Please use this identifier to cite or link to this item: http://hdl.handle.net/2440/63540
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Type: Journal article
Title: Investigation into the formation of guaiacol conjugates in berries and leaves of grapevine Vitis vinifera L. Cv. cabernet sauvignon using stable isotope tracers combined with HPLC-MS and MS/MS analysis
Author: Hayasaka, Y.
Baldock, G.
Pardon, K.
Jeffery, D.
Herderich, M.
Citation: Journal of Agricultural and Food Chemistry, 2010; 58(4):2076-2081
Publisher: Amer Chemical Soc
Issue Date: 2010
ISSN: 0021-8561
1520-5118
Statement of
Responsibility: 
Yoji Hayasaka, Gayle A. Baldock, Kevin H. Pardon, David W. Jeffery and Markus J. Herderich
Abstract: Fermentation of grapes that had been exposed to bushfire smoke can potentially yield unpalatable, smoke-affected wine. Guaiacol and its glucoconjugate were previously found in smoke-affected grapes at an elevated concentration. To find and identify further guaiacol conjugates in smoke-affected grapes, a stable isotope feeding experiment combined with extensive HPLC-MS and MS/MS investigations was carried out. Leaves and berries of a potted grapevine were placed in contact with an aqueous mixture of d(0)- and d(3)-guaiacol for 1-2 days and collected 5 weeks later. Screening for potential guaiacol conjugates in the leaves and berries was facilitated by monitoring the unique mass spectrometric signature of an isotopic doublet separated by 3 Da. Seven different conjugates were detected in leaves and berries and were tentatively identified as mono- and diglycosides of guaiacol. Quantitative analysis demonstrated that the guaiacol conjugates were translocated between leaves and berries to a very limited extent and were also present as low-level natural compounds of untreated leaves and berries. The same guaiacol conjugates were also found at a considerably elevated concentration in leaves and berries obtained from grapevines exposed to bushfire smoke.
Keywords: Guaiacol; glycosides; guaiacol conjugates; smoke exposure; stable isotope tracer; grapes; bushfire; HPLC-MS; HPLC-MS/MS; Vitis vinifera
Rights: Copyright © 2010 American Chemical Society
RMID: 0020105338
DOI: 10.1021/jf903732p
Appears in Collections:Agriculture, Food and Wine publications

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