Journal of the American Society for Mass Spectrometry ( IF 3.2 ) Pub Date : 2018-01-12 , DOI: 10.1007/s13361-017-1876-8 Edoardo Longo 1 , Fabrizio Rossetti 2 , Matteo Scampicchio 1 , Emanuele Boselli 1
Cyclic B-type proanthocyanidins in red wines and grapes have been discovered recently. However, proanthocyanidins of a different chemical structure (non-cyclic A-type proanthocyanidins) already known to be present in cranberries and wine possess an identical theoretical mass. As a matter of fact, the retention times and the MS/MS fragmentations found for the proposed novel cyclic B-type tetrameric proanthocyanidin in red wine and the known tetrameric proanthocyanidin in a cranberry extract are herein shown to be identical. Thus, hydrogen/deuterium (H/D) exchange was applied to HPLC-HRMS/MS to confirm the actual chemical structure of the new oligomeric proanthocyanidins. The comparison of the results in water and deuterium oxide and between wine and cranberry extract indicates that the cyclic B-type tetrameric proanthocyanidin is the actual constituent of the recently proposed novel tetrameric species ([C60H49O24]+, m/z 1153.2608). Surprisingly, the same compound was also identified as the main tetrameric proanthocyanidin in cranberries. Finally, a totally new cyclic B-type hexameric proanthocyanidin ([C90H73O36]+, m/z 1729.3876) belonging to this novel class was identified for the first time in red wine.
中文翻译:
同位素交换HPLC-HRMS / MS用于葡萄酒和蔓越莓中的环状原花青素
最近在红酒和葡萄中发现了环状B型原花青素。然而,已知存在于蔓越莓和葡萄酒中的化学结构不同的原花色素(非环状A型原花色素)具有相同的理论质量。事实上,在红酒中发现的新型环状B型四聚原花青素与酸果蔓提取物中已知的四聚原花青素的保留时间和MS / MS片段在本文中显示是相同的。因此,将氢/氘(H / D)交换应用于HPLC-HRMS / MS,以确认新的低聚原花色素的实际化学结构。60 H 49 O 24 ] +,m / z 1153.2608)。出人意料的是,同一化合物也被鉴定为蔓越莓中的主要四聚体原花青素。最后,在红酒中首次鉴定出属于该新类别的全新的环状B型六聚原花色素([C 90 H 73 O 36 ] +,m / z 1729.3876)。