Synthesis and characterization of fatty acid oat β-glucan ester and its structure-curcumin loading capacity relationship

J Agric Food Chem. 2014 Dec 17;62(50):12256-64. doi: 10.1021/jf504596u. Epub 2014 Dec 5.

Abstract

An amphiphilic fatty acid oat β-glucan ester (FAOGE) was first synthesized, and its structure-curcumin loading capacity (CLC) relationship was investigated. The DS of product increased with the addition of acyl imidazole, decreased with Mw of β-glucan, and did not relate to the acyl chain length. Characterizations by FT-IR and (1)H NMR evidenced the presence of ester groups in FAOGE and confirmed its successful synthesis. The aqueous self-aggregation behavior of FAOGE was revealed by transmission electron microcopy and dynamic light scattering. With the aid of response surface methodology, a quadratic polynomial equation was obtained to quantitatively describe the structure-CLC relationship of FAOGE by using Mw of β-glucan, acyl chain length, and DS as variables. The CLC increased with Mw of β-glucan and acyl chain length but maximized at a medium DS. The maximum CLC value was obtained as 4.05 μg/mg. Hence, FAOGE is a potential candidate in solubilizing and delivering hydrophobic food ingredients.

Keywords: curcumin; esters; oat β-glucan; structure; synthesis.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Avena / chemistry*
  • Curcumin / chemistry*
  • Esters / chemistry*
  • Fatty Acids / chemistry*
  • Hydrophobic and Hydrophilic Interactions
  • Molecular Structure
  • Molecular Weight
  • Polymers / chemical synthesis
  • Polymers / chemistry*
  • beta-Glucans / chemistry*

Substances

  • Esters
  • Fatty Acids
  • Polymers
  • beta-Glucans
  • Curcumin