lecture890708 - Workspace
lecture890708 - Workspace
lecture890708 - Workspace
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Biosynthesis of IPP & DMAPP - via Mevalonate<br />
• IPP & DMAPP are the key C 5 precursors to all isoprenoids<br />
– the main pathway is via: acetyl CoA → acetoacetyl CoA → HMG CoA → mevalonate → IPP → DMAPP:<br />
DMAPP<br />
IPP<br />
O<br />
IPP isomerase<br />
(overall anti<br />
stereochemistry)<br />
Glu 207<br />
O<br />
O<br />
B-Enz<br />
SCoA<br />
SCoA<br />
CoAS<br />
H<br />
acetyl CoA<br />
OPP<br />
OPP<br />
H R<br />
Cys 139<br />
H s<br />
T<br />
H<br />
D<br />
T<br />
D2O S<br />
D<br />
H<br />
decarboxylative<br />
elimination<br />
P i + CO 2<br />
O<br />
Claisen condensation<br />
CoAS<br />
O<br />
PPO<br />
PO<br />
O<br />
Me<br />
O<br />
O<br />
O SCoA<br />
3x ATP<br />
3x ADP<br />
CoASH<br />
sequential addition<br />
H 2O<br />
CoAS<br />
O<br />
O<br />
CoASH<br />
2x NADPH 2x NADP<br />
HO<br />
O<br />
CoAS<br />
O<br />
CoAS HO<br />
HO<br />
CoASH<br />
acetoacetyl CoA<br />
aldol reaction<br />
CO 2<br />
CO 2<br />
hydroxymethylglutaryl CoA<br />
(HMG CoA)<br />
HMG CoA reductase<br />
RDS in cholesterol<br />
biosynthesis<br />
mevalonate (MVA)
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