Biosynthetically generated pyrroline-carboxy-lysine and site specific protein modifications via chemical derivatization of pyrroline-carboxy-lysine and pyrrolysine residues

US8785151B2 · kind B2 · utility

Inventors

• Bernhard Hubert Geierstanger · Solana Beach, US
• Weijia Ou · San Diego, US
• Susan E. Cellitti · San Diego, US
• Tetsuo Uno · San Diego, US
• Tiffany Crossgrove · York, US
• Hsien-Po Chiu · San Diego, US
• Jan Grunewald · San Diego, US
• Xueshi Hao · San Diego, US

Key dates

• Filing date: Oct 23, 2009
• Grant date: Jul 22, 2014
• Expiry date: Mar 9, 2030

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07K5/0215
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

Disclosed herein is pyrroline-carboxy-lysine (PCL), a pyrrolysine analogue, which is a natural, biosynthetically generated amino acid, and methods for biosynthetically generating PCL. Also disclosed herein are proteins, polypeptides and peptides that have PCL incorporated therein and methods for incorporating PCL into such proteins, polypeptides and peptides. Also disclosed herein is the site-specific derivatization of proteins, polypeptides and peptides having PCL or pyrrolysine incorporated therein. Also disclosed herein is the crosslinking of proteins, polypeptides and peptides having PCL or pyrrolysine incorporated therein.