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Updated: Jun 24, 2026

Enzymatic Cascade Reactions for the Synthesis of Chiral Amino Alcohols from L-lysine
Published on: February 16, 2018
Enantioselective lactate binding by chiral tripodal anion hosts derived from amino acids
Anna Barnard1, Sara Jane Dickson, Martin J Paterson
1Department of Chemistry, Durham University, South Road, Durham, UK DH1 3LE.
Abstract:
Chiral, tripodal anion hosts derived from either S-phenylalanine or S-leucine bind D-lactate enantioselectively. The nature of the host-guest interaction has been probed by solution NMR methods and by DFT calculations. The calculations suggest that the D-lactate may form an additional hydrogen bond in the host-guest complex while the L-lactate complex contains an intramolecular hydrogen bond. Anion binding is in competition with host dimerisation, as demonstrated by DOSY and (1)H NMR spectroscopy, and DFT calculations.
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