Solid-Phase Synthesis of 5 '-O- N-(Acyl)sulfamoyl adenosine Derivatives
Journal article, 2012

The solid-phase synthesis of 5'-O-[N-(acyl)sulfamoyl]adenosine derivatives is described. The use of a Rink amide polystyrene solid support together with an appropriately protected ribo-purine starting material allowed for the development of a highly reliable and practical route for the solid-phase synthesis of 5'-O-[N-(acyl)sulfamoyl]adenosines. The developed procedure enables the efficient parallel synthesis of the target compounds in high yields. These compounds are non-hydrolysable isosteres of acyl-adenylates, which play an important role in a range of different metabolic pathways such as ribosomal and non-ribosomal peptide synthesis, fatty acid oxidation or enzyme regulation; some adenylate-forming enzymes are potential drug targets.

siderophore

adenylate

transfer-rna synthetase

Synthetic methods

mycobacterium-tuberculosis

Nucleosides

pantothenate synthetase

Solid-phase synthesis

Enzymes

Medicinal chemistry

acid

antibiotics

inhibitors

biosynthesis

analogs

Author

Itedale Namro Redwan

University of Gothenburg

Hanna Jacobson Ingemyr

University of Gothenburg

Thomas Ljungdahl

Chalmers, Chemical and Biological Engineering, Physical Chemistry

Christopher Lawson

Chalmers, Chemical and Biological Engineering, Physical Chemistry

Morten Grötli

University of Gothenburg

European Journal of Organic Chemistry

1434-193X (ISSN)

Vol. 2012 19 3665-3669

Subject Categories

Pharmaceutical Chemistry

DOI

10.1002/ejoc.201200329

More information

Latest update

4/18/2018