Nerolidyl diphosphate

Cyclization modes are even more diverse for the sesquiterpenes than for the discussed hemi- and monoterpenes (Scheme 87.18). Transoid sesquiterpene synthases catalyze the ionization of FPP to the farnesyl cation that can cyclize by attack of the ClO-Cll double bond. A 1,10-ring closure affords the tertiary ( , )-germacradienyl cation in a Markovnikov fashion. Alternatively, the less stable secondary ( , )-humulyl cation can be furnished via an anh-Markovnikov 1,11-ring closure that is, in contrast to the 1,7-cycUzation of the linalyl cation, a well-known reaction. Cisoid synthases encourage the reattack of the diphosphate at C3 of the farnesyl cation to give (/ )- or (S)-nerolidyl diphosphate (NPP). As in LPP this allows for rotation of the newly formed vinyl group into a cisoid conformation. 

Nerolidol, 2682, 4124,4125 Nerolidyl diphosphate (NPP), 2723 Nerve-action current, 4097 Nerve-action current firing, 4097 Nerve cell, 3646 Nerve conduction, 4005 Nerve membrane, 4066 Nervous system, 4065 Nervous tissues, 4069 Netherlands, 533 Neuralgic pain, 1507 Neurite elongation, 3967 Neuroblastoma, 57, 1208 Neurodegeneration, 1526 Neurodegenerative, 1814... 

NPP. See Nerolidyl diphosphate (NPP) iV-propinoyl aspartic acid (NPAA), 3333... 

---