JP2012162540A5

JP2012162540A5 -

Info

Publication number: JP2012162540A5
Application number: JP2012064302A
Authority: JP
Filing date: 2012-03-21
Publication date: 2013-05-16
Anticipated expiration: 2025-07-26

Claims

General formula:
X _m -G-CL _n
Or a compound of the following general formula:

Compound, or a tautomer, isomer, anhydride, an acid or salt thereof, wherein:
G comprises a cyclam ring structure, an amide bond, be a scaffolding structure further containing an ester bond and / or an ether bond;
CL is a chelator group having a metal coordination center;
X is a functional group that is chemically orthogonal to the chelator group and is suitable for coupling of probe F or functional unit F;
m is an integer and is at least 1; and n is an integer and is at least 2.
A compound or a tautomer, isomer, anhydride, acid or salt thereof .

A tautomer of a compound according to claim 1, isomers, anhydride, an acid or salt, the compound is a metal ion, you characterized in that it is coupled to each of the chelator group, A compound or a tautomer, isomer, anhydride, acid or salt thereof .

The compound according to claim 2 or a tautomer thereof, wherein the metal ion is selected from the group consisting of Ni ²⁺ , Co ²⁺ , Cu ²⁺ , Zn ²⁺ , Fe ²⁺ , Fe ³⁺ , and all lanthanide ions . Isomer, anhydride, acid or salt .

The compound according to any one of claims 1 to 3 , or a tautomer, isomer, anhydride, acid or salt thereof , wherein the chelator group is nitrilotriacetic acid (NTA), Characterized by being selected from the group consisting of iminodiacetic acid (IDA), porphyrins, salicylic acid derivatives, 1,2-diaminoethyldiacetic acid, diaminoethyltriacetic acid, hydroxyethyliminodiacetic acid, and salts or combinations thereof. Or a tautomer, isomer, anhydride, acid or salt thereof .

The compound according to any one of claims 1 to 4 , or a tautomer, isomer, anhydride, acid or salt thereof, wherein the reactive group of the chelator group has a protecting group.

The compound according to any one of claims 1 to 5 , or a tautomer, isomer, anhydride, acid or salt thereof , wherein the spacer group A is between CL and G. A compound or a tautomer, isomer, anhydride, acid or salt thereof characterized by being arranged.

7. A compound according to claim 6 , wherein A is linear or branched.

The spacer group A is poly (ethylene glycol), oligo (ethylene glycol), peptide, n is 1 to 8 (CH _２2 ) _ｎn And a compound according to claim 6 or 7 or a tautomer, isomer, anhydride, acid or salt thereof selected from the group consisting of and oligoproline.

The compound according to any one of claims 1 to 8, or a tautomer, isomer, anhydride, acid or salt thereof , wherein the chelator group has an amide bond, an ester bond or an ether. A compound or a tautomer, isomer, anhydride, acid or salt thereof characterized by being bound to the scaffold structure through a bond.

The compound according to any one of claims 1 to 9, wherein n is 3, or a tautomer, isomer, anhydride, acid or salt thereof.

Hereinafter:
Or a tautomer, isomer, anhydrides, selected from acid or salt, the compound or a tautomer according to any one of claims 1 to 10, isomers, anhydrides, acid or Salt .

The compound according to any one of claims 1 to 11, or a tautomer, isomer, anhydride, acid or salt thereof , wherein the compound is selected from the group consisting of NHR in which the coupling group X is NHR. characterized by being selected, R represents, H, alkyl or aryl, COOH, n is an integer _{_{(CH 2) n -COOH, SH}} , maleimido, acetamide, isothiocyanate or cyanate compound or each other Mutant, isomer, anhydride, acid or salt .

13. The compound according to any one of claims 1 to 12 , or a tautomer, isomer, anhydride, acid or salt thereof , wherein the compound comprises a probe F or a functional unit F in a cup. it characterized in that it is coupled in a ring group X, a compound or a tautomer, isomer, anhydrides, acids or salts.

A tautomer of a compound according to claim 1 3, isomers, anhydride, an acid or salt, the compound is the probe or functional unit F is, fluorophores, FRET-fluorophore , Fluorescence quencher, phosphorescent compound, luminescent compound, absorbing compound, polymer, PEG, oligosaccharide, oligonucleotide, PNA, biotin, hapten, peptide, protein, enzyme, crosslinker, oligoethylene glycol, lipid, nanoparticle, electron density amplification factor, gold clusters, metal clusters, quantum dots, and you being selected from the group consisting of a compound or a tautomer, isomer, anhydrides, acids or salts.

Hereinafter:

Compound selected from, or a tautomer, isomer, anhydride, acid or salt, the compound according to any one of claims 1 to 14, or a tautomer, isomer, Anhydride, acid or salt.

A conjugate comprising the probe F or the functional unit F and the compound according to any one of claims 1 to 15 or a tautomer, isomer, anhydride, acid or salt thereof, A conjugate wherein the probe F or functional unit F is bound to a coupling group X of the compound.

The probe F or the functional unit F is a fluorophore, FRET-fluorophore, fluorescence quencher, phosphorescent compound, luminescent compound, absorbing compound, polymer, PEG, oligosaccharide, oligonucleotide, PNA, biotin, hapten, Characterized by being selected from the group consisting of peptides, proteins, enzymes, crosslinkers, oligoethylene glycols, lipids, nanoparticles, electron density amplification factors, gold clusters, metal clusters, quantum dots, and combinations thereof, Item 17. The conjugate according to Item 16.

and

18. A conjugate according to claim 16 or 17, or a tautomer, isomer, anhydride, acid or salt thereof selected from

A method for producing a compound according to any one of claims 1 to 15 or a tautomer, isomer, anhydride, acid or salt thereof , comprising the synthesis of the scaffold structure. A method comprising coupling at least two chelator groups to the scaffold structure, either later or during synthesis.

The method of claim 19 , wherein the chelator group is protected.

請 Motomeko 1 to 1 compound according to any one of 5 or a tautomer, isomer, anhydrides, conjugate according to any one of acids or salts or claim 16 to 18, the comprising a composition for binding to the affinity tag in the target molecule, the affinity tag is a metal - bound to the chelator complex, composition.

24. The composition of claim 21 , wherein the affinity tag is a peptide tag comprising 4 to 15 amino acids comprising 4 to 15 histidines and 0 to 4 basic amino acids.

23. The composition of claim 21 or 22 , wherein the target molecule is a peptide, polypeptide, protein, peptidomimetic or protein mimetic, or a peptide-modified polymer or peptide-modified dendrimer.

A compound according to any one of claims 1 to 15 or a tautomer, isomer, anhydride, acid or salt thereof, or a conjugate according to any one of claims 16 to 18, Compositions for modification, coupling, oligomerization, detection, monitoring, analysis, or detection of target molecules in vitro , in live cells or lipid vesicles.

請 Motomeko 1 to 1 compound according to any one of 5 or a tautomer, isomer, anhydrides, conjugate according to any one of acids or salts or claim 16 to 18, the A composition for immobilization of a target molecule comprising .

A composition according to claim 2 5, characterized in that before the title compound or a tautomer, isomer, anhydrides, acid or salt, in the surface binding or lipid monolayer or bilayer And a composition .

The surface is a glass mold surface, gold, silver, glass modified with DAPEG, glass modified with PEG polymer or gold modified with PEG polymer, glass silane treated with GOPTS, lipid monolayer or lipid bilayer, metal selenide 27. The composition of claim 26 , selected from a glass mold surface and a gold surface comprising a metal telluride and a metal sulfide.

A compound according to any one of claims 1 to 15 or a tautomer, isomer, anhydride, acid or salt thereof, or a conjugate according to any one of claims 16 to 18. A composition for the production of self-assembled monolayers (SAM) .

請 Motomeko 1 to 1 compound according to any one of 5 or a tautomer, isomer, anhydrides, conjugate according to any one of acids or salts or claim 16 to 18, the Compositions for the production of functional microstructured surfaces and functional nanostructured surfaces and / or protein arrays .

請 Motomeko 1 to 1 compound according to any one of 5 or a tautomer, isomer, anhydrides, conjugate according to any one of acids or salts or claim 16 to 18, the A composition for purification of a target molecule comprising .