High-Performance Liquid Chromatography-Hydrogen/Deuterium Exchange-High-Resolution Mass Spectrometry Partial Identification of a Series of Tetra- and Pentameric Cyclic Procyanidins and Prodelphinidins in Wine Extracts.,Journal of Agricultural and Food Chemistry

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High-Performance Liquid Chromatography-Hydrogen/Deuterium Exchange-High-Resolution Mass Spectrometry Partial Identification of a Series of Tetra- and Pentameric Cyclic Procyanidins and Prodelphinidins in Wine Extracts.
Journal of Agricultural and Food Chemistry ( IF 5.7 ) Pub Date : 2020-01-22 , DOI: 10.1021/acs.jafc.9b06195
Vakarė Merkytė _{1,

2} , Edoardo Longo _{1,

2} , Michaël Jourdes ₃ , Alicia Jouin ₃ , Pierre-Louis Teissedre ₃ , Emanuele Boselli _{1,

2}

Affiliation

A solid-phase extraction method was applied for the identification of a series of unconventional crown (macrocyclic) B-type proanthocyanidin tetramers (m/z 1169.2557, 1185.2507, 1201.2456, and 1217.2405) and pentamers (m/z 1457.3191, 1473.3140, 1489.3090, 1505.3039, and 1521.2988) containing (epi)catechins only (procyanidins) or (epi)catechins and (epi)gallocatechins (prodelphinidins). These compounds were identified in red wine by high-performance liquid chromatography-high-resolution mass spectrometry coupled with online hydrogen/deuterium exchange (HDX) after purification with a C18 solid-phase extraction phase from the original wine sample. The number and type of monomer units present in each procyanidin and prodelphinidin are discussed on the basis of the experimental measured masses, their retention time distribution among observed isomers, tandem mass spectrometry fragmentations, and the HDX-induced shift of the theoretical monoisotopic mass. The elution in reverse-phase high-performance liquid chromatography shifted to lower retention times when the ratio of (epi)gallocatechin units in these molecules increased with respect to the content of (epi)catechin units, as a consequence of the increase of polarity.

中文翻译：

高效液相色谱-氢/氘交换-高分辨率质谱法部分鉴定葡萄酒提取物中的一系列四聚和五聚体环原花青素和原花青素。

固相萃取法用于鉴定一系列非常规的冠（大环）B型原花青素四聚物（m / z 1169.2557、1185.2507、1201.2456和1217.2405）和五聚物（m / z 1457.3191、1473.3140、1489.3090， 1505.3039和1521.2988）仅包含（epi）儿茶素（原花青素）或（epi）儿茶素和（epi）gallocatechins（原花青素）。在从原始葡萄酒样品中经C18固相萃取相纯化后，通过高效液相色谱-高分辨率质谱结合在线氢/氘交换（HDX）在红酒中鉴定了这些化合物。根据实验测得的质量，它们在观察到的异构体中的保留时间分布，讨论了每种原花青素和原花青素中存在的单体单元的数量和类型。串联质谱碎裂，以及HDX引起的理论单同位素质量变化。当这些分子中的表儿茶素单元的比例相对于儿茶素单元的含量增加时，由于极性的增加，反相高效液相色谱法的洗脱转移到了更低的保留时间。

更新日期：2020-01-23

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