Journal of labelled compounds and radiopharmaceuticals p. 225 - 234 (2001)
Update date:2022-08-05
Topics:
Shackleford, David M.
Hayball, Peter J.
Reynolds, Geoffrey D.
Hamon, David P. G.
Evans, Allan M.
Milne, Robert W.
Nation, Roger L.
The 3 step synthesis for (RS)-[1-14C]-2-phenylpropionic acid having overall yield of 30% is reported. The enantiomers were separated to an optical purity of 95 % (90 % ee) by semi-preparative chiral HPLC using an αI-acid glycoprotein-based column (which has not previously been reported for this separation). Subsequently, the diastereomeric acyl glucuronides of (R)- and (S)-[1-14C]-2-phenylpropionic acid were biosynthesised using a recirculating-mode isolated perfused rat liver preparation. The procedure for purification of the glucuronides by semi-preparative HPLC was optimised to ensure the biosynthetic products did not undergo degradation via acyl migration or hydrolysis.
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