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Diastereoselective Enzymatic Aldol Additions: L ‐Rhamnulose and L ‐Fuculose 1‐Phosphate Aldolases from E. coli
Author(s) -
Fessner WolfDieter,
Sinerius Gudrun,
Schneider Achim,
Dreyer Matthias,
Schulz Georg E.,
Badia Josefa,
Aguilar Juan
Publication year - 1991
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199105551
Subject(s) - aldol reaction , dihydroxyacetone phosphate , enzyme , chemistry , dihydroxyacetone , diastereomer , phosphate , biochemistry , enantioselective synthesis , stereochemistry , organic chemistry , catalysis , glycerol
Two bacterial aldolases, RhuA and FucA, which are readily accessible by overex‐pression , catalyze the asymmetric addition of dihydroxyacetone phosphate to various aldehydes. The high degree of enantio‐and diastereoselectivity for the L ‐ threo (RhuA) and D ‐ erythro (FucA) stereochemistry of the products and the high stability of the enzymes make it possible to prepare rare carbohydrates and their derivatives as well as other polyhydroxylated compounds.