Obtaining hesperetin 7-O-glucosyl 6’’-O-laurate, a high lipophilic flavonoid ester, from Citrus waste

A biotechnological process that combines the treatment of Citrus processing waste to extract a high-valuable biomolecule, neohesperidin (NEO), and its further modification by biocatalysis to enhance the lipophilicity of its flavonoic moiety is presented. NEO was extracted from immature fruits of Cit...

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Detalles Bibliográficos
Autores: Celiz, Gustavo, Díaz, Ramón, Daz, Mirta Elizabeth
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2018
País:Argentina
Institución:Consejo Nacional de Investigaciones Científicas y Técnicas
Repositorio:CONICET Digital (CONICET)
Idioma:inglés
OAI Identifier:oai:ri.conicet.gov.ar:11336/65586
Acceso en línea:http://hdl.handle.net/11336/65586
Access Level:acceso abierto
Palabra clave:Citrus Processing Waste
Enzymatic Esterification
Flavonoid Ester
Hesperetin 7-O-Glucoside
Neohesperidin
https://purl.org/becyt/ford/2.9
https://purl.org/becyt/ford/2
Descripción
Sumario:A biotechnological process that combines the treatment of Citrus processing waste to extract a high-valuable biomolecule, neohesperidin (NEO), and its further modification by biocatalysis to enhance the lipophilicity of its flavonoic moiety is presented. NEO was extracted from immature fruits of Citrus aurantium and hydrolyzed by a commercial alpha-rhamnosidase to obtain hesperetin 7-glucoside (HG). NEO and HG were mono-acylated with vinyl laurate by using Novozym 435 in their primary OH-groups, but the esterification reaction was substantially faster for HG than NEO. Furthermore, the activation energy of the reaction lowers as solvents’ log-P decreases linearly. Under best conditions, HGL was obtained at gram scale with a simple downstream process. The solubility in n-octanol increased with each biocatalytic step (NEO