公开(公告)号：US20170157272A1

公开(公告)日：2017-06-08

申请号：US15324147

申请日：2015-07-10

Applicant: The University of Tokyo

Inventor： Yasuteru URANO ,  Yasuyuki SETO ,  Haruna ONOYAMA ,  Yugo KURIKI ,  Mako KAMIYA

IPC: A61K49/00 ,  A61B1/04

CPC classification number: A61K49/0041 ,  A61B1/043 ,  A61K49/00 ,  C12M1/00

Abstract: [Problem] To provide a novel fluorescent probe for dipeptidyl peptidase IV, and a detection method and a detection kit using the fluorescent probe.[Solution] A fluorescent probe for detecting dipeptidyl peptidase IV (DPP-IV), said probe comprising a compound represented by formula (I) or a salt, thereof. In formula (I): A and B are either the same or different and independently represent an amino acid residue, provided that A is bonded via an amide bond to NH in an adjacent formula and B is bonded via an amide bond to A; R1 represents hydrogen atom(s) or 1 to 4 substituents bonded to the benzene ring, said substituents being either the same or different; R2, R3, R4, R5, R6 and R7 independently represent a hydrogen atom, a hydroxyl group, an alkyl group or a halogen atom; R8 and R9 independently represent a hydrogen atom or an alkyl group; and X represents a C1-C5 alkylene group.

公开(公告)号：US20250152758A1

公开(公告)日：2025-05-15

申请号：US18834373

申请日：2023-01-31

Applicant: The University of Tokyo

Inventor： Yasuteru URANO ,  Mako KAMIYA ,  Atsuki ABE ,  Hirofumi FUJII ,  Kazunobu OHNUKI

IPC: A61K51/04 ,  C07C233/05 ,  C07D207/16 ,  C07H3/02 ,  C07H15/04

Abstract: Provided is a novel compound that is promising as a probe for nuclear medical examination. The compound is represented by the following general formula (I) or a salt thereof.

公开(公告)号：US20200087516A1

公开(公告)日：2020-03-19

申请号：US16485962

申请日：2018-02-16

Applicant: The University of Tokyo

Inventor： Yasuteru URANO ,  Mako KAMIYA ,  Ryo TACHIBANA

IPC: C09B11/24 ,  C12Q1/37 ,  A61K49/00

Abstract: [Problem]A problem addressed by the present invention is to provide a novel fluorescent probe having excellent tissue permeability that is capable of detecting the peptidase activity expressed at a high level in cancer cells and the like as a response of long-wavelength red fluorescence.[Solution]A compound represented by formula (I) or a salt thereof: [In the formula, A represents a ring structure selected from the group consisting of a thiophene ring, a cyclopentene ring, a cyclopentadiene ring, and a furan ring; X represents a C0-C3 alkylene group; Y represents O, S, C(═O)O, or NH, Z represents O, C(Ra) (Rb), Si(Ra) (Rb), Ge(Ra) (Rb), Sn(Ra) (Rb), Se, P(Rc), or P(Rc) (═O) (where Ra and Rb each independently represent a hydrogen atom or an alkyl group, and Rc represents a hydrogen atom, an alkyl group, or an aryl group); R1 and R2 each independently represent from one to three of the same or different substituents selected from the group consisting of a hydrogen atom, a hydroxyl group, a halogen atom, and an alkyl group, a sulfo group, a carboxyl group, an ester group, an amide group, and an azide group each of which may be substituted; R3 represents an acyl residue derived from an amino acid (where the acyl residue is a residue obtained by removing an OH group from a carboxyl group of the amino acid); R4 and R5 each independently represent a hydrogen atom or an alkyl group (where when R4 or R5 is an alkyl group, the R4 or R5, together with R2, may form a ring structure comprising a nitrogen atom to which R4 and R5 are bonded).]

公开(公告)号：US20190256544A1

公开(公告)日：2019-08-22

申请号：US16313357

申请日：2017-06-23

Applicant: The University of Tokyo

Inventor： Yasuteru URANO ,  Mako KAMIYA ,  Hiroki ITO ,  Yu KAWAMATA

IPC: C07H17/04 ,  C12Q1/34 ,  G01N33/58

Abstract: It is an object of the present invention to provide a fluorescence imaging probe capable of selectively visualizing target cells such as cells expressing β-galactosidase (lacZ expressing cells) at a single-cell level in a red fluorescence region, and of performing co-staining together with GFP.An intracellularly-retainable red fluorescent probe comprising a compound represented by the following formula (I) or a salt thereof: wherein: A represents a monovalent group cleaved by an enzyme; R1 represents a hydrogen atom, or one to four of the same or different substituents bonded to a benzene ring; R3, R4, R5, and R6 each independently represent —CFR10R11, —CF2R12, a hydrogen atom, a hydroxyl group, an alkyl group, or a halogen atom, wherein at least one of R3, R4, R5, and R6 is —CFR10R11 or —CF2R12; R2 and R7 each independently represent a hydrogen atom, a hydroxyl group, an alkyl group, or a halogen atom; R8 and R9 each independently represent a hydrogen atom or an alkyl group; R10, R11, and R12 each independently represent a hydrogen atom, an alkyl group, or an alkenyl group; X represents Si(Ra) (Rb), wherein Ra and Rb each independently represent a hydrogen atom or an alkyl group; and Y is —C(═O)— or —RcC(═O)—, wherein Rc is an alkylene group having 1-3 carbon atoms.

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）。