Stereoselective quenching of cedryl carbocation in epicedrol biosynthesis

TitleStereoselective quenching of cedryl carbocation in epicedrol biosynthesis
Publication TypeJournal Article
Year of Publication2016
AuthorsShinde, SS, Navale, GR, Said, MS, Thulasiram, HV
JournalTetrahedron Letters
Volume57
Issue10
Pagination1161-1164
Date PublishedMAR
Abstract

Epicedrol synthase catalyzes the cyclization of achiral diphosphate substrate, (E,E)-farnesyldiphosphate (FPP) into epicedrol. GC-MS analysis of assay extracts obtained by incubating FPP with epicedrol synthase in 21.6 at % H2(18)O buffer showed the molecular ion of 224 for epicedrol. The labeled oxygen study presented here unambiguously demonstrates that the hydroxyl group of the epicedrol synthase enzymatic product, epicedrol, is derived from a water molecule, not from the phosphate moiety of the FPP. (C) 2016 Elsevier Ltd. All rights reserved.

DOI10.1016/j.tetlet.2016.01.109
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)2.347
Divison category: 
Organic Chemistry