Methods For Glycoprotein And Glycopeptide Synthesis
- Technology Benefits
- New methods for synthesizing bioactive glycoproteins.
- Detailed Technology Description
- None
- Supplementary Information
- Patent Number: US7193034B2
Application Number: US2005221199A
Inventor: Bertozzi, Carolyn R.
Priority Date: 23 Sep 1998
Priority Number: US7193034B2
Application Date: 6 Sep 2005
Publication Date: 20 Mar 2007
IPC Current: A61K003800 | C07K000706 | C07K000708 | C07K000900 | C07K001400 | C12N000502
US Class: 530300 | 435325 | 530305 | 530326 | 530327 | 5360186 | 560019 | 514002 | 514012 | 514023 | 514025 | 514052
Assignee Applicant: The Regents of the University of California
Title: Synthetic peptides, conjugation reagents and methods
Usefulness: Synthetic peptides, conjugation reagents and methods
Summary: The compositions are useful for making synthetic peptide conjugates. These peptides may be synthesized in vitro or in vivo and may be incorporated into cells or cellular structures.
Novelty: Synthetic peptides comprising substituted or unsubstituted 2S-amino-levulinic acid residue, for incorporation into peptides e.g. which have therapeutic interest
- Industry
- Biomedical
- Sub Category
- DNA/Gene Engineering
- Application No.
- 7193034
- Others
-
Tech ID/UC Case
18598/1999-010-0
Related Cases
1999-010-0
- *Abstract
-
This invention provides methods and compositions useful for making synthetic peptide conjugates. Glycoprotein pharmaceuticals are major targets for the biotechnology industry and include widely used therapeutic agents such as TPA, EPO, and monoclonal antibodies. Glycosylation presents special challenges in drug discovery, development and manufacture due to the heterogeneity of oligosaccharide structures on peptides. New strategies for the production and control of oligosaccharide formation and uniformity would facilitate the development and utility of glycoprotein pharmaceutical agents. This invention relates to the development of novel methods for the synthesis of glycopeptides based on the selective reaction of nucleophilic carbohydrate derivatives with ketone containing peptides. Peptides bearing unnatural ketone side chains can be generated using N-protected (2S)-aminolevulinic acid by solid-phase peptide synthesis (SPPS). Oligosaccharides functionalized at their reducing termini with aminooxy, hydrazide, or thiosemicarbazide groups can be coupled to keto-peptides in aqueous solvent without need for protecting groups or auxiliary coupling reagents. These methods can be used to prepare glycopeptides of therapeutic interest.
References: Marcaurelle, L.A.; Rodriguez, E.C.; Bertozzi, C.R. Synthesis of an oxime-linked neoglycopeptide with glycosylation-dependent activity similar to its native counterpart. Tet. Let.1998.39:8417-8420.
Marcaurelle, L.A.; Bertozzi, C.R. Direct incorporation of unprotected ketone groups into peptides during solid-phase synthesis: Application to the one-step modification of peptides with two different biophysical probes for FRET. Tet. Let.1998.39:7279-7282.
- *IP Issue Date
- Mar 20, 2007
- *Principal Investigator
-
Name: Carolyn Bertozzi
Department:
Name: LISA MARCAURELL
Department:
Name: ELENA RODRIGUEZ
Department:
- Country/Region
- USA
