Enzymatic β-glucosylation of nerol and geraniol using a β-glucosidase from Talaromyces amestolkiae: Applications in oenology

β-Glucosylation is a biocatalytic strategy for enhancing the solubility, stability, and bioactivity of natural products. Despite its potential, this transformation has received comparatively less attention than α-glucosylation, particularly in the context of non-carbohydrate acceptors. In this study...

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Detalles Bibliográficos
Autores: Rodriguez-Garcia, David, Méndez-Líter, Juan A., Uceda-Dominguez, Carlos, Alonso, Gonzalo L., Prieto, Alicia, Martínez, María Jesús, Cebrian-Tarancon, Cristina, Sanchez-Gomez, Rosario, Salinas, M. Rosario, Gonzalez-Alfonso, Jose L.
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2026
País:España
Institución:Consejo Superior de Investigaciones Científicas (CSIC)
Repositorio:DIGITAL.CSIC. Repositorio Institucional del CSIC
OAI Identifier:oai:dnet:digitalcsic_::4a83aa775939e33efa60c79f7f7766b0
Acceso en línea:http://hdl.handle.net/10261/430270
Access Level:acceso abierto
Palabra clave:Aroma precursors
Geraniol
Glucosides
Nerol
Oenology
Transglycosylation
β-Glucosidase
Descripción
Sumario:β-Glucosylation is a biocatalytic strategy for enhancing the solubility, stability, and bioactivity of natural products. Despite its potential, this transformation has received comparatively less attention than α-glucosylation, particularly in the context of non-carbohydrate acceptors. In this study, the β-glucosidase BGL-2 from Talaromyces amestolkiae was employed to β-glucosylate volatile compounds, demonstrating broad substrate flexibility. Nerol and geraniol were selected as key targets because, along with other volatiles, they are found in grapes as glycosidic aroma precursors, which are the reservoir of the varietal aroma of wines; however, their analysis as intact forms is very difficult due to the low availability of β-glycoside standards. Cellobiose was used as glucosyl donor and transglycosylation progress was tracked by UHPLC-MS, obtaining conversion yields of 24% for nerol in 3 h and 29% of geraniol in 5 h. To isolate the products, a liquid–liquid extraction protocol was developed and optimized. Structural elucidation of glucosides was performed using nuclear magnetic resonance (NMR). Solutions of these two glucosides were analysed by GC-MS (with or without enzymatic treatment) and by HPLC-DAD to determine intact glycosides in grapes and wine for demonstrating their potential as analytical standards in oenology