Solid-Phase Synthesis of 5 '-O- N-(Acyl)sulfamoyl adenosine Derivatives
Artikel i vetenskaplig tidskrift, 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

Författare

Itedale Namro Redwan

Göteborgs universitet

Hanna Jacobson Ingemyr

Göteborgs universitet

Thomas Ljungdahl

Chalmers, Kemi- och bioteknik, Fysikalisk kemi

Christopher Lawson

Chalmers, Kemi- och bioteknik, Fysikalisk kemi

Morten Grötli

Göteborgs universitet

European Journal of Organic Chemistry

1434-193X (ISSN)

Vol. 2012 19 3665-3669

Ämneskategorier

Farmaceutisk synteskemi

DOI

10.1002/ejoc.201200329

Mer information

Senast uppdaterat

2018-04-18