Taste and chirality: l-glucose sweetness is mediated by TAS1R2/TAS2R3 receptor.


Journal

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

Informations de publication

Date de publication:
30 Mar 2022
Historique:
received: 03 03 2021
revised: 27 09 2021
accepted: 09 10 2021
pubmed: 30 10 2021
medline: 15 12 2021
entrez: 29 10 2021
Statut: ppublish

Résumé

Naturally occurring sugars usually have d-chirality. While a change in chirality typically affects ligand-receptor interaction, non-caloric l-glucose was reported as sweet for humans. Here we show that l- and d-glucose have similar sensory detection thresholds (0.041 ± 0.006 M for d-glucose, and 0.032 ± 0.007 M for l-glucose) and similar sweetness intensities at suprathreshold concentrations. We demonstrate that l-glucose acts via the sweet taste receptor TAS1R2/TAS1R3, eliciting a dose-dependent activation in cell-based functional assays. Computational docking of glucose to the VFT domain of TAS1R2 suggests two sub-pockets, each compatible with each of the enantiomers. While some polar residues (Y103, D142, N143, S144, Y215) are unique for sub-pocket A and others (D307, T326, E382, R383) for sub-pocket B, no interaction is unique for only one enantiomer. The many options for creating hydrogen bonds with the hydroxyl moieties of glucose explain how both enantiomers can fit each one of the sub-pockets.

Identifiants

pubmed: 34715629
pii: S0308-8146(21)02399-2
doi: 10.1016/j.foodchem.2021.131393
pii:
doi:

Substances chimiques

Receptors, G-Protein-Coupled 0
Sugars 0
Glucose IY9XDZ35W2

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

131393

Informations de copyright

Copyright © 2021 Elsevier Ltd. All rights reserved.

Auteurs

Nitzan Dubovski (N)

The Institute of Biochemistry, Food Science and Nutrition, Robert H. Smith Faculty of Agriculture, Food and Environment, The Hebrew University of Jerusalem, P.O. Box 12, Rehovot 76100, Israel; Fritz Haber Center for Molecular Dynamics, The Hebrew University, Jerusalem, Israel. Electronic address: Nitzan.dubovski@mail.huji.ac.il.

Yaron Ben Shoshan-Galeczki (Y)

The Institute of Biochemistry, Food Science and Nutrition, Robert H. Smith Faculty of Agriculture, Food and Environment, The Hebrew University of Jerusalem, P.O. Box 12, Rehovot 76100, Israel; Fritz Haber Center for Molecular Dynamics, The Hebrew University, Jerusalem, Israel. Electronic address: yaron.benshoshan@mail.huji.ac.il.

Einav Malach (E)

The Institute of Biochemistry, Food Science and Nutrition, Robert H. Smith Faculty of Agriculture, Food and Environment, The Hebrew University of Jerusalem, P.O. Box 12, Rehovot 76100, Israel; Fritz Haber Center for Molecular Dynamics, The Hebrew University, Jerusalem, Israel.

Masha Y Niv (MY)

The Institute of Biochemistry, Food Science and Nutrition, Robert H. Smith Faculty of Agriculture, Food and Environment, The Hebrew University of Jerusalem, P.O. Box 12, Rehovot 76100, Israel; Fritz Haber Center for Molecular Dynamics, The Hebrew University, Jerusalem, Israel. Electronic address: masha.niv@mail.huji.ac.il.

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Classifications MeSH