Title:
INTRACELLULAR RETENTIVE FLUORESCENT COMPOUND, AND CELL STAINING METHOD AND HIGH-SENSITIVITY CELL DETECTION METHOD EACH USING SAME
Document Type and Number:
WIPO Patent Application WO/2020/250998
Kind Code:
A1
Abstract:
[Problem] As an intracellular retentive fluorescent compound which enables the detection of only a cell having a target cell surface protein expressed thereon in a specific manner and with high sensitivity, an intracellular retentive fluorescent compound represented by general formula (I) is disclosed. In general formula (I), A represents a monovalent hydrophilic group which can be cleaved through an enzymatic reaction; R1, R3 or R5 represents an alkyl group having one or two fluorine atoms at a benzyl position; any one of R1, R2, R3, R4 and R5 contains a hydrophobic fluorescent group; and adjacent two groups among R1, R2, R3, R4 and R5 may share an atom or an atomic group with each other to form a ring, and may form a fluorescent group in conjunction with a benzene ring.
Inventors:
OHUCHI YUYA (JP)
NOGUCHI KATSUYA (JP)
ISHIYAMA MUNETAKA (JP)
KATAYAMA YOSHIKI (JP)
MORI TAKESHI (JP)
NOGUCHI KATSUYA (JP)
ISHIYAMA MUNETAKA (JP)
KATAYAMA YOSHIKI (JP)
MORI TAKESHI (JP)
Application Number:
PCT/JP2020/023120
Publication Date:
December 17, 2020
Filing Date:
June 12, 2020
Export Citation:
Assignee:
DOJINDO LABORATORIES (JP)
UNIV KYUSHU NAT UNIV CORP (JP)
UNIV KYUSHU NAT UNIV CORP (JP)
International Classes:
C09K11/06; C09B57/02; C12Q1/06; G01N21/64; G01N33/53
Domestic Patent References:
| WO2018079859A1 | 2018-05-03 | |||
| WO2015174460A1 | 2015-11-19 | |||
| WO2018003686A1 | 2018-01-04 |
Foreign References:
| JP2017512210A | 2017-05-18 | |||
| US20190100792A1 | 2019-04-04 |
Other References:
KWAN DAVID H., CHEN HONG-MING, RATANANIKOM KHAKHANANG, HANCOCK SUSAN M., WATANABE YOICHIRO, KONGSAEREE PRACHUMPORN T., SAMUELS A. : "Self-immobilizing fluorogenic imaging agents of enzyme activity", ANGEWANDTE CHEMIE , INTERNATIONAL EDITION, vol. 50, no. 1, 3 January 2011 (2011-01-03), pages 300 - 303, XP055771095
HYUN JI YOUNG, PARK SEONG-HYUN, PARK CHEOL WAN, KIM HAN BYEOL, CHO JIN WON, SHIN INJAE: "Trifunctional fluorogenic probes for fluorescence imaging and isolation of glycosidases in Cells", ORGANIC LETTERS, vol. 21, no. 12, 2 May 2019 (2019-05-02), pages 4439 - 4442, XP055771097
ITO HIROKI, KAWAMATA YU, KAMIYA MAKO, TSUDA-SAKURAI KAYOKO, TANAKA SHINJI, UENO TASUKU, KOMATSU TORU, HANAOKA KENJIRO, OKABE SHIGE: "Red-shifted fluorogenic substrate for detection of lacZ-positive cells in living tissue with single- cell resolution", ANGEWANDTE GHEMIE, INTERNATIONAL EDITION, vol. 57, no. 48, 26 November 2018 (2018-11-26), pages 15702 - 15706, XP055771100
DOURA, T ET AL.: "Detection of LacZ positive cells in living tissue with single- cell resolution", ANGEWANDTE CHEMIE , INTERNATIONAL EDITION, vol. 55, no. 33, 2016, pages 9620 - 9624, XP055421732, DOI: 10.1002/anie.201603328
HYUN JI YOUNG, PARK SEONG-HYUN, PARK CHEOL WAN, KIM HAN BYEOL, CHO JIN WON, SHIN INJAE: "Trifunctional fluorogenic probes for fluorescence imaging and isolation of glycosidases in Cells", ORGANIC LETTERS, vol. 21, no. 12, 2 May 2019 (2019-05-02), pages 4439 - 4442, XP055771097
ITO HIROKI, KAWAMATA YU, KAMIYA MAKO, TSUDA-SAKURAI KAYOKO, TANAKA SHINJI, UENO TASUKU, KOMATSU TORU, HANAOKA KENJIRO, OKABE SHIGE: "Red-shifted fluorogenic substrate for detection of lacZ-positive cells in living tissue with single- cell resolution", ANGEWANDTE GHEMIE, INTERNATIONAL EDITION, vol. 57, no. 48, 26 November 2018 (2018-11-26), pages 15702 - 15706, XP055771100
DOURA, T ET AL.: "Detection of LacZ positive cells in living tissue with single- cell resolution", ANGEWANDTE CHEMIE , INTERNATIONAL EDITION, vol. 55, no. 33, 2016, pages 9620 - 9624, XP055421732, DOI: 10.1002/anie.201603328
Attorney, Agent or Firm:
NAKASHIMA Kazuaki (JP)
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