An efficient benchtop system for multigram-scale kinetic resolutions using aldolase antibodies.
The preparative scale kinetic resolution of racemic aldols 1-4 using aldolase antibodies 38C2 (Aldrich no. 47995-0) and 84G3 (Aldrich no. 52785-8) is described. These reactions use a biphasic aqueous/organic solvent system that allows the catalyst to be reused. Reaction scales range from miligrams to grams, with 0.0086 to 0.12 mol% of antibody binding sites. Because antibodies 38C2 and 84G3 have opposite enantioselectivities, both aldol product enantiomers are accessible by kinetic resolution.
Turner
J M
JM
The Skaggs Institute for Chemical Biology, Department of Molecular Biology, The Scripps Research Institute, La Jolla, CA 92037, USA.
Bui
T
T
Lerner
R A
RA
Barbas
C F
CF
List
B
B
D000447:Aldehydes / Q000737:chemistry / Q000302:isolation & purification*; D017151:Antibodies, Catalytic; D005634:Fructose-Bisphosphate Aldolase; D007140:Immunoglobulin Fab Fragments; D007202:Indicators and Reagents; D007700:Kinetics; D013237:Stereoisomerism
D000447:Aldehydes; D017151:Antibodies, Catalytic; D007140:Immunoglobulin Fab Fragments; D007202:Indicators and Reagents; C109536:antibody aldolase; D005634:Fructose-Bisphosphate Aldolase