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Carbohydrate-ligand conjugates and their application for the analysis of carbohydrate-protein interaction achieved

Foreign code F110005564
File No. P028P08WO
Posted date Sep 8, 2011
Country United States of America
Application number 59004505
Gazette No. 20070287195
Gazette No. 8765384
Date of filing Feb 18, 2005
Gazette Date Dec 13, 2007
Gazette Date Jul 1, 2014
International application number JP2005003220
International publication number WO2005077965
Date of international filing Feb 18, 2005
Date of international publication Aug 25, 2005
Priority data
  • P2004-041994 (Feb 18, 2004) JP
  • 2005WO-JP03220 (Feb 18, 2005) WO
Title Carbohydrate-ligand conjugates and their application for the analysis of carbohydrate-protein interaction achieved
Abstract (US8765384)
A novel ligand conjugate which is effectively utilizable for analyzing a function of a protein; a ligand-supporting object; and a method of analyzing a protein.
The ligand conjugate has a structure which comprises: a linker compound having a structure represented by the following General Formula (1): (wherein n and p each is an integer of 0 to 6) in which X is a structure comprising one, two, or three hydrocarbon derivative chains which have an aromatic amino group at the end and may have a carbon-nitrogen bond in the main chain, Y is a hydro-carbon structure containing one or more sulfur atoms, and Z is a straight-chain structure comprising a carbon-carbon bond or carbon-oxygen bond; and a sugar which has a reducing end and is bonded to the linker compound through the aromatic amino group.
Scope of claims [claim1]
1. A ligand conjugate comprising a linker compound and a sugar chain, the linker compound having a structure represented by General Formula (1):
where p and q are independently integers of not less than 1 but not more than 6, in which
X is a structure represented by formula 3:
wherein m4 and m5 are each independently integers of not less than 1 but not more than 6, and R' is a hydrogen (H) or R,
Y is a hydrocarbon structure having an S -- S bond or an S -- H group,
Z is a straight-chain structure comprising a carbon-carbon bond or carbon-oxygen bond, and
R comprises a substituent derived from the sugar chain selected from the group consisting of:
[claim2]
2. The ligand conjugate of claim 1, wherein: Z has a structure of Formula (5) or (6):
where n1 and n2 are independently integers of not less than 1 but not more than 6.
[claim3]
3. The ligand conjugate as set forth in claim 1 having a structure represented by General Formula (108):
where n1 is an integer of not less than 1 but not more than 6.
[claim4]
4. A ligand carrier in which the ligand conjugate as set forth in any one of claims 1, 2 or 3 is immobilized on a support having a metal on a surface thereof.
[claim5]
5. A method for analyzing protein, comprising: allowing the ligand conjugate as set forth in any one of claim 1, 2, or 3 to come in contact with a support having a metal on a surface thereof so as to prepare a ligand carrier in which the ligand conjugate is immobilized on the support;
analyzing intermolecular interaction by surface plasmon resonance (SPR) after allowing the ligand carrier to come in contact with a protein solution; and
performing mass spectroscopy after the analysis of the intermolecular interaction, so as to identify a protein bound on the ligand carrier.
[claim6]
6. The ligand conjugate as set forth in claim 1, wherein m4 and m5 are each 2.
[claim7]
7. A method for analyzing protein, comprising: allowing the ligand carrier of claim 4 to come in contact with a protein solution, and analyzing intermolecular interaction by SPR measurement.
  • Inventor, and Inventor/Applicant
  • SUDA YASUO
  • JAPAN SCIENCE AND TECHNOLOGY AGENCY
  • KAGOSHIMA UNIVERSITY
IPC(International Patent Classification)
U.S. Cl./(Sub)
  • C07H015/04
  • G01N033/531
  • S01N400/00
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