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Transketolase-Mediated Synthesis of 4-Deoxy-D-fructose 6-Phosphate by Epoxide Hydrolase-Catalysed Resolution of 1,1-Diethoxy-3,4-epoxybutane

✍ Scribed by Christine Guérard; Véronique Alphand; Alain Archelas; Colette Demuynck; Laurence Hecquet; Roland Furstoss; Jean Bolte


Publisher
John Wiley and Sons
Year
1999
Tongue
English
Weight
235 KB
Volume
1999
Category
Article
ISSN
1434-193X

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✦ Synopsis


4-Deoxy-D-fructose 6-phosphate is synthesised from deoxy-D-erythrose 4-phosphate. In the last step, transketolase transfers a hydroxyacetyl group from L- nonnatural sources in four steps, including two enzymatic reactions.

(3S)-1,1-Diethoxy-3,4-epoxybutane is first erythrulose onto this aldehyde, controlling the second asymmetric center. obtained by epoxide hydrolase-catalysed resolution. Opening of this epoxide by inorganic phosphate leads to 2from hydroxypyruvate onto aldehydes, accepts racemic (2- [a