The preparation of (S)-aspartate semi-aldehyde appropriate for use in biochemical studies.
We report two three-step syntheses of (S)-aspartate semi-aldehyde, an important synthetic and biosynthetic precursor, from diprotected aspartic acid. The first synthesis proceeds via a thioester, the second via a Weinreb amide. Each route yields pure (S)-aspartate semi-aldehyde in excellent yield. (S)-Aspartate semi-aldehyde prepared in this manner has proved appropriate as a substrate for detailed enzyme studies.
Roberts
Sarah J
SJ
Department of Plant and Microbial Sciences, University of Canterbury, Christchurch, New Zealand.
Morris
Jonathan C
JC
Dobson
Renwick C J
RC
Gerrard
Juliet A
JA
D001224:Aspartic Acid / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000737:chemistry*; D007202:Indicators and Reagents; D009993:Osmium Tetroxide; D010848:Picolinic Acids; D019289:Pyruvic Acid / Q000737:chemistry; D013237:Stereoisomerism
D007202:Indicators and Reagents; D010848:Picolinic Acids; D001224:Aspartic Acid; C006644:aspartic semialdehyde; D019289:Pyruvic Acid; D009993:Osmium Tetroxide; C030614:picolinic acid