Synthetic peptides, conjugation reagents and methods

US6939945B2 · kind B2 · utility

Assignee

• The Regents of the University of California · US

Inventors

• Carolyn R. Bertozzi · Berkeley, US
• Lisa A. Marcaurelle · Boston, US
• Elena C. Rodriguez · Berkeley, US

Key dates

• Filing date: Oct 10, 2002
• Grant date: Sep 6, 2005
• Expiry date: Feb 1, 2023

Classification

• Technology area (CPC A): Human Necessities
• CPC primary: A61K38/00
• WIPO field: Pharmaceuticals
• WIPO sector: Chemistry

Abstract

The invention provides methods and compositions useful for making synthetic peptide conjugates. In one embodiment, the invention provides compositions comprising the structure: wherein R is selected from lower substituted or unsubstituted alkyl, O, NH and S and P is an amine protection group. In more particular embodiments, the compositions comprise α-amine protected 4,5-dehydroleucine or α-amine protected (2S)-aminolevulinic acid and/or P is F-moc. These compounds may be incorporated into peptides, for example, peptides comprising a substituted or unsubstituted (2S)-aminolevulinic acid residue, such as (2S)-aminolevulinic acid residue is substituted with an O- or N-linked glycoconjugate, or a detectable label.