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Japanese Patent JP7303532

B2

[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].

Yasuteru Urano
Mako Kamiya
Akira Ogasawara

JP2018210101A

July 05, 2023

November 07, 2018

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National University Corporation The University of Tokyo

C12Q1/37; A61K49/00; C07F7/10; C09K11/06; G01N21/64

WO2014106957A1
WO2014136780A1
WO2012111818A1

KAMIYA M. et al.,Rapid and sensitive fluorescent imaging of tiny tumors in vivo and in clinical specimens.,Curr. Opin. Chem. Biol.,2016年,vol.33,pp.9-15
LARRINAGA G. et al.,Altered peptidase activities in thyroid neoplasia and hyperplasia.,Dis. Markers,2013年,vol.35, no.6,pp.825-832
PEREZ I. et al.,Altered activity and expression of cytosolic peptidases in colorectal cancer.,Int. J. Med. Sci.,2015年,vol.12, no.6,pp.458-467
SEVERINI G. et al.,Diagnostic evaluation of alanine aminopeptidase as serum marker for detecting cancer.,Cancer Biochem. Biophys.,1991年,vol.12, no.3,pp.199-204

Makoto Ono
Kennori Kanayama
Yoshiyuki Tsubokura
Kazuki Shigemori
Kenji Ando
Hidehiko Ichikawa
Takahiro Aoki
Yoshie Sakurada
Yosuke Kawasaki
Takuya Gomibuchi
Toshikazu Imato
Youichi Iino
Yusuke Ichikawa
Masahiro Moriyama
Yoshikazu Iwase
Yasufumi Shiroyama

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