Novel α-glycosyl compounds from glycosylation of rubusoside.

Glycosylation Ion-mobility high resolution mass spectrometry Nuclear magnetic resonance spectroscopy Rubusoside Sensory evaluation Structure elucidation

Journal

Food chemistry
ISSN: 1873-7072
Titre abrégé: Food Chem
Pays: England
ID NLM: 7702639

Informations de publication

Date de publication:
16 Apr 2023
Historique:
received: 10 10 2022
revised: 11 11 2022
accepted: 20 11 2022
pubmed: 1 12 2022
medline: 28 12 2022
entrez: 30 11 2022
Statut: ppublish

Résumé

In this work we investigated mixtures from α-glycosylation of rubusoside with cyclodextrin glycosyltransferases. In addition to the previously known α-1,4 glycosylated derivatives, nine new compounds with rare α-1,3-glycosidic bonds were identified based on nuclear magnetic resonance spectroscopy and mass spectrometric analysis. Furthermore, sensory properties of monoglycosylated rubusoside derivatives were investigated and compared to previously described monoglycosylated compounds. Additionally, digestion with α-amylase from human saliva was investigated for different glycosylated rubusoside derivatives.

Identifiants

pubmed: 36450197
pii: S0308-8146(22)02995-8
doi: 10.1016/j.foodchem.2022.135033
pii:
doi:

Substances chimiques

rubusoside TCV5K3M3GX
Glucosides 0
Diterpenes, Kaurane 0
Glycosides 0

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

135033

Informations de copyright

Copyright © 2022 Elsevier Ltd. All rights reserved.

Déclaration de conflit d'intérêts

Declaration of Competing Interest The authors declare the following financial interests/personal relationships which may be considered as potential competing interests: Johannes Wellmann reports financial support was provided by Symrise AG. Johannes Wellmann reports a relationship with Technische Universität Braunschweig that includes: employment. Johannes Wellmann has patent #PCT/EP2021/078871 pending to Symrise AG.

Auteurs

J Wellmann (J)

Institute of Food Chemistry, Schleinitzstraße 20, 38106 Braunschweig, Germany. Electronic address: johannes.wellmann@tu-braunschweig.de.

J Wilms (J)

Fresenius University of Applied Sciences, Limburger Straße 2, 65510 Idstein, Germany.

B Hartmann (B)

Symrise AG, Mühlenfeldstraße 1, 37603 Holzminden, Germany.

B Zirpel (B)

Symrise AG, Mühlenfeldstraße 1, 37603 Holzminden, Germany.

S I Brückner (SI)

Symrise AG, Mühlenfeldstraße 1, 37603 Holzminden, Germany.

S Hillebrand (S)

Symrise AG, Mühlenfeldstraße 1, 37603 Holzminden, Germany.

J Ley (J)

Symrise AG, Mühlenfeldstraße 1, 37603 Holzminden, Germany.

P Winterhalter (P)

Institute of Food Chemistry, Schleinitzstraße 20, 38106 Braunschweig, Germany.

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Classifications MeSH