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US 12,644,144 B2Granted
Fluorescent probe for detection of ENPP activity
AssigneesThe University of Tokyo, Public University Corporation Nagoya City University, Riken
InventorsYasuteru Urano, Toru Komatsu, Shingo Sakamoto, Hiroyuki Noji, Hidehiko Nakagawa, Mitsuyasu Kawaguchi, Rikiya Watanabe
Life of this patent
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Abstract
Provided is a novel fluorescent probe. A compound of the following general formula (I) or a salt thereof.
Claims9
A compound of the following general formula (I) or a salt thereof:
- wherein
- R1 is one or two monovalent substituents present on a benzene ring, which are electron donating groups independently selected from hydroxyl group, alkoxy group having 1 to 10 carbon atoms, amino group and alkylamino group having 1 to 10 carbon atoms;
- R2 is one or two monovalent substituents independently selected from the group consisting of a sulfonic acid group and a phosphoric acid group;
- R3 and R4 are each independently a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, or a halogen atom;
- R5 and R6 are each independently an alkyl group having 1 to 6 carbon atoms, or an aryl group, wherein the aryl group is selected from a monocyclic aromatic group or a condensed aromatic group, wherein the aryl ring may contain one or more ring forming hetero atoms selected from nitrogen atom, oxygen atom or sulfur atom;
- R7 and R8 are each independently a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, or a halogen atom;
- X is a silicon atom, a phosphorus atom, or a germanium atom;
- Z is an oxygen atom or N+R9R10,
- where R9 and R10 are each independently a hydrogen atom, or an alkyl group having 1 to 10 carbon atoms,
- R9 and R10 are optionally linked together to form a four- to seven-membered heterocyclyl containing a nitrogen atom bonded to R9 and R10, and
- R9 or R10, or each of both R9 and R10 is optionally linked with R3 or R7 to form a five- to seven-membered heterocyclyl or heteroaryl containing a nitrogen atom bonded to R9 or R10, or optionally contains one to three additional hetero atoms selected from the group consisting of an oxygen atom, a nitrogen atom and a sulfur atom as ring forming members, and the heterocyclyl or heteroaryl is optionally substituted with an alkyl having 1 to 6 carbon atoms, an alkenyl having 2 to 6 carbon atoms, an alkynyl having 2 to 6 carbon atoms, an aralkyl group having 6 to 10 carbon atoms, or an alkyl-substituted alkenyl group having 6 to 10 carbon atoms;
- Y is a single bond, —O—(CH2)n1—, —O—(CH2)n2—Ar1—, —NH—(CH2)n3— or —NH—(CH2)n4—Ar2—,
- where n1, n2, n3 and n4 are each independently an integer of 1 to 10, and
- Ar1 and Ar2 are each independently a substituted or unsubstituted arylene group having 6 to 14 carbon atoms, wherein the substituents are selected from halogen atoms and alkyl groups having 1 to 10 carbon atoms;
- and
- is represented by R—S—
- where R is an organic base selected from the group consisting of a nucleic acid base, (CH3)3N+—C2H4—, (CH3CH2)2N—, and R′2N—, wherein the two R′ groups are independently selected from the group consisting of a hydrogen atom, and an alkyl group having 1 to 10 carbon atoms, and
- S is a sugar selected from ribose, deoxyribose, or a single bond.
15 more elements
Dependencies are inferred from the claim text.