Abstract

81
A. C. Spivey, A. Capretta, C. S. Frampton, F. J. Leeper and A. R. Battersby
"Biosynthesis of Porphyrins and Related Macrocycles, Part 45. Determination of the Absolute Configuration of the Spirolactam which Inhibits Cosynthetase"
J. Chem. Soc., Perkin Trans. 1,1996, 2091-2102. Full Text

A novel approach, involving X-ray analysis of a specifically designed racemate, in combination with correlations by circular dichroism, has allowed the absolute configuration of the spirolactam to be determined. The outcome is that the enantiomer of this lactam which strongly inhibits uroporphyrinogen III synthase (cosynthetase) has the R-configuration and the implications of this finding are briefly discussed.

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