2D NMR analysis for unambiguous structural elucidation of phenolic compounds formed through reaction between (+)-catechin and glyoxylic acid
✍ Scribed by Nour-Eddine Es-Safi; Christine Le Guernevé; Véronique Cheynier; Michel Moutounet
- Publisher
- John Wiley and Sons
- Year
- 2002
- Tongue
- English
- Weight
- 210 KB
- Volume
- 40
- Category
- Article
- ISSN
- 0749-1581
- DOI
- 10.1002/mrc.1081
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✦ Synopsis
Abstract
Various phenolic compounds were synthesized in an aqueous–alcoholic solution containing (+)‐catechin and glyoxylic acid which was used as a model of fruit‐derived food browning that usually occurs during aging. After purification by semi‐preparative HPLC, the isolated compounds were subjected to homo‐ and heteronuclear proton and carbon NMR analysis including COSY, TOCSY, ROESY, HSQC and HMBC techniques. These experiments allowed the structural elucidation and complete ^1^H and ^13^C NMR assignment of the isolated compounds. The strategies followed for the assignment of all proton and carbon resonances in addition to the linkage site determination are discussed. Copyright © 2002 John Wiley & Sons, Ltd.