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  • Changes in the triterpenoid content of cuticular waxes during fruit ripening of eight grape (Vitis vinifera) cultivars grown in the Upper Rhine Valley.

Changes in the triterpenoid content of cuticular waxes during fruit ripening of eight grape (Vitis vinifera) cultivars grown in the Upper Rhine Valley.

Journal of agricultural and food chemistry (2014-07-25)
Flora Pensec, Cezary Pączkowski, Marta Grabarczyk, Agnieszka Woźniak, Mélanie Bénard-Gellon, Christophe Bertsch, Julie Chong, Anna Szakiel
ABSTRACT

Triterpenoids present in grape cuticular waxes are of interest due to their potential role in protection against biotic stresses, their impact on the mechanical toughness of the fruit surface, and the potential industrial application of these biologically active compounds from grape pomace. The determination of the triterpenoid profile of cuticular waxes reported here supplements existing knowledge of the chemical diversity of grape, with some compounds reported in this species for the first time. Common compounds identified in eight examined cultivars grown in the Upper Rhine Valley include oleanolic acid, oleanolic and ursolic acid methyl esters, oleanolic aldehyde, α-amyrin, α-amyrenone, β-amyrin, cycloartanol, 24-methylenecycloartanol, erythrodiol, germanicol, lupeol accompanied by lupeol acetate, campesterol, cholesterol, sitosterol, stigmasterol, and stigmasta-3,5-dien-7-one, whereas 3,12-oleandione was specific for the Muscat d'Alsace cultivar. Changes in the triterpenoid content of cuticular waxes were determined at three different phenological stages: young grapes, grapes at véraison (the onset of ripening), and mature grapes. The results reveal a characteristic evolution of triterpenoid content during fruit development, with a high level of total triterpenoids in young grapes that gradually decreases with a slight increase in the level of neutral triterpenoids. This phenomenon may partially explain changes in the mechanical properties of the cuticle and possible modulations in the susceptibility to pathogens of mature grapes.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Cholesterol, from lanolin, ≥99.0% (GC)
Sigma-Aldrich
Cholesterol, tested according to Ph. Eur.
Sigma-Aldrich
SyntheChol® NS0 Supplement, 500 ×, synthetic cholesterol, animal component-free, aqueous solution, sterile-filtered, suitable for cell culture
Supelco
Cholesterol solution, certified reference material, 10 mg/mL in chloroform
Sigma-Aldrich
Cholesterol, powder, BioReagent, suitable for cell culture, ≥99%
Sigma-Aldrich
Cholesterol, from sheep wool, ≥92.5% (GC), powder
Sigma-Aldrich
Stigmasterol, ~95%
Sigma-Aldrich
Cholesterol, Sigma Grade, ≥99%
Beta-sitosterol, European Pharmacopoeia (EP) Reference Standard
SAFC
Cholesterol, from sheep wool, Controlled origin, meets USP/NF testing specifications
Supelco
Cholesterol, Pharmaceutical Secondary Standard; Certified Reference Material
Supelco
Lupeol, analytical standard
SAFC
Cholesterol, Plant-Derived, SyntheChol®
Supelco
β-Sitosterol, certified reference material, 100 μg/mL in chloroform
Supelco
Oleanolic acid, analytical standard
Sigma-Aldrich
β-Sitosterol, ≥70%
Sigma-Aldrich
Campesterol, ~65%
Sigma-Aldrich
β-Sitosterol, from soybean, ≥96%
Sigma-Aldrich
Oleanolic acid, ≥97%
Sigma-Aldrich
Lupeol, ≥94%
Sigma-Aldrich
β-Sitosterol, synthetic, ≥95%