independently selected from the group consisting of a hydroxyl group, halogen atom, or an alkyl group, sulfo group, carboxyl group, ester group, amide group and azide group, each of which may be optionally substituted; R5, R6, R7 and R8 each independently represent a hydrogen atom or alkyl group, wherein, R5 or R6, respectively together with R3, may form a ring structure including the nitrogen atoms bonded thereto, or R7 or R8, respectively together with R4, may form a ring structure including the nitrogen atoms bonded thereto).

Abstract translation: [解决方案]用于检测含有-SH基团的化合物的荧光探针，其中所述荧光探针包含由式（I）表示的化合物或其盐（在该式中，X表示Si（Ra）（Rb），Ge Ra）（Rb），Sn（Ra）（Rb），C（Ra）（Rb）或O（其中Ra和Rb各自独立地表示氢原子或烷基）; R1表示氢原子或1-4 相同或不同的取代基，其独立地选自氰基，烷基，羧基，酯基，烷氧基，酰胺基和叠氮基，其各自可以被任选取代; R 2表示氢原子，卤素原子 ，羟基，氰基或烷基，炔基，烷氧基，芳基或杂芳基，其各自可以被任选取代; R 3和R 4各自独立地表示氢原子或1-3个相同或不同的独立选择的取代基 由羟基，卤素原子或烷基基团组成的组 p，磺基，羧基，酯基，酰胺基和叠氮基，其各自可以任选被取代; R 5，R 6，R 7和R 8各自独立地表示氢原子或烷基，其中，R 5或R 6分别与R 3一起形成包含与其结合的氮原子的环结构，或者R 7或R 8与R 4， 可以形成包括与其结合的氮原子的环结构）。