Chemistry 2223B Lecture Notes - Lecture 19: Dimethylallyl Pyrophosphate, Sodium Dodecylbenzenesulfonate, Lanosterol

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The biosynthesized ipp-opp can then be converted to dma-opp by an isomerization reaction. Isopentenyl pyrophosphate: steroids, these compounds are plant and animal lipids that consist of a characteristic tetracyclic fused-ring system: three 6-membered rings and one 5-membered ring. H: usually, the rings are fused in a trans manner. If we redraw squalene, we can notice where the cyclization reactions need to occur so that new carbon-carbon bonds are formed. Because of its strained nature, the epoxide opens very easily in the presence of an acid. The nucleophile that attacks the protonated epoxide is the electron-rich alkene. A rearragement caused by a series of 1,2-hydride and. These involve the movement of h atoms and ch3 groups, along with their bonding electrons. Lanosterol: these reactions lead to lanosterol, an intermediate in cholesterol biosynthesis, note that there are 7 chiral centres in lanosterol. Although there are 27 = 128 possible stereoisomers, only one is formed.

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