Nucleocidin

Nucleocidin is a fluorine-containing nucleoside produced by Streptomyces calvus.

Chemical structure

Nucleocidin stems from the ribonucleoside adenosine - is unique because it possess two rare functional groups: a fluorine atom and a sulfamyl ester
During 1968 the attempts to identify nucleocidin were made and at that time it was assigned to a structure of a 9-adenyl-4' -sulfamoyloxypentofuranoside, which was mainly based on experiments from NMR and mass spectrometry, as well as testing in chemical reactions. It was ultimately proven to have a structure of a 4' -fluoro-5' -O-sulphamoyladenosine.

Microbiological origin

Nucleocidin is an antibiotic produced from Streptomyces calvus. Though toxic to mammals, it is able to function against bacteria both gram negative gram positive. It may be used against trypanosomes.
Though commonly known to be produced by Streptomyces calvus, nucleocidin is produced in greater yield by Streptomyces virens and Streptomyces ''aurorectus''.

Biochemical relevance

The compound is capable of interrupting the synthesis of peptides.