Interactions between pectic compounds and procyanidins are influenced by methylation degree and chain length

Biomacromolecules. 2013 Mar 11;14(3):709-18. doi: 10.1021/bm301796y. Epub 2013 Feb 19.

Abstract

The interactions between procyanidins and pectic compounds are of importance in food chemistry. Procyanidins with low (9) and high (30) average degrees of polymerization (DP9 and DP30) were extracted from two cider apple varieties. Commercial apple and citrus pectins, as well as three pectin subfractions (homogalacturonans, partially methylated homogalacturonans with degree of methylation 30 and 70) at 30 mM galacturonic acid equivalent, were titrated with the two procyanidin fractions (at 30 mM (-)-epicatechin equivalent) by isothermal titration calorimetry and UV-vis spectrophotometry. Slightly stronger affinities were recorded between commercial apple or citrus pectins and procyanidins of DP30 (Ka = 1460 and 1225 M(-1) respectively, expressed per monomer units) compared to procyanidins of DP9 (Ka = 1240 and 1085 M(-1), respectively), but stoichiometry and absorbance maxima differed between apple and citrus pectins. It was proposed that methylated homogalacturonans interacted with procyanidins DP30 mainly through hydrophobic interactions. The stronger association was obtained with the longer procyanidin molecules interacting with highly methylated pectins.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Catechin / chemistry
  • Citrus / chemistry
  • Flavonoids / chemistry
  • Food Handling / methods
  • Fruit / chemistry
  • Hexuronic Acids / chemistry
  • Malus / chemistry
  • Methylation
  • Pectins / chemistry*
  • Polymerization
  • Proanthocyanidins / chemistry*

Substances

  • Flavonoids
  • Hexuronic Acids
  • Proanthocyanidins
  • flavan-3-ol
  • galacturonic acid
  • Pectins
  • Catechin
  • polygalacturonic acid