Stereoselective quenching of cedryl carbocation in epicedrol biosynthesis
Epicedrol synthase catalyzes the cyclization of achiral diphosphate substrate, (E,E)-farnesyldiphosphate (FPP) into epicedrol. GC-MS analysis of assay extracts obtained by incubating FPP with epicedrol synthase in 21.6 at % H218O buffer showed the molecular ion of 224 for epicedrol. The labeled oxygen study presented here unambiguously demonstrates that the hydroxyl group of the epicedrol synthase enzymatic product, epicedrol, is derived from a water molecule, not from the phosphate moiety of the FPP.
Shinde, Sandip S.,Navale, Govinda R.,Said, Madhukar S.,Thulasiram, Hirekodathakallu V.
RUTHENIUM-CATALYZED C-H BOND ACTIVATION OXIDATION OF BRIDGED BICYCLIC AND TRICYCLIC ALKANES
Catalytic oxydation (hydroxylation) with RuO4 generated in situ occurs preferentially in tertiary position with retention of configuration on various bicyclic or tricyclic alcanes.
Tenaglia, A.,Terranova, E.,Waegell, B.
p. 5271 - 5274
(2007/10/02)
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