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. 1991 Mar 19;30(11):2768-72.
doi: 10.1021/bi00225a005.

Stereoselective, nonenzymatic, intramolecular transfer of amino acids

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Stereoselective, nonenzymatic, intramolecular transfer of amino acids

N S Wickramasinghe et al. Biochemistry. .

Abstract

Biological systems synthesize proteins with an almost exclusive use of L-amino acids and virtually none of the D isomer. There has been no satisfactory explanation for the origin of this use of the L isomer. Research presented here shows that at pH 5, transfer of phenylalanine from the adenylate anhydride to ester occurs and is 95-97% efficient for the L isomer and only about 50% efficient for the D isomer. The origin of the use of the L isomer, given D-ribose nucleotides, may be based in part on this stereoselectivity.

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