Controlling chemical reactivity with antibodies
- Univ. of California, Berkeley (United States)
- Affymax Research Inst., Palo Alto, CA (United States)
The remarkable specificity of an antibody molecule has been used to accomplish highly selective functional group transformations not attainable by current chemical methods. An antibody raised against an amine-oxide hapten catalyzes the reduction of a diketone to a hydroxyketone with greater than 75:1 regioselectivity for one of two nearly equivalent ketone moieties. The antibody-catalyzed reaction is highly stereoselective, affording the hydroxyketone in high enantiomeric excess. Similarly, the reduction of ketones containing branched and aryl substituents, including the highly symmetrical 1-nitrophenyl-3-phenyl-2-propanone, was enantioselective. The simple strategy presented herein may find general applicability to the regio- and stereoselective reduction of a broad range of compounds. 18 refs., 2 figs., 1 tab.
- DOE Contract Number:
- AC03-76SF00098
- OSTI ID:
- 6389744
- Journal Information:
- Science (Washington, D.C.); (United States), Vol. 260:5106; ISSN 0036-8075
- Country of Publication:
- United States
- Language:
- English
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Related Subjects
ORGANIC
PHYSICAL AND ANALYTICAL CHEMISTRY
59 BASIC BIOLOGICAL SCIENCES
09 BIOMASS FUELS
ANTIBODIES
ENZYME ACTIVITY
SPECIFICITY
KETONES
SELECTIVE CATALYTIC REDUCTION
BIOTECHNOLOGY
CHEMICAL REACTION KINETICS
CHEMICAL REACTIONS
PROTEIN ENGINEERING
STEREOCHEMISTRY
DENITRIFICATION
KINETICS
ORGANIC COMPOUNDS
REACTION KINETICS
REDUCTION
400201* - Chemical & Physicochemical Properties
550200 - Biochemistry
090900 - Biomass Fuels- Processing- (1990-)