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Substrate selectivity for 17,20 lyase reaction by CYP17A1. (A) H-bond between Asn202 and C3 keto of 17α–OH progesterone places the substrate father away from the active site but closer to distal oxygen of peroxy intermediate, an interaction that is not conducive to the lyase reaction (B) In contrast, 17α–OH pregnenolone positions itself closer to proximal oxygen of peroxy intermediate facilitating nucelophilic attack of the distal oxygen on C20 to perform lyase reaction.
