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    Non-fluorescent rhodamines
    2.
    发明授权
    Non-fluorescent rhodamines 有权

    公开(公告)号：US11560365B2

    公开(公告)日：2023-01-24

    申请号：US16977437

    申请日：2019-03-04

    Applicant: THE UNIVERSITY OF TOKYO

    Inventor： Kenjiro Hanaoka ,  Yasuteru Urano ,  Takayuki Ikeno

    IPC: C07D311/82 ,  C09B11/24

    Abstract: A novel non-fluorescent rhodamine dye forms a twisted intramolecular charge transfer state. A substituent that causes steric hindrance is introduced at an ortho position of a dimethylamino group on the xanthene ring of tetramethylrhodamine, which is a general rhodamine that exhibits strong fluorescence, and a certain amount of twist is imparted in a ground state. As a result, the formation of the twisted intramolecular charge transfer state is promoted in the excited state and non-fluorescence is exhibited.

    Fluorescent probe for detecting carboxypeptidase activity
    4.
    发明授权
    Fluorescent probe for detecting carboxypeptidase activity 有权

    公开(公告)号：US12221649B2

    公开(公告)日：2025-02-11

    申请号：US17298477

    申请日：2019-12-02

    Applicant: The University of Tokyo

    Inventor： Yasuteru Urano ,  Mako Kamiya ,  Yugo Kuriki

    IPC: C12Q1/37 ,  C07F9/655 ,  C07F9/6561 ,  C09K11/06 ,  G01N21/64 ,  G01N33/542

    Abstract: A compound is represented by the following general formula (I): The compound or a salt thereof provides a fluorescent probe for detecting carboxypeptidase activity In the formula, R1 represents an alkyl group having 1 to 6 carbon atoms or an alkoxy group having 1 to 6 carbon atoms; T represents an amino acid residue or a residue of an amino acid derivative; S represents a C-terminal amino acid residue. represents a fluorophore, and the fluorophore is a fluorophore in which an absorption/fluorescence wavelength greatly changes or a quenched state changes to a fluorescent state by elimination of the —P(═O)(—R1)-T-S moiety.

    Fluorescent probe for detecting dipeptidyl peptidase IV
    8.
    发明授权
    Fluorescent probe for detecting dipeptidyl peptidase IV 有权

    公开(公告)号：US10383956B2

    公开(公告)日：2019-08-20

    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 ,  C12M1/00 ,  A61B1/04

    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-C3 alkylene group.

    Enzyme-specific intracellularly-retained red fluorescent probe
    10.
    发明授权
    Enzyme-specific intracellularly-retained red fluorescent probe 有权

    公开(公告)号：US11591359B2

    公开(公告)日：2023-02-28

    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 ,  C09K11/06 ,  G01N33/52 ,  G01N33/574 ,  C12Q1/28 ,  C07H17/00 ,  C12Q1/54 ,  C12Q1/66 ,  C12Q1/42

    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.

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