Synthesis of (2S,3S)-3'-fluoroisoleucine.
The fluorinated amino acid, (2S,3S)-3'-fluoroisoleucine 3, has been synthesised by a route involving stereoselective cuprate or photochemical addition to the compound 4, derived in turn from (2S)-pyroglutamic acid. This provides a reporter group for the hydrophobic amino acid (2S)-isoleucine for use in protein studies.
Charrier
Jean-Damien
JD
Sussex Centre for Biomolecular Design and Drug Discovery, Department of Chemistry, University of Sussex, Falmer, Brighton, UK BN1 9QJ.
Hadfield
David S
DS
Hitchcock
Peter B
PB
Young
Douglas W
DW
D000596:Amino Acids / Q000138:chemical synthesis*; D018360:Crystallography, X-Ray; D007532:Isoleucine / Q000031:analogs & derivatives* / Q000138:chemical synthesis*; D008958:Models, Molecular; D008968:Molecular Conformation; D013237:Stereoisomerism
C494907:(2S,3S)-3'-fluoroisoleucine; D000596:Amino Acids; D007532:Isoleucine