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Literature summary for 4.1.2.4 extracted from

  • Liu, J.; Hsu, C.C.; Wong, C.H.
    Sequential aldol condensation catalyzed by DERA mutant Ser238Asp and a formal total synthesis of atorvastatin (2004), Tetrahedron Lett., 45, 2439-2441.
No PubMed abstract available
Search for more literature for 4.1.2.4

Application

Application Comment Organism
synthesis mutant D-2-deoxyribose-5-phosphate aldolase Ser238Asp is used to prepare beta-hydroxy-delta lactol synthons and tert-butyl [(4R,6R)-6-aminoethyl-2,2-dimethyl-1,3-dioxn-4-yl]acetate, a key intermediate for atorvastatin synthesis Escherichia coli

Protein Variants

Protein Variants Comment Organism
S238D mutant enzyme shows great improvement in catalytic activity towards sequential aldol reactions, mutant enzyme has wider specificity than wild-type enzyme, mutant enzyme shows activity with 3-azidopropionaldehyde and acetaldehyde, wild-type enzyme shows no activity Escherichia coli

Organism

Organism UniProt Comment Textmining
Escherichia coli
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-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
3-azidopropionaldehyde + acetaldehyde no activity with wild-type enzyme, mutant enzyme S238D gives 35% yield of the sequential aldol condensation product Escherichia coli (4R,6R)-4-hydroxy-6-(2-triaz-2-en-1-ylethyl)tetrahydro-2H-pyran-2-one
-
 ?
3-chloropropionaldehyde + acetaldehyde wild type enzyme gives 25% yield of the sequential aldol condensation product, mutant enzyme S238D gives 43% yield of the sequential aldol condensation product Escherichia coli (4R,6S)-6-(2-chloroethyl)-4-hydroxytetrahydro-2H-pyran-2-one
-
 ?
additional information no activity with 3-nitropropionaldehyde + acetaldehyde, wild-type enzyme and mutant enzyme S238D Escherichia coli ?
-
 ?

Synonyms

Synonyms Comment Organism
D-2-deoxyribose-5-phosphate aldolase
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 Escherichia coli
DERA
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 Escherichia coli