Proteinaceous-substance-binding low-molecular-weight compound

Patent metadata

Field	Value
Publication number	US-9273151-B2
Application number	US-201214007000-A
Country	US
Kind code	B2
Filing date	Mar 23, 2012
Priority date	Mar 24, 2011
Publication date	Mar 1, 2016
Grant date	Mar 1, 2016

Abstract

The low-molecular-weight compound represented by the general formula (1): ArX-(Linker)-ArYHB (1), wherein ArX is a structure containing an optionally substituted aromatic six-membered ring, ArYHB is a structure containing an optionally substituted aromatic six-membered ring having a proton donor, the atom group “Linker” has not less than 4 and not more than 30 atoms and binds ArX with ArYHB, is used for binding a proteinaceous substance.

First claim

What is claimed is:

1. A method for binding an IgG-Fc or an Fc fusion protein to a low-molecular-weight compound, comprising contacting a low-molecular-weight compound represented by the general formula (I):
ArX-(Linker)-ArYHB  (1)

wherein
ArX is a structure containing an optionally substituted aromatic six-membered ring,
ArYHB is a structure containing an optionally substituted aromatic six-membered ring having a proton donor,
the atom group “Linker” is a structure containing optionally substituted tetrazole, optionally substituted hydantoin, optionally substituted pyrrol, optionally substituted pyridine, optionally substituted 1,3,4-thiadiazole, optionally substituted triazole, optionally substituted aminopyrazolo[3,4-d]pyrimidine, optionally substituted thiazole or nitropyrimidine, or is represented by —U—CZ—V—, wherein CZ is a structure containing an optionally substituted benzene ring or an optionally substituted naphthalene ring, and U and V are respectively composed of a non-hydrogen atom not containing a ring structure and binds ArX with ArYHB, with the IgG-Fc or Fc fusion protein.

2. The method according to claim 1 , wherein the ArYHB in the low-molecular-weight compound has a structure formed by directly binding a hydroxy group or an amino group to the aromatic six-membered ring or a side chain thereof.

3. The method according to claim 1 , wherein the ArX in the low-molecular-weight compound has any one of a halogen group, an amino group, a hydroxy group or a methyl group as a substituent, or the Arx has a structure containing any one of a benzene ring, a naphthalene ring or 1,2-methylenedioxybenzene, or the Arx has both of the substituent and the structure.

4. The method according to claim 1 , wherein the low-molecular-weight compound is any one of the compounds (2) to (17) represented by the following formulae:

5. The method according to claim 1 , wherein the IgG-Fc or Fc fusion protein is an immunoglobulin or a fragment of an immunoglobulin.

6. The method according claim 1 , wherein the IgG-Fc or Fc fusion protein is a monoclonal antibody.

7. The method according to claim 1 , wherein the IgG-Fc or Fc fusion protein is contained in a cell culture medium.

8. An affinity separation matrix, wherein the low-molecular-weight compound represented by the general formula (I):
ArX-(Linker)-ArYHB  (1)

wherein
ArX is a structure containing an optionally substituted aromatic six-membered ring,
ArYHB is a structure containing an optionally substituted aromatic six-membered ring having a proton donor,
the atom group “Linker” is a structure containing optionally substituted tetrazole, optionally substituted hydantoin, optionally substituted pyrrol, optionally substituted pyridine, optionally substituted 1,3,4-thiadiazole, optionally substituted triazole, optionally substituted aminopyrazolo[3,4-d]pyrimidine, optionally substituted thiazole or nitropyrimidine, or is represented by —U—CZ—V—, wherein CZ is a structure containing an optionally substituted benzene ring or an optionally substituted naphthalene ring, and U and V are respectively composed of a non-hydrogen atom not containing a ring structure and binds ArX with ArYHB, with the proteinaceous substance, is immobilized on a water-insoluble base material through a spacer binding to the “Linker” of the low-molecular-weight compound.

9. The method according to claim 2 , wherein the ArX in the low-molecular-weight compound has any one of a halogen group, an amino group, a hydroxy group or a methyl group as a substituent, or the Arx has a structure containing any one of a benzene ring, a naphthalene ring or 1,2-methylenedioxybenzene, or the Arx has both of the substituent and the structure.

10. The method according to claim 9 , wherein the IgG-Fc or Fc fusion protein is an immunoglobulin or a fragment of an immunoglobulin.

11. The method according to claim 2 , wherein the IgG-Fc or Fc fusion protein is an immunoglobulin or a fragment of an immunoglobulin.

12. The method according to claim 3 , wherein the IgG-Fc or Fc fusion protein is an immunoglobulin or a fragment of an immunoglobulin.

13. The method according to claim 4 , wherein the IgG-Fc or Fc fusion protein is an immunoglobulin or a fragment of an immunoglobulin.

14. The method according claim 9 , wherein the IgG-Fc or Fc fusion protein is a monoclonal antibody.

15. The method according claim 2 , wherein the IgG-Fc or Fc fusion protein is a monoclonal antibody.

16. The method according claim 3 , wherein the IgG-Fc or Fc fusion protein is a monoclonal antibody.

17. The method according claim 4 , wherein the IgG-Fc or Fc fusion protein is a monoclonal antibody.

18. The method according to claim 2 , wherein the IgG-Fc or Fc fusion protein is contained in a cell culture medium.

19. The method according to claim 3 , wherein the IgG-Fc or Fc fusion protein is contained in a cell culture medium.

20. The method according to claim 4 , wherein the IgG-Fc or Fc fusion protein is contained in a cell culture medium.

Assignees

• Murata Dai
• Yoshida Shinichi
• Kaneka Corp

Inventors

• Murata Dai
• Yoshida Shinichi

Classifications

• C07K1/22 Primary

  Affinity chromatography or related techniques based upon selective absorption processes · CPC title

• B01J20/3246

  having a well defined chemical structure · CPC title

• B01J20/3202

  characterised by the carrier, support or substrate used for impregnation or coating · CPC title

• B01J20/289

  bonded via a spacer · CPC title

• C07K17/00 Primary

  Carrier-bound or immobilised peptides (carrier-bound or immobilised enzymes C12N11/00); Preparation thereof · CPC title