Absolute configuration of a chiral CHD group via neutron diffraction: confirmation of the absolute stereochemistry of the enzymatic formation of malic acid
Journal Article
·
· Biochem. Biophys. Res. Commun.; (United States)
Neutron diffraction has been used to monitor the absolute stereochemistry of an enzymatic reaction. (-)(2S)malic-3-d acid was prepared by the action of fumarase on fumaric acid in D/sub 2/O. After a large number of cations were screened, it was found that (+)(R)..cap alpha..-phenylethylamine forms the large crystals necessary for a neutron diffraction analysis. The subsequent structure determination showed that (+)(R)..cap alpha..-phenylethylammonium (-)(2S)malate-3-d has an absolute configuration of R at the CHD site. This result confirms the absolute stereochemistry of fumarate-to-malate transformation as catalyzed by the enzyme fumarase.
- Research Organization:
- Univ. of Southern California, Los Angeles
- OSTI ID:
- 5152030
- Journal Information:
- Biochem. Biophys. Res. Commun.; (United States), Vol. 115:3
- Country of Publication:
- United States
- Language:
- English
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Related Subjects
59 BASIC BIOLOGICAL SCIENCES
HYDRO-LYASES
BIOCHEMICAL REACTION KINETICS
STEREOCHEMISTRY
MALIC ACID
CRYSTALLIZATION
DERIVATIZATION
NEUTRON DIFFRACTION
AMINES
FUMARIC ACID
HEAVY WATER
KREBS CYCLE
LABELLING
CARBON-OXYGEN LYASES
CARBOXYLIC ACIDS
CHEMICAL REACTIONS
COHERENT SCATTERING
DICARBOXYLIC ACIDS
DIFFRACTION
ENZYMES
HYDROGEN COMPOUNDS
HYDROXY ACIDS
KINETICS
LYASES
ORGANIC ACIDS
ORGANIC COMPOUNDS
OXYGEN COMPOUNDS
PHASE TRANSFORMATIONS
REACTION KINETICS
SCATTERING
WATER
550200* - Biochemistry
HYDRO-LYASES
BIOCHEMICAL REACTION KINETICS
STEREOCHEMISTRY
MALIC ACID
CRYSTALLIZATION
DERIVATIZATION
NEUTRON DIFFRACTION
AMINES
FUMARIC ACID
HEAVY WATER
KREBS CYCLE
LABELLING
CARBON-OXYGEN LYASES
CARBOXYLIC ACIDS
CHEMICAL REACTIONS
COHERENT SCATTERING
DICARBOXYLIC ACIDS
DIFFRACTION
ENZYMES
HYDROGEN COMPOUNDS
HYDROXY ACIDS
KINETICS
LYASES
ORGANIC ACIDS
ORGANIC COMPOUNDS
OXYGEN COMPOUNDS
PHASE TRANSFORMATIONS
REACTION KINETICS
SCATTERING
WATER
550200* - Biochemistry