Univ. Bordeaux, CNRS UMR 5255, Inst. des Sciences Moléculaires, 351, Cours de la Libération, 33405 Talence, France.
Pernod-Ricard S.A., 5, cours Paul Ricard, 75008 Paris, France.
Food Chem. 2022 Mar 15;372:131281. doi: 10.1016/j.foodchem.2021.131281. Epub 2021 Sep 30.
The mechanism responsible for the appearance of the light-struck fault upon exposure of white wines and Champagnes to natural or artificial light is examined in light of new experiments involving methionine analogues. The latter show that the formation of volatile sulfur species upon irradiation of riboflavin in the presence of methionine in model wine solutions at pH 3 is not dependent on the existence of neighboring group stabilization of the sulfur-centered cation radical through a 5- or 6-membered cyclic intermediate. Instead, the formation of a dimer radical cation is proposed in agreement with the formation of oxidation products such as dimethyl disulfide at early reaction times and the observed steric effect upon product distribution. The limiting quantum yield for the release of sulfur atoms from a solution of methionine in model wine solutions at pH 3.5 containing riboflavin was found to be 0.26 (435 nm irradiation). No dependence of the quantum yield or product distribution on the irradiation wavelength was found over the range 365-90 nm.
新的实验涉及蛋氨酸类似物,根据这些实验,我们研究了白葡萄酒和香槟在暴露于自然光或人工光下出现光致斑点故障的原因。实验表明,在 pH 值为 3 的模型酒溶液中,核黄素辐照时,蛋氨酸存在下形成挥发性硫物种,这并不依赖于通过 5 或 6 元环状中间体稳定硫中心阳离子自由基的相邻基团。相反,根据氧化产物(如二甲基二硫醚)的形成和产物分布的观察到的空间位阻效应,提出了二聚体自由基阳离子的形成。在 pH 值为 3.5 的含有核黄素的模型酒溶液中,蛋氨酸溶液中从溶液中释放硫原子的量子产率限制为 0.26(435nm 辐射)。在 365-90nm 的范围内,量子产率或产物分布均不受辐照波长的影响。