Synthesis and emulsifying properties of carbohydrate fatty acid esters produced from Agave tequilana fructans by enzymatic acylation

Leticia Casas-Godoy, Javier Arrizon, Daniel Arrieta-Baez, Francisco J. Plou, Georgina Sandoval

Research output: Contribution to journalArticlepeer-review

27 Scopus citations

Abstract

Carbohydrate fatty acid esters are non-ionic surfactants with a broad spectrum of applications. These molecules are generally synthesized using short carbohydrates or linear fructans; however in this research carbohydrate fatty acid esters were produced for the first time with branched fructans from Agave tequilana. Using immobilized lipases we successfully acylated A. tequilana fructans with vinyl laurate, obtaining products with different degrees of polymerization (DP). Lipozyme 435 was the most efficient lipase to catalyze the transesterification reaction. HPLC and ESI-MS analysis proved the presence of a mixture of acylated products as a result of the chemical complexity of fructans in the A. tequilana. The ESI-MS spectra showed a molecular mass shift between 183 and 366 g/mol for fructooligosaccharides with a DP lower than 6, which indicated the presence of Agave fructans that had been mono- and diacylated with lauric acid. The carbohydrate fatty acid esters (CFAE) obtained showed good emulsifying properties in W/O emulsions.

Original languageEnglish
Pages (from-to)437-443
Number of pages7
JournalFood Chemistry
Volume204
DOIs
StatePublished - 1 Aug 2016

Keywords

  • Branched Agave tequilana fructans
  • Carbohydrate fatty acid esters
  • Emulsifiers
  • Enzymatic acylation
  • Lipases

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