Labeled compound and detection method using the same
AssigneeSony Corporation
InventorMari Ichimura
Life of this patent
Estimating the term…
Abstract
A labeled compound is so designed that an aromatic tertiary amine compound is bondable with a biomolecule. One of S1 and S2 contains a group bound with a molecular chain 10 (e.g. an oligonucleotide) capable of binding with a biomolecule or a reactive group covalently binding with a reactive group present in the biomolecule, n is 0 or 1, R3 is a phenyl group or a naphthyl group, Ar1 is a phenylene group or a naphthylene group, and Ar2 is any of a phenylene group, a naphthylene group, an anthrylene group, and a phenanthrene group. The detection of a fluorescence emitted by excitation of the labeled compound bound to a biomolecule ensures the biomolecule being detected at high sensitivity and a high SN ratio.
Claims20
A labeled compound designed to enable an aromatic tertiary amine compound represented by the following general formula (1) to be bound with a sample molecule:
- in which n is 0 or 1,
- one of S1 and S2 represents a molecular chain-bound group in which a molecular chain capable of binding with a sample molecule is bound to a divalent spacer having an alkyl chain that may have a divalent group selected from the following Gp1 at a main chain thereof, or a reactive group selected from the following Gp3, the other of S1 and S2 represents a group selected from the following Gp2,
- R1 and R2 may be the same or different and represent a group selected from a hydro group, an alkyl group and an aryl group that may contain a hetero atom,
- R3 represents a group selected from a hydro group, an alkyl group that may have a substituent selected from the following Gp2, an aryl group that may have a substituent group, and a vinyl group that may have a substituent group, and
- Ar1 and Ar2 individually represent a divalent group and may be the same or different and represent an arylene group or a vinylene group in which Ar2 has at least one substituent group selected from an alkyl group, an aryl group, a cyano group, a trifluoromethyl group and a halo group and when n is 1, Ar1 and R1 or/and Ar2 and R2 may join together to form a ring, provided that
- Gp1 is a divalent group and represents an arylene group that may contain a hetero atom, a vinylene group, a carbonyl group, an oxy group, an oxycarbonyl group, a thio group, a sulfinyl group, a sulfonyl group, an imino group, a urylene group, an amide group or a silylene group,
- Gp2 is a monovalent group and represents a hydro group, an alkyl group, an aryl group, a vinyl group that may contain a substituent group, an amino group, a mercapto group, a hydroxy group, a carbamoyl group, a sulfino group, a sulfo group, a carboxy group or a halo group, and
- Gp3 is a monovalent group and represents an N-hydroxysuccinimide ester group, a hydroxysulfosuccinimide ester group, an imide ester group, an isothiocyanate group, an isocyanate group, a maleimide group, a carboxyl group, an aldehyde group, a glyoxal group, an imido ester group, an oxirane group, a triazine group, a carbodiimide group, an aziridine group, a halogenated acyl group, a halogenated alkyl group, a halogenated sulfonyl group or a vinyl sulfone group.
A detection method of a sample molecule using a labeled compound, the method comprising the steps of:
- binding a labeled compound defined in a labeled compound designed to enable an aromatic tertiary amine compound represented by the following general formula (1) to be bound with a sample molecule
- in which n is 0 or 1,
- one of S1 and S2 represents a molecular chain-bound group wherein a molecular chain capable of binding with a sample molecule is bound to a divalent spacer having an alkyl chain that may have a divalent group selected from the following Gp1 at a main chain thereof, or a reactive group selected from the following Gp3, the other of S1 and S2 represents a group selected from the following Gp2,
- R1 and R2 may be the same or different and represent a group selected from a hydro group, an alkyl group and an aryl group that may contain a hetero atom,
- R3 represents a group selected from a hydro group, an alkyl group that may have a substituent selected from the following Gp2, an aryl group that may have a substituent group and a vinyl group that may have a substituent group, and
- Ar1 and Ar2 individually represent a divalent group and may be the same or different and represent an arylene group or a vinylene group wherein Ar2 has at least one substituent group selected from an alkyl group, an aryl group, a cyano group, a trifluoromethyl group and a halo group and when n is 1, Ar1 and R1 or/and Ar2 and R2 may join together to form a ring, provided that
- Gp1 is a divalent group and represents an arylene group that may contain a hetero atom, a vinylene group, a carbonyl group, an oxy group, an oxycarbonyl group, a thio group, a sulfinyl group, a sulfonyl group, an imino group, a urylene group, an amide group or a silylene group,
- Gp2 is a monovalent group and represents a hydro group, an alkyl group, an aryl group, a vinyl group that may contain a substituent group, an amino group, a mercapto group, a hydroxy group, a carbamoyl group, a sulfino group, a sulfo group, a carboxy group or a halo group, and
- Gp3 is a monovalent group and represents an N-hydroxysuccinimide ester group, a hydroxysulfosuccinimide ester group, an imide ester group, an isothiocyanate group, an isocyanate group, a maleimide group, a carboxyl group, an aldehyde group, a glyoxal group, an imido ester group, an oxirane group, a triazine group, a carbodiimide group, an aziridine group, a halogenated acyl group, a halogenated alkyl group, a halogenated sulfonyl group or a vinyl sulfone group, to a sample molecule;
- and
- detecting a fluorescence emitted from said labeled compound bound to said sample molecule by irradiation of light.
Dependencies are inferred from the claim text.