Fluorogenic materials and uses thereof

US7629437B2 · kind B2 · utility

Assignee

• The Regents of the University of California · US

Inventors

• Jennifer Harris · San Diego, US
• Bradley Backes · San Francisco, US
• Jonathan A. Ellman · Guilford, US
• Charles S. Craik · San Francisco, US

Key dates

• Filing date: Oct 15, 2003
• Grant date: Dec 8, 2009
• Expiry date: Oct 15, 2023

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07K5/1024
• WIPO field: Biotechnology
• WIPO sector: Chemistry

Abstract

A method is presented for the preparation and use of fluorogenic peptide substrates that allows for the configuration of general substrate libraries to rapidly identify the primary and extended specificity of enzymes, such as proteases. The substrates contain a fluorogenic-leaving group, such as 7-amino-4-carbamoylmethyl-coumarin (ACC). Substrates incorporating the ACC leaving group show comparable kinetic profiles as those with the traditionally used 7-amino-4-methyl-coumarin (AMC) leaving group. The bifunctional nature of ACC allows for the efficient production of single substrates and substrate libraries using solid-phase synthesis techniques.