The effect of the primary structure of the polypeptide catalyst on the enantioselectivity of the Juliá-Colonna asymmetric epoxidation of enones.
Epoxidation of chalcone (1), using basic hydrogen peroxide, catalysed by polypeptides with defined primary structures demonstrates that the residues in the chain near to the N-terminus determine the stereochemical outcome of the reaction.
Bentley
P A
PA
Department of Chemistry, University of Liverpool, Liverpool, UK L69 7ZD.
Flood
R W
RW
Roberts
S M
SM
Skidmore
J
J
Smith
C B
CB
Smith
J A
JA
D000595:Amino Acid Sequence; D002384:Catalysis; D002599:Chalcone / Q000737:chemistry*; D006861:Hydrogen Peroxide / Q000737:chemistry*; D010084:Oxidation-Reduction; D010455:Peptides / Q000737:chemistry*; D011487:Protein Conformation; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
D010455:Peptides; D002599:Chalcone; D006861:Hydrogen Peroxide