Analysis of sesquiterpene hydrocarbons in grape berry exocarp (Vitis vinifera L.) using in vivo-labeling and comprehensive two-dimensional gas chromatography–mass spectrometry (GC×GC–MS)

Philipp P. Könen and Matthias Wüst

Beilstein J. Org. Chem. 2019, 15, 1945–1961. doi:10.3762/bjoc.15.190

Supporting Information

Supporting Information File 1: 3D view of signals from genuine and deuterated α-cubebene, α-ylangene and δ-elemene after feeding experiments using d3-MVL.
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Supporting Information File 2: Extracted ion chromatograms (EIC) of genuine (d0), partially labeled (d4, d6) and fully deuterium-labeled (d8) α-cubebene after administration of [6,6,6-2H3]-(±)-mevalonolactone (d3-MVL) to isolated exocarp of grape berries (Lemberger cultivar).
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Supporting Information File 3: Enlarged 2D chromatogram showing the separation of β-elemene, α-guaiene and β-ylangene.
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Supporting Information File 4: Putative formation pathway of d8-(E)-β-caryophyllene and d9-α-humulene starting from d9-farnesyl pyrophosphate.
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