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Title: Inhibition of selectin binding

Patent ·
OSTI ID:872672

This invention provides compositions for inhibiting the binding between two cells, one expressing P- or L-selectin on the surface and the other expressing the corresponding ligand. A covalently crosslinked lipid composition is prepared having saccharides and acidic group on separate lipids. The composition is then interposed between the cells so as to inhibit binding. Inhibition can be achieved at an effective oligosaccharide concentration as low as 10.sup.6 fold below that of the free saccharide. Since selectins are involved in recruiting cells to sites of injury, these composition scan be used to palliate certain inflammatory and immunological conditions.

Research Organization:
Lawrence Berkeley National Laboratory (LBNL), Berkeley, CA (United States)
DOE Contract Number:
AC03-76SF00098
Assignee:
Regents of University of California ()
Patent Number(s):
US 5985852
OSTI ID:
872672
Country of Publication:
United States
Language:
English

References (61)

Molecular Architecture and Function of Polymeric Oriented Systems: Models for the Study of Organization, Surface Recognition, and Dynamics of Biomembranes journal January 1988
Glycolipids as Immunomodulators: Syntheses and Properties journal December 1991
Lymphocyte homing into lymph nodes: in vitro demonstration of the selective affinity of recirculating lymphocytes for high-endothelial venules. journal September 1976
Synthesis of sialyl Lewis X mimetics: Use of O-α-fucosyl-(1R, 2R)-2-aminocyclohexanol as core structure journal July 1996
Peptides Which Bind to E-selectin and Block Neutrophil Adhesion journal September 1995
Design and Synthesis of Glycomimetic Prototypes - A Model Sialyl Lewis x Ligand for E-Selectin journal January 1994
Ligand Recognition by E-Selectin: Synthesis, Inhibitory Activity and Conformational Analysis of Bivalent Sialyl Lewis x Analogs journal January 1995
ELAM-1 mediates cell adhesion by recognition of a carbohydrate ligand, sialyl-Lex journal November 1990
Intervention of carbohydrate recognition by proteins and nucleic acids. journal October 1996
Lymphocyte homing and leukocyte rolling and migration are impaired in L-selectin-deficient mice journal July 1994
Synthesis of phospholipid-inhibitor conjugates by enzymic transphosphatidylation with phospholipase D journal November 1993
Supramolecular assemblies of diacetylenic aldonamides journal September 1991
Synthesis of antigenic carbohydrate polymers recognized by lectins and antibodies journal January 1988
P-selectin glycoprotein ligand-1 mediates rolling of human neutrophils on P-selectin. journal February 1995
Cardioprotection by liposome-conjugated sialyl Lewisx-oligosaccharide in myocardial ischaemia and reperfusion injury journal December 1995
Granule membrane protein 140 (GMP140) binds to carcinomas and carcinoma-derived cell lines. journal March 1992
Structure--function studies on selectin carbohydrate ligands. Modifications to fucose, sialic acid and sulphate as a sialic acid replacement journal December 1993
Selectin-Carbohydrate Interactions and the Initiation of the Inflammatory Response journal June 1995
Liposome-like fucopeptides as sialyl lewis X mimetics journal November 1996
Enzyme-catalyzed synthesis of carbohydrates journal January 1989
PSGL-1 recognition of P-selectin is controlled by a tyrosine sulfation consensus at the PSGL-1 amino terminus journal October 1995
The three members of the selectin receptor family recognize a common carbohydrate epitope, the sialyl Lewis(x) oligosaccharide journal May 1992
A ‘litmus test’ for molecular recognition using artificial membranes journal February 1996
Selectins and their ligands: current concepts and controversies journal November 1996
Inositol polyanions. Noncarbohydrate inhibitors of L- and P-selectin that block inflammation. journal May 1994
Higher-affinity oligosaccharide ligands for E-selectin. journal March 1993
Tumor necrosis factor participates in the pathogenesis of acute immune complex alveolitis in the rat. journal December 1989
Molecular assemblies of functionalized polydiacetylenes journal January 1995
Sialyl Lewis x Liposomes as a Multivalent Ligand and Inhibitor of E-Selectin Mediated Cellular Adhesion journal January 1996
The chemical-enzymatic synthesis of a carbon glycoside of N-acetyl neuraminic acid journal August 1991
Polymerizable Phospholipid Analogues—New Stable Biomembrane and Cell Models journal November 1980
Shear-dependent inhibition of granulocyte adhesion to cultured endothelium by dextran sulfate journal April 1989
Heparin oligosaccharides bind L- and P-selectin and inhibit acute inflammation journal December 1993
Polymerized liposomes containing C-glycosides of sialic acid: potent inhibitors of influenza virus in vitro infectivity journal February 1993
Synthesis of bioactive sialosides journal January 1993
Liposomes from polymerizable phospholipids journal November 1983
Leukocyte accumulation promoting fibrin deposition is mediated in vivo by P-selectin on adherent platelets journal October 1992
Tyrosine Sulfation of P-selectin Glycoprotein Ligand-1 Is Required for High Affinity Binding to P-selectin journal September 1995
Polydiacetylene Liposomes Functionalized with Sialic Acid Bind and Colorimetrically Detect Influenza Virus journal January 1995
The complement binding-like domains of the murine homing receptor facilitate lectin activity. journal October 1991
Myeloperoxidase activity as a quantitative assessment of neutrophil infiltration into ischemie myocardium journal November 1985
Leukocyte trafficking mediated by selectin-carbohydrate interactions journal May 1995
Supramolecular assemblies, a crystal structure, and a polymer of N-diacetylenic gluconamides journal September 1991
Direct colorimetric detection of a receptor-ligand interaction by a polymerized bilayer assembly journal July 1993
An Efficient Synthesis of N -Allylglycosylamides from Unprotected Carbohydrates journal January 1996
Sulphation requirement for GlyCAM-1, an endothelial ligand for L-selectin journal February 1993
A sulfated peptide segment at the amino terminus of PSGL-1 is critical for P-selectin binding journal October 1995
Synthetic Bilayer Membranes with Anionic Head Groups journal June 1978
Glycomimetic selectin inhibitors: (α-D-mannopyranosyloxy)methylbiphenyls journal March 1996
Rapid neutrophil adhesion to activated endothelium mediated by GMP-140 journal February 1990
Molecular cloning of a CD28 cDNA by a high-efficiency COS cell expression system. journal December 1987
Possible role for cell-surface carbohydrate-binding molecules in lymphocyte recirculation. journal March 1983
Rational Design and Synthesis of a 1,1-Linked Disaccharide That Is 5 Times as Active as Sialyl Lewis X in Binding to E-Selectin journal January 1996
CD62/P-selectin recognition of myeloid and tumor cell sulfatides journal October 1991
Sulfated disaccharide with greater inhibitory potency for L-selectin than sialyl Lewis x journal November 1995
Calcium-dependent heparin-like ligands for L-selectin in nonlymphoid endothelial cells journal July 1993
Highly stereoselective c-allylation of glycopyranosides with allylsilanes catalyzed by silyl triflate or iodosilane journal January 1984
The HNK-1 reactive sulfoglucuronyl glycolipids are ligands for L-selectin and P-selectin but not E-selectin. journal February 1993
GMP-140 binds to a glycoprotein receptor on human neutrophils: evidence for a lectin-like interaction. journal February 1991
Lifetime of the P-selectin-carbohydrate bond and its response to tensile force in hydrodynamic flow journal April 1995
Enzyme-catalyzed oligosaccharide synthesis journal May 1992