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Straightforward Synthesis of Terminally Phosphorylated L ‐Sugars via Multienzymatic Cascade Reactions
Author(s) -
Hélaine Virgil,
Mahdi Rima,
Sudhir Babu G. V.,
de Berardinis Véronique,
Wohlgemuth Roland,
Lemaire Marielle,
GuérardHélaine Christine
Publication year - 2015
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201500190
Subject(s) - chemistry , glycolaldehyde , aldolase a , monosaccharide , phosphorylation , fructose , glyceraldehyde , kinase , biochemistry , combinatorial chemistry , stereochemistry , enzyme , catalysis , dehydrogenase
Two kinases and the key fructose‐6‐phosphate aldolase (FSA) were involved in a one‐pot multienzymatic procedure to obtain rare L ‐sugars. Starting from simple achiral substrates such as glycolaldehyde and formaldehyde, L ‐glyceraldehyde‐3‐phosphate ( L ‐G3P) was generated. When this latter compound was used as an FSA acceptor substrate along with four different donor compounds, four terminally phosphorylated L ‐monosaccharides from C 5 to C 7 chain lengths were prepared in good isolated yields.