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An Efficient Benchtop System for Multigram‐Scale Kinetic Resolutions Using Aldolase Antibodies
Author(s) -
Turner James M.,
Bui Tommy,
Lerner Richard A.,
Barbas III Carlos F.,
List Benjamin
Publication year - 2000
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/1521-3765(20000804)6:15<2772::aid-chem2772>3.0.co;2-j
Subject(s) - aldolase a , aldol reaction , kinetic resolution , chemistry , fructose bisphosphate aldolase , enantiomer , catalysis , aqueous solution , organic chemistry , resolution (logic) , kinetic energy , chromatography , solvent , antibody , combinatorial chemistry , enzyme , enantioselective synthesis , biology , computer science , physics , quantum mechanics , artificial intelligence , immunology
The preparative scale kinetic resolution of racemic aldols 1 ‐ 4 using aldolase antibodies 38C2 (Aldrich no. 47 995–0) and 84G3 (Aldrich no. 52 785–8) 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.