1025394-27-7Relevant articles and documents
Incubation of 2-methylisoborneol synthase with the intermediate analog 2-methylneryl diphosphate
Chou, Wayne K.W.,Gould, Colin A.,Cane, David E.
, p. 625 - 631 (2017)
Incubation of synthetic 2-methylneryl diphosphate (2-MeNPP, 10) with 2-methylisoborneol synthase (MIBS) gave a mixture of products that differed significantly from that derived from the natural substrate (E)-2-methylgeranyl diphosphate (3, 2-MeGPP). The proportion of (-)-2-methylisoborneol (1) decreased from 89 to 17% while that of 2-methylenebornane (4) increased from 10 to 26%, with the relative yields of the isomeric homo-monoterpenes 2-methyl-2-bornene (5) and 1-methylcamphene (6) remaining essentially unchanged (a k cat 0.105±0.007 s -1, K m 95±49 μm and k cat /K m 1.11 × 10 3 M -1 s -1. Taken together with earlier X-ray crystallographic studies of MIBS, as well as previous investigations of the mechanistically related plant monoterpene cyclase, bornyl diphosphate synthase, these results provide important insights into the binding and cyclization of both native substrates and intermediates and their analogs.
