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Stereochemistry of the cleavage of the 10-hydroperoxide isomer of linoleic acid to 1-octen-3-ol by a hydroperoxide lyase from mushrooms (psalliota bispora)

1984; Elsevier BV; Volume: 795; Issue: 1 Linguagem: Inglês

10.1016/0005-2760(84)90117-6

1879-145X

Margot Wurzenberger, Werner Grosch,

Algal biology and biofuel production

During incubation with a mushroom protein fraction containing hydroperoxide lyase activity, the enantiomeric composition (S:R) of 10-hydroperoxy-trans-8,cis-12-octadecadienoic acid (10-HPOD) was altered from 51:49 to 14:86. The 1-octen-3-ol formed showed the same proportion of enantiomers (91% R; 9% S) as that resulting from a mushroom homogenate without additions. These data suggest that the hydroperoxide lyase cleaves only the 10-(S)-HPOD and forms 1-octen-3-(R)-ol.