Title:
PROCESS FOR PRODUCING SUGAR PEPTIDE HAVING ASPARAGINE SUGAR CHAIN AND THE SUGAR PEPTIDE
Document Type and Number:
WIPO Patent Application WO/2004/005330
Kind Code:
A1
Abstract:
A process for producing a peptide having at least one asparagine sugar chain, characterized by esterifying a hydroxy group of a hydroxylated resin with the carboxy group of an amino acid in which the amino nitrogen has been protected by a lipid-soluble protective group, eliminating the lipid-soluble protective group to form a free amino group, amidating the free amino group with the carboxy group of an amino acid in which the amino nitrogen has been protected by a lipid-soluble protective group or of the asparagine moiety of an asparagine sugar chain in which the amino nitrogen has been protected by a lipid-soluble protective group, eliminating the lipid-soluble protective group to form a free amino group, repeating the steps (3) and (4) one or more times, and cleaving the resin with an acid; and a sugar peptide capable of being obtained by the production process.
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Inventors:
KAJIHARA YASUHIRO (JP)
Application Number:
PCT/JP2003/008551
Publication Date:
January 15, 2004
Filing Date:
July 04, 2003
Export Citation:
Assignee:
KAJIHARA YASUHIRO (JP)
OTSUKA CHEMICAL CO LTD (JP)
OTSUKA CHEMICAL CO LTD (JP)
International Classes:
C07K5/103; C07K9/00; C08B37/00; (IPC1-7): C07K9/00; C07K1/04; C07K1/06; C08B37/00
Domestic Patent References:
| WO1994008711A1 | 1994-04-28 |
Foreign References:
| JPH10259198A | 1998-09-29 | |||
| JPH11255807A | 1999-09-21 |
Other References:
ICHIRO MATSUO ET AL.: "Synthesis of a glycopeptide carrying a N-linked core pentasaccharide", BIOORGANIC & MEDICINAL CHEMISTRY, vol. 3, no. 11, 1995, pages 1455 - 1463, XP002973385
CARLO UNVERZAGT ET AL.: "Chemoenzymatic synthesis of a sialylated diantennary N-glycan linked to asparagine", CARBOHYDRATE RESEARCH, vol. 305, 1998, pages 423 - 431, XP004131530
LEGER D. ET AL.: "Structure determination of the single glycan of rabbit serotransferrin by methalation analysis and 360 MHz 1H NMR", FEBS LETTERS, vol. 93, no. 2, 1978, pages 255 - 260, XP002973386
BAENZIGER JACQUES U. ET AL.: "Structure of the oligosaccharide of human J chain", THE JOURNAL OF BIOLOGICAL CHEMISTRY, vol. 254, no. 10, 1979, pages 4063 - 4071, XP002973387
POOLA INDRAVATHAMMA ET AL.: "Interaction of asparagine-lonked oligosaccharides with an immobilized rice(oryza sativa) lectin column", BIOCHEMICAL JOURNAL, vol. 250, 1988, pages 117 - 124, XP002973388
See also references of EP 1520858A4
CARLO UNVERZAGT ET AL.: "Chemoenzymatic synthesis of a sialylated diantennary N-glycan linked to asparagine", CARBOHYDRATE RESEARCH, vol. 305, 1998, pages 423 - 431, XP004131530
LEGER D. ET AL.: "Structure determination of the single glycan of rabbit serotransferrin by methalation analysis and 360 MHz 1H NMR", FEBS LETTERS, vol. 93, no. 2, 1978, pages 255 - 260, XP002973386
BAENZIGER JACQUES U. ET AL.: "Structure of the oligosaccharide of human J chain", THE JOURNAL OF BIOLOGICAL CHEMISTRY, vol. 254, no. 10, 1979, pages 4063 - 4071, XP002973387
POOLA INDRAVATHAMMA ET AL.: "Interaction of asparagine-lonked oligosaccharides with an immobilized rice(oryza sativa) lectin column", BIOCHEMICAL JOURNAL, vol. 250, 1988, pages 117 - 124, XP002973388
See also references of EP 1520858A4
Attorney, Agent or Firm:
Tamura, Iwao (9-22 Terauchi 1-chom, Toyonaka-shi Osaka, JP)
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