Title:
ENZYME-SPECIFIC INTRACELLULARLY-RETAINED RED FLUORESCENT PROBE
Document Type and Number:
WIPO Patent Application WO/2018/003686
Kind Code:
A1
Abstract:
[Problem] To provide a fluorescent imaging probe with which it is possible to visualize target cells, such as cells expressing β-galactosidase (lacZ expressing cells), at a single cell level in a selective manner by using a red fluorescence region, and with which it is possible to perform co-staining together with GFP. [Solution] Provided is an intracellularly-retained red fluorescent probe that contains a compound represented by formula (I) or a salt thereof (in the formula: A represents a monovalent group that is cleaved by an enzyme; R1 represents one to four of the same or different substituents that bond with a hydrogen atom or with a benzene ring; R3, R4, R5, and R6 individually represent, independently of each other, -CFR10R11, -CF2R12, a hydrogen atom, a hydroxyl group, an alkyl group, or a halogen atom, where at least one of R3, R4, R5, and R6 is -CFR10R11 or -CF2R12; R2 and R7 individually represent, independently of each other, a hydrogen atom, a hydroxyl group, an alkyl group or a halogen atom; R8 and R9 individually represent, independently of each other, a hydrogen atom or an alkyl group; R10, R11, and R12 individually represent, independently of each other, a hydrogen atom, an alkyl group, or an alkenyl group; X represents Si(Ra)(Rb), where Ra and Rb individually represent, independently of each other, a hydrogen atom or an alkyl group; and Y is -C(=O)- or -RcC(=O)-, where Rc is an alkylene group having 1-3 carbon atoms).
Inventors:
URANO YASUTERU (JP)
KAMIYA MAKO (JP)
ITO HIDEKI (JP)
KAWAMATA YU (JP)
KAMIYA MAKO (JP)
ITO HIDEKI (JP)
KAWAMATA YU (JP)
Application Number:
PCT/JP2017/023171
Publication Date:
January 04, 2018
Filing Date:
June 23, 2017
Export Citation:
Assignee:
UNIV TOKYO (JP)
International Classes:
C12Q1/34; C07H17/00; C09K11/06
Domestic Patent References:
| WO2015174460A1 | 2015-11-19 | |||
| WO2015108172A1 | 2015-07-23 | |||
| WO2012111818A1 | 2012-08-23 | |||
| WO2014106957A1 | 2014-07-10 |
Other References:
KENJIRO HANAOKA ET AL.: "Development of Silicon-substituted Xanthene Dyes and Their Application to Fluorescent Probes", JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY, JAPAN, vol. 74, 1 May 2016 (2016-05-01), pages 512 - 520
WANG, BAOGANG ET AL.: "A general approach to spirolactonized Si-rhodamines", CHEM. COMMUN., vol. 50, 2014, pages 14374 - 14377, XP055451714
ASANUMA, DAISUKE ET AL.: "Sensitive beta- galactosidase-targeting fluorescence probe for visualizing small peritoneal metastatic tumours in vivo", NAT. COMMUN., vol. 6, no. 6463, 2015, pages 1 - 7, XP055451716
EGAWA, TAKAHIRO ET AL.: "Development of a fluorescein analogue, TokyoMagenta, as a novel scaffold for fluorescence probes in red region", CHEM. COMMUN., vol. 47, 2011, pages 4162 - 4164, XP055451726
WANG, BAOGANG ET AL.: "A general approach to spirolactonized Si-rhodamines", CHEM. COMMUN., vol. 50, 2014, pages 14374 - 14377, XP055451714
ASANUMA, DAISUKE ET AL.: "Sensitive beta- galactosidase-targeting fluorescence probe for visualizing small peritoneal metastatic tumours in vivo", NAT. COMMUN., vol. 6, no. 6463, 2015, pages 1 - 7, XP055451716
EGAWA, TAKAHIRO ET AL.: "Development of a fluorescein analogue, TokyoMagenta, as a novel scaffold for fluorescence probes in red region", CHEM. COMMUN., vol. 47, 2011, pages 4162 - 4164, XP055451726
Attorney, Agent or Firm:
ONO Makoto et al. (JP)
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