Synthesis of 8-aminoadenosine 5'-(aminoalkyl phosphates), analogues of aminoacyl adenylates

Esmail Yousefi-Salakdeh; Merita Murtola; Anders Zetterberg; Esther Yeheskiely; Roger Strömberg

doi:10.1016/j.bmc.2005.11.049

Synthesis of 8-aminoadenosine 5'-(aminoalkyl phosphates), analogues of aminoacyl adenylates

Bioorg Med Chem. 2006 Apr 15;14(8):2653-9. doi: 10.1016/j.bmc.2005.11.049. Epub 2005 Dec 20.

Authors

Esmail Yousefi-Salakdeh¹, Merita Murtola, Anders Zetterberg, Esther Yeheskiely, Roger Strömberg

Affiliation

¹ Division of Organic and Bioorganic Chemistry, MBB, Scheele Laboratory, Karolinska Institutet, S-17177 Stockholm, Sweden.

PMID: 16368242
DOI: 10.1016/j.bmc.2005.11.049

Abstract

A short and efficient route for the synthesis of aminoalkyl 8-aminoadenylates, potential aminoacyl-tRNA synthetase inhibitors, is presented. Aminoalkyl 8-aminoadenylates were synthesized using a 5'-H-phosphonate strategy involving minimal protecting group manipulations and a single final deprotection step.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Adenosine / analogs & derivatives*
Adenosine / chemical synthesis
Adenosine / pharmacology
Adenosine Monophosphate / analogs & derivatives*
Amino Acyl-tRNA Synthetases / antagonists & inhibitors
Enzyme Inhibitors / pharmacology
Magnetic Resonance Spectroscopy

Substances

Enzyme Inhibitors
Adenosine Monophosphate
Amino Acyl-tRNA Synthetases
Adenosine