Synthesis of 2-Bromo- and 2-Fluoro-3-dehydroshikimic Acids and 2-Bromo- and 2-Fluoroshikimic Acids Using Synthetic and Enzymatic Approaches
1998; American Chemical Society; Volume: 63; Issue: 5 Linguagem: Inglês
10.1021/jo971858i
ISSN1520-6904
AutoresConcepción González‐Bello, Michael K. Manthey, Joanna Harris, A R Hawkins, J.R. Coggins, Chris Abell,
Tópico(s)Amino Acid Enzymes and Metabolism
ResumoThe syntheses of 2-bromo-3-dehydroshikimic acid1 (5) and 2-bromoshikimic acid2 (8), are described. Their formation from (2R)-2-bromo-3-dehydroquinic acid (2) using dehydroquinase and shikimate dehydrogenase is also reported. The corresponding enzymatic formation of 2-fluoro-3-dehydroshikimic acid1 (6) and 2-fluoroshikimic acid2 (9) from (2R)-2-fluoro-3-dehydroquinic acid (3) are reported.
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