S-adenosyl-L-methionine analogs with extended activated groups for transfer by methyltransferases

US8008007B2 · kind B2 · utility

Assignee

• RWTH Aachen · DE

Inventors

• Elmar Weinhold · Aachen, DE
• Christian Dalhoff · Berlin, DE
• Saulius Klimasauskas · Vilnius, LT
• Grazvydas Lukinavicius · Vilnius, LT

Key dates

• Filing date: Oct 11, 2007
• Grant date: Aug 30, 2011
• Expiry date: Nov 22, 2028

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07H21/00
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

S-Adenosyl-L-methionine analogs of formula (I):are disclosed wherein R comprises a carbon-carbon double bond, carbon-sulfur double bond, carbon-nitrogen double bond, -a carbon-carbon triple bond, carbon-nitrogen triple bond or an aromatic carbocyclic or heterocyclic system in β-position to the sulfonium center, X{circle around (−)} is an organic or inorganic anion carrying one or more negative charges, Z is —CR1R2—, —O—, —S— or —NR3— and R1, R2 and R3 are independently selected from H, D and C1—C alkyl; as well as complexes with a methyltransferase, pharmaceutical compositions, methods for modifying a biomolecule, and methods for detecting sequences specific methylation of biomolecules.