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L-[1-¹¹C]Leucine: Routine Synthesis by Enzymatic Resolution

University of California, Los Angeles, Los Angeles, California

Correspondence: For reprints contact: Dr. J. R. Barrio, Div. of Biophysics, Chemistry Sec., UCLA School of Medicine, Los Angeles, CA 90024.

ABSTRACT

L-[1-¹¹C]leucine, suitable for the determination of cerebral protein synthesis rates in man using positron emission tomography, has been synthesized using a modified Bucherer-Strecker reaction sequence. The isolation of the pure L-amino acid isomer from the enantiomeric mixture, initially obtained using either an open or closed reaction vessel, was achieved using a D-amino acid oxidase/catalase enzyme complex immobilized on a Sepharose support. The O₂ required by the D-amino acid oxidase as the hydrogen acceptor was supplied by catalase. The L-[1-¹¹C]leucine was obtained with a radiochemical purity of >99% and with a radiochemical yield of 25%. Using a remote, semiautomated synthesis system, typical production time was 30–40 min after preparation of H¹¹CN. The use of immobilized enzymes for rapid and effective resolution of amino acid enantiomers eliminates the possibility of protein contamination and assures the production of a sterile, pyrogen-free product.

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