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Strecker aldehydes (SA) can be formed in wine from the degradation of Strecker and, to a lesser degree, via the oxidation of higher alcohols. The objective of this article is to assess the magnitude of the differences introduced by wine compositional factors other than amino acids and Fe, in the accumulation of SA during oxidation. Eight red, two rosé and two white wines were oxidized. The accumulation of SA was analyzed. Whites and rosés presented negative accumulations for isobutyraldehyde, and in general, these wines accumulated smaller concentrations of the other SA than red wines. Only methional and phenylacetaldehyde were accumulated in all of the wines during oxidation. 2-methylbutanal and 3-methylbutanal were accumulated in 9 out of the 12 wines, whereas isobutyraldehyde was accumulated only in 5 out of the 12. 2-methylbutanal was, on average, the least accumulated aldehyde. Methional was the aldehyde formed most homogenously. Most of the observed differences can be attributed to three factors: the pH, oxidation time and native levels of Strecker aldehydes. The influence of pH was particularly intense in the cases of phenylacetaldehyde and methional. An independent test using synthetic wines with Strecker amino acids and 4-methylcatechol with different pHs (4.2, 3.5 and 2.8) was carried out in order to verify the higher pH value, the greater accumulation in SA after oxidation process. The results strongly suggest the important role played by pH in the accumulation of SA in wine oxidation.
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http://dx.doi.org/10.3390/molecules27103056 | DOI Listing |
ChemSusChem
September 2025
Organic Chemistry Institute, University of Münster, Corrensstraße 36, 48149, Münster, Germany.
A three-step, one-pot, sequential cascade starting from simple feedstocks to increase complexity toward value-added chiral synthetic building blocks is reported. This is achieved by precisely integrating organic photocatalysis and noncovalent organocatalysis, often operating at dissimilar conditions and reaction media. In particular, this strategy is used to enable the direct transformation of readily available benzylic substrates, such as methylbenzenes, benzyl alcohols, or amines, into enantioenriched α-aminonitriles by benzylic CH photooxidation to their corresponding aldehydes, followed by in situ imine formation and final asymmetric organocatalytic Strecker reaction.
View Article and Find Full Text PDFJ Food Sci
August 2025
Department of Food Science, Rutgers University, New Brunswick, New Jersey, USA.
2-Furfural is a potential genotoxic compound that could be generated through the Maillard reaction. Clarification of reaction pathways affecting the 2-furfural formation shows great significance. 2-Furfural formation from the glucose-glycine Amadori compound (AC) was found to be greatly influenced by the intermediate glyoxal.
View Article and Find Full Text PDFNat Commun
July 2025
Zhongshan Institute for Drug Discovery, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Zhongshan, China.
Difluorocarbene, an important reactive intermediate in organic synthesis, exhibits intriguing properties and synthetic versatility. However, great challenges in modulating reaction pathways limit its widespread application in synthetic chemistry. While metal-catalyzed difluorocarbene transfer offers a promising strategy but remains a formidable challenge.
View Article and Find Full Text PDFFood Chem
October 2025
Food Quality and Safety (FoQuS) Research Group, Department of Food Engineering, Hacettepe University, 06800 Beytepe, Ankara, Turkey. Electronic address:
Sprouting grains increases free amino acids and reducing sugars, accelerating the Maillard reaction to enhance flavour in baked goods, but also potentially increasing acrylamide formation. This study evaluated the effects of incorporating sprouted wheat wholemeal into biscuits and crackers from the perspectives of food quality and safety. Acrylamide levels increased by 36% in biscuits with 48-h sprouted wholemeal but remained unchanged in crackers, with substantial increases observed for 72-h sprouted wholemeal.
View Article and Find Full Text PDFJ Agric Food Chem
June 2025
Department of Food and Nutritional Sciences, University of Reading, Whiteknights, Reading RG6 6AP, U.K.
Adding water to chocolate is known to cause a large increase in the concentration of Strecker aldehydes, which are key aroma compounds in cocoa. 3-Oxazolines may be precursors responsible for this; however, only a low concentration of 2-isobutyl-5-methyl-3-oxazoline was previously identified in chocolate. This study investigates the possibility that other types of 3-oxazolines are the relevant precursors present in cocoa.
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