Synthetic glycosulfopeptides and methods of synthesis thereof

Chemistry: natural resins or derivatives; peptides or proteins; – Proteins – i.e. – more than 100 amino acid residues – Glycoprotein – e.g. – mucins – proteoglycans – etc.

Reexamination Certificate

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C530S324000, C530S325000, C530S326000, C530S327000, C530S322000, C530S333000, C530S344000, C530S402000, C530S412000, C514S008100, C514S023000, C514S025000, C514S042000

Reexamination Certificate

active

11121731

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 Lewisxgroup or a sialyl Lewisagroup. In a preferred version the GSPs have an O-glycan comprising a β1,6 linkage to a GalNAc. 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.

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