Title:
GLYCOSULFOPEPTIDES AND METHODS OF SYNTHESIS AND USE THEREOF
Document Type and Number:
WIPO Patent Application WO1999065712
Kind Code:
A3
Abstract:
A new class of synthetic glycosulfopeptides (GSPs) which have one or more sulfated tyrosine residues and a glycan linked to the peptide, the glycan preferably including a sialyl Lewis group or a sialyl Lewis group. In a preferred version the GSPs have an O-glycan comprising a beta 1,6 linkage to a Ga1NAc. The present invention further contemplates in vitro methods of the synthesis of these GSPs without the use of the cells and methods of their use in vivo as powerful anti-inflammatory antithrombotic, or anti-metastatic compounds. The invention also contemplates a method of synthesizing oligosaccharides by cleaving the glycan from the GSP.
Inventors:
CUMMINGS RICHARD D (US)
MCEVER RODGER P (US)
MCEVER RODGER P (US)
Application Number:
PCT/US1999/013455
Publication Date:
April 20, 2000
Filing Date:
June 15, 1999
Export Citation:
Assignee:
CUMMINGS RICHARD D (US)
MCEVER RODGER P (US)
MCEVER RODGER P (US)
International Classes:
C07H3/06; C07K5/00; C07K7/00; C07K14/705; C12N15/56; A61K38/00; (IPC1-7): C07K14/705; A61K38/17; C07H3/06; C12P21/02
Domestic Patent References:
WO1997006176A2 | 1997-02-20 |
Foreign References:
EP0577580A2 | 1994-01-05 |
Other References:
O SEITZ & C-H WONG: "Chemoenzymatic solution- and solid-phase synthesis of O-glycopeptides of the mucin domain of MAdCAM. A general route to O-LacNac, O-Sialyl-LacNac and O-Syalil-Lewis-X peptides", JOURNAL OF THE CHEMICAL SOCIETY., vol. 119, no. 38, 1997, CHEMICAL SOCIETY. LETCHWORTH., GB, pages 8766 - 8776, XP002124244
CHEMICAL ABSTRACTS, vol. 119, no. 17, 25 October 1993, Columbus, Ohio, US; abstract no. 178830, W MEIER ET AL.: "The ELAM ligand fucosyltransferase, ELFT, directs E-selectin binding to a secreted scaffold protein: a method to produce and purify large quantities of specific carbohydrate structures" XP002124245
CHEMICAL ABSTRACTS, vol. 119, no. 17, 25 October 1993, Columbus, Ohio, US; abstract no. 178830, W MEIER ET AL.: "The ELAM ligand fucosyltransferase, ELFT, directs E-selectin binding to a secreted scaffold protein: a method to produce and purify large quantities of specific carbohydrate structures" XP002124245
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