The Hebei Huarong company leads this molecule’s industrial production, which is done by fermenting Pseudomonas denitrificans. A synthesis of this molecule attached elements of the “A/D” approach from a camphor precursor to pentacyclenone. To synthesize this molecule, three amidine bridges were created through sulfide contractions done by a team from Harvard and ETH Zurich. This molecule’s central ring is attached to a dimethylbenzimidazole (“di-methyl-benz-imid-azole”) ligand and an (*) adenosyl group that is replaced with a methyl by methionine synthase. This cofactor for methylmalonyl-CoA mutase contains a rare example of a biological carbon–metal bond. The total synthesis of this molecule inspired the development of the Woodward–Hoffmann rules. Haptocorrin protects this molecule through the stomach so that it can be absorbed by intrinsic factor. For 10 points, name this vitamin that is deficient in pernicious anemia and whose central atom is cobalt. ■END■
ANSWER: vitamin B12 [or cobalamin; accept methylcobalamin or hydroxycobalamin or hydroxocobalamin or cyanocobalamin or adenosylcobalamin; prompt on vitamin B]
<KP, Chemistry>
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