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), Journal Name: Biochem. Biophys. Res. Commun.; (United States) Vol. 115:3; ISSN BBRCA
- Country of Publication:
- United States
- Language:
- English
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Journal Article
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OSTI ID:6147001
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OSTI ID:5856741
Related Subjects
550200* -- Biochemistry
59 BASIC BIOLOGICAL SCIENCES
AMINES
BIOCHEMICAL REACTION KINETICS
CARBON-OXYGEN LYASES
CARBOXYLIC ACIDS
CHEMICAL REACTIONS
COHERENT SCATTERING
CRYSTALLIZATION
DERIVATIZATION
DICARBOXYLIC ACIDS
DIFFRACTION
ENZYMES
FUMARIC ACID
HEAVY WATER
HYDRO-LYASES
HYDROGEN COMPOUNDS
HYDROXY ACIDS
KINETICS
KREBS CYCLE
LABELLING
LYASES
MALIC ACID
NEUTRON DIFFRACTION
ORGANIC ACIDS
ORGANIC COMPOUNDS
OXYGEN COMPOUNDS
PHASE TRANSFORMATIONS
REACTION KINETICS
SCATTERING
STEREOCHEMISTRY
WATER
59 BASIC BIOLOGICAL SCIENCES
AMINES
BIOCHEMICAL REACTION KINETICS
CARBON-OXYGEN LYASES
CARBOXYLIC ACIDS
CHEMICAL REACTIONS
COHERENT SCATTERING
CRYSTALLIZATION
DERIVATIZATION
DICARBOXYLIC ACIDS
DIFFRACTION
ENZYMES
FUMARIC ACID
HEAVY WATER
HYDRO-LYASES
HYDROGEN COMPOUNDS
HYDROXY ACIDS
KINETICS
KREBS CYCLE
LABELLING
LYASES
MALIC ACID
NEUTRON DIFFRACTION
ORGANIC ACIDS
ORGANIC COMPOUNDS
OXYGEN COMPOUNDS
PHASE TRANSFORMATIONS
REACTION KINETICS
SCATTERING
STEREOCHEMISTRY
WATER