Synthesis of (2S,3R)-3-amino-2-hydroxydecanoic acid and its enantiomer: a non-proteinogenic amino acid segment of the linear pentapeptide microginin.
A directed manipulation of the functional groups at C3 and C4 of D-glucose was demonstrated to synthesize naturally occurring (2S,3R)-α-hydroxy-β-aminodecanoic acid (AHDA, 2a) and its enantiomer 2b. The enantiomer of 2a is the N-terminal part of the natural linear pentapeptide microginin, which is used as an antihypertensive agent.
Department of Chemistry, Garware Research Centre, University of Pune, Pune - 411 007, India.
Rajendra S
RS
Rohokale
Department of Chemistry, Garware Research Centre, University of Pune, Pune - 411 007, India.
Dilip D
DD
Dhavale
AHDA; carbohydrate; chiron approach; enantioselective; natural products; non-proteinogenic amino acid