Glycoconjugates including more than one peptide
AssigneeNeose Technologies, Inc.
InventorsShawn DeFrees, David Zopf, Robert Bayer, Caryn Bowe, David Hakes, Xi Chen
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Abstract
The invention includes methods and compositions for remodeling a peptide molecule, including the addition or deletion of one or more glycosyl groups to a peptide, and/or the addition of a modifying group to a peptide.
Claims20
A method of forming a covalent conjugate between a first glycosylated or non-glycosylated peptide, and a second glycosylated or non-glycosylated peptide cojoined by a linker moiety, wherein
- said linker moiety is conjugated to said first peptide via a first intact glycosyl linking group interposed between and covalently linked to both said first peptide and said linker moiety, and
- said linker moiety is conjugated to said second peptide via a second intact glycosyl linking group interposed between and covalently linked to both said second peptide and said linker moiety;
- said method comprising:
- (a) contacting said first peptide with a precursor of said linker moiety comprising a precursor of said first intact glycosyl linking group and a precursor of said second intact glycosyl linking group;
- (b) contacting the mixture from (a) with a glycosyl transferase for which said precursor of said first glycosyl linking group is a substrate, under conditions sufficient to convert said precursor of said first intact glycosyl linking group into said first intact glycosyl linking group, thereby forming a first conjugate between said linker moiety precursor and said first peptide;
- (c) contacting said first conjugate with said second peptide and a glycosyltransferase for which said precursor of said second intact glycosyl group is a substrate under conditions sufficient to convert said precursor of said second intact glycosyl linking group into said second glycosyl linking group, thereby forming said conjugate between said linker moiety and said first glycosylated or non-glycosylated peptide, and said second glycosylated or non-glycosylated peptide.
A method of forming a covalent conjugate between a first glycosylated or non-glycosylated peptide, and a second glycosylated or non-glycosylated peptide cojoined by a linker moiety, wherein
- said linker moiety is covalently conjugated to said first peptide, and
- said linker moiety is conjugated to said second peptide via an intact glycosyl linking group interposed between and covalently linked to both said second peptide and said linker moiety,
- said method comprising:
- (a) contacting said first peptide with an activated precursor of said linker moiety comprising:
- a reactive functional group of reactivity complementary to a residue on said first peptide, and a precursor of said intact glycosyl linking group, under conditions sufficient to form a covalent bond between said reactive functional group and said residue, thereby forming a first conjugate;
- and
- (b) contacting said first conjugate with said second peptide and a glycosyltransferase for which said precursor of said intact glycosyl linking group is a substrate, under conditions sufficient to convert said precursor of said intact glycosyl linking group into said intact glycosyl linking group, thereby forming said conjugate between said first glycosylated or non-glycosylated peptide, and said second glycosylated or non-glycosylated peptide cojoined by said linker moiety.
Dependencies are inferred from the claim text.