
Organic Letters p. 2257 - 2259 (2000)
Update date:2022-07-30
Topics:
Segura, Michael J. R.
Meyer, Michelle M.
Matsuda, Seiichi P. T.
lupeol lupeol, germanicol, synthase β-amyrin, taxasterol, oxidosqualene → ψ-taraxasterol, and 3,20-dihydroxylupane The Arabidopsis thaliana LUP1 gene encodes an enzyme that converts oxidosqualene to pentacyclic triterpenes. Lupeol and β-amyrin were previously reported as LUP1 products. Further investigation described here uncovered the additional products germanicol, taraxasterol, ψ-taraxasterol, and 3,20-dihydroxylupane. These results suggest that the 80 known C30H50O compounds that are structurally consistent with being oxidosqualene cyclase products may be derived from fewer than 80 enzymes and that some C30H52O2 compounds may be direct cyclization products of oxidosqualene.
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