Title:
NOVEL FLUORESCENT PROBE
Document Type and Number:
WIPO Patent Application WO/2020/095946
Kind Code:
A1
Abstract:
[Problem] To provide a novel fluorescent probe capable of detecting the enzyme activity of a biomarker highly specific to breast cancer with high sensitivity and high selectivity, by using red fluorescence having a longer wavelength as a response. [Solution] This fluorescent probe is for detecting puromycin-sensitive aminopeptidase (PSA) and includes a compound represented by formula (I) and a salt thereof [in the formula: A represents an alanine residue; B represents an amino acid residue; A is linked with an adjacent N atom by forming an amide bond therewith; B is link with A by forming an amide bond therewith; X represents Si(Ra)(Rb), Ge(Ra)(Rb), Sn(Ra)(Rb), C(Ra)(Rb), P(=O)(Ra), or O (here, Ra and Rb each independently represent a hydrogen atom, an alkyl group, or an aryl group); R1 represents a hydrogen atom or 1-4 identical or different substituent groups independently selected from the group consisting of alkyl groups, carboxyl groups, ester groups, alkoxy groups, amide groups, and azido groups, which are all optionally substituted; R2 represents a hydrogen atom, a hydroxyl group, a cyano group, or an optionally substituted alkyl group, alkoxy group, aryl, or heteroaryl; R3 and R4 each independently represent 1-3 identical or different substituent groups independently selected from the group consisting of a hydrogen atom, a hydroxyl group, halogen atoms, and optionally substituted alkyl groups, sulfo groups, carboxyl groups, ester groups, amide groups, and azido groups; and R5, R6, and R7 each independently represent a hydrogen atom or an alkyl group, where R6 or R7 together with R4 optionally form a ring structure including respective nitrogen atoms bound thereto].
Inventors:
URANO YASUTERU (JP)
KAMIYA MAKO (JP)
OGASAWARA AKIRA (JP)
KAMIYA MAKO (JP)
OGASAWARA AKIRA (JP)
Application Number:
PCT/JP2019/043494
Publication Date:
May 14, 2020
Filing Date:
November 06, 2019
Export Citation:
Assignee:
UNIV TOKYO (JP)
International Classes:
C09K11/06; C07F7/10; C12Q1/37; G01N21/64; G01N33/574
Domestic Patent References:
| WO2012111818A1 | 2012-08-23 | |||
| WO2014136780A1 | 2014-09-12 |
Foreign References:
| JP2018145126A | 2018-09-20 |
Other References:
KAMIYA MAKO: "Rapid cancer imaging by rationally designed fluorescence probes", vol. 11, no. 2, 10 May 2018 (2018-05-10), pages 58, XP055705914
LARRINAGA G. ET AL.: "Altered peptidase activities in thyroid neoplasia and hyperplasia.", DIS. MARKERS, vol. 35, no. 6, 2013, pages 825 - 832, XP055705959
PEREZ I. ET AL.: "Altered activity and expression of cytosolic peptidases in colorectal cancer.", INT. J. MED. SCI., vol. 12, no. 6, 2015, pages 458 - 467, XP055705964
SEVERINI G. ET AL.: "Diagnostic evaluation of alanine aminopeptidase as serum marker for detecting cancer.", CANCER BIOCHEM. BIOPHYS., vol. 12, no. 3, 1991, pages 199 - 204
KAMIYA M. ET AL.: "Rapid and sensitive fluorescent imaging of tiny tumors in vivo and in clinical specimens.", CURR. OPIN. CHEM. BIOL., vol. 33, 2016, pages 9 - 15, XP029723106
LARRINAGA G. ET AL.: "Altered peptidase activities in thyroid neoplasia and hyperplasia.", DIS. MARKERS, vol. 35, no. 6, 2013, pages 825 - 832, XP055705959
PEREZ I. ET AL.: "Altered activity and expression of cytosolic peptidases in colorectal cancer.", INT. J. MED. SCI., vol. 12, no. 6, 2015, pages 458 - 467, XP055705964
SEVERINI G. ET AL.: "Diagnostic evaluation of alanine aminopeptidase as serum marker for detecting cancer.", CANCER BIOCHEM. BIOPHYS., vol. 12, no. 3, 1991, pages 199 - 204
KAMIYA M. ET AL.: "Rapid and sensitive fluorescent imaging of tiny tumors in vivo and in clinical specimens.", CURR. OPIN. CHEM. BIOL., vol. 33, 2016, pages 9 - 15, XP029723106
Attorney, Agent or Firm:
ONO Makoto et al. (JP)
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