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Absolute Configuration of Enantiomorphic Carbanions involved in the Aldolase and Triose Phosphate Isomerase Reactions

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Abstract

DIHYDROXYACETONE phosphate is one of many biological compounds which contain a carbon atom attached to two identical and two dissimilar groups, that is, a carbon attached to groups a, a, b and d. When one of the identical groups of such an ‘Ogston atom’1 or ‘mesocarbon atom’2 participates in a reaction it is of interest to establish the identity of that group2–6. Aldolase and triose phosphate isomerase have been shown to labilize only one of the hydrogens bound to the carbinol-carbon of dihydroxyacetone phosphate, said it has further been demonstrated that a different hydrogen is labilized by each of these enzymes7,8. It is the purpose of this communication to establish the identity of the specific hydrogen which is labilized in the reactions catalysed by aldolase and triose phosphate isomerase.

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BLOOM, B., TOPPER, Y. Absolute Configuration of Enantiomorphic Carbanions involved in the Aldolase and Triose Phosphate Isomerase Reactions. Nature 181, 1128–1129 (1958). https://doi.org/10.1038/1811128b0

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