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https://hdl.handle.net/2440/32209
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DC Field | Value | Language |
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dc.contributor.author | Shackleford, David M. | en |
dc.contributor.author | Hayball, Peter John | en |
dc.contributor.author | Reynolds, Geoffrey D. | en |
dc.contributor.author | Hamon, David P. G. | en |
dc.contributor.author | Evans, Allan Mark | en |
dc.contributor.author | Milne, Robert W. | en |
dc.contributor.author | Nation, Roger L. | en |
dc.date.issued | 2001 | en |
dc.identifier.citation | Journal of Labelled Compounds & Radiopharmaceuticals, 2001; 44(3):225-234 | en |
dc.identifier.issn | 0362-4803 | en |
dc.identifier.uri | http://hdl.handle.net/2440/32209 | - |
dc.description.abstract | 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 α1-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. | en |
dc.description.statementofresponsibility | David M. Shackleford, Peter J. Hayball, Geoffrey D. Reynolds, David P.G. Hamon, Allan M. Evans, Robert W. Milne, Roger L. Nation | en |
dc.language.iso | en | en |
dc.publisher | John Wiley & Sons | en |
dc.rights | Copyright © 2001 John Wiley & Sons, Ltd. | en |
dc.subject | (RS)-[1-14C]-2-phenylpropionic acid ; acyl glucuronides ; phase transfer catalyst ; chiral HPLC | en |
dc.title | A small-scale synthesis and enantiomeric resolution of (RS)-[1-C-¹⁴]-2-phenylpropionic acid and biosynthesis of its diastereomeric acyl glucuronides | en |
dc.title.alternative | A small-scale synthesis and enantiomeric resolution of (RS)-[1-C-(14)]-2-phenylpropionic acid and biosynthesis of its diastereomeric acyl glucuronides | en |
dc.type | Journal article | en |
dc.contributor.school | School of Chemistry and Physics | en |
dc.identifier.doi | 10.1002/jlcr.450 | en |
Appears in Collections: | Chemistry and Physics publications |
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