Photolabile protective groups for improved processes to prepare oligonucleotide arrays

US8445734B2 · kind B2 · utility

Assignee

• NIGU Chemie GmbH · DE

Inventors

• Sigrid Buehler · Waldkraiburg, DE
• Markus Ott · Wadern, DE
• Wolfgang Pfleiderer · Konstanz, DE

Key dates

• Filing date: Jun 2, 2010
• Grant date: May 21, 2013
• Expiry date: Jul 10, 2030

Classification

• Technology area (CPC Y): Emerging Cross-Sectional Technologies
• CPC primary: Y02P20/55
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

The present invention discloses novel and improved nucleosidic and nucleotidic compounds that are useful in the light-directed synthesis of oligonucleotides, as well as, methods and reagents for their preparation. These compounds are characterized by novel photolabile protective groups that are attached to either the 5′- or the 3′-hydroxyl group of a nucleoside moiety. The photolabile protective group is comprised of a 2-(2-nitrophenyl)-ethyoxycarbonyl skeleton with at least one substituent on the aromatic ring that is either an aryl, an aroyl, a heteroaryl or an alkoxycarbonyl group. The present invention includes the use of the aforementioned compounds in light-directed oligonucleotide synthesis, the respective assembly of nucleic acid microarrays and their application.