Cited by 28Biochemical Analysis and Sensing TechniquesIon Channels and ReceptorsSensory Analysis and Statistical Methods

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

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Dubovski, Nitzan, Ben Shoshan-Galeczki, Yaron, Malach, Einav, Niv, Masha Y.·2022·Food Chemistry

Published version of a preprint

Abstract

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.

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Research works printed but not linked: 31

  1. Ben Abu, 2021, Sweet taste of heavy water, Communications Biology, 4, 10.1038/s42003-021-01964-y · DOI
  2. Ben Shoshan-Galeczki, 2020, Structure-based screening for discovery of sweet compounds, Food Chemistry, 315, 126286, 10.1016/j.foodchem.2020.126286 · DOI
  3. Brookes, 2009, Odour character differences for enantiomers correlate with molecular flexibility, Journal of the Royal Society, Interface, 6, 75, 10.1098/rsif.2008.0165 · DOI
  4. Chaudhari, 2010, The cell biology of taste, Journal of Cell Biology, 190, 285, 10.1083/jcb.201003144 · DOI
  5. Cheled-Shoval, 2017, From Cell to Beak: In-Vitro and In-Vivo Characterization of Chicken Bitter Taste Thresholds, Molecules, 22, 821, 10.3390/molecules22050821 · DOI
  6. Deng, 2004, Structural interaction fingerprint (SIFt): A novel method for analyzing three-dimensional protein-ligand binding interactions, Journal of Medicinal Chemistry, 47, 337, 10.1021/jm030331x · DOI
  7. Di Pizio, 2019, Bitter and sweet tasting molecules: It's complicated, Neuroscience Letters, 700, 56, 10.1016/j.neulet.2018.04.027 · DOI
  8. Di Pizio, 2015, Promiscuity and selectivity of bitter molecules and their receptors, Bioorganic & Medicinal Chemistry, 23, 4082, 10.1016/j.bmc.2015.04.025 · DOI
  9. Dubois, 2015, Timely Diagnosis for Alzheimer's Disease: A Literature Review on Benefits and Challenges, Journal of Alzheimer's Disease, 49, 617, 10.3233/JAD-150692 · DOI
  10. DuBois, 2016, Molecular mechanism of sweetness sensation, Physiology & Behavior, 164, 453, 10.1016/j.physbeh.2016.03.015 · DOI
  11. Ellaithy, 2020, Structural and Biophysical Mechanisms of Class C G Protein-Coupled Receptor Function, Trends in Biochemical Sciences, 45, 1049, 10.1016/j.tibs.2020.07.008 · DOI
  12. Green, 1996, Evaluating the 'Labeled Magnitude Scale' for measuring sensations of taste and smell, Chemical Senses, 21, 323, 10.1093/chemse/21.3.323 · DOI
  13. Green, 1993, Derivation and evaluation of a semantic scale of oral sensation magnitude with apparent ratio properties, Chemical Senses, 18, 683, 10.1093/chemse/18.6.683 · DOI
  14. Jayasinghe, 2017, Is Sweet Taste Perception Associated with Sweet Food Liking and Intake?, Nutrients, 9, 750, 10.3390/nu9070750 · DOI
  15. Kalsi, 2009, Glucose homeostasis across human airway epithelial cell monolayers: Role of diffusion, transport and metabolism, Pflugers Archiv. European Journal of Physiology, 457, 1061, 10.1007/s00424-008-0576-4 · DOI
  16. Levin, 1995, Sugar substitutes: Their energy values, bulk characteristics, and potential health benefits, American Journal of Clinical Nutrition, 62, 1161S, 10.1093/ajcn/62.5.1161S · DOI
  17. Levit, 2014, Predicting GPCR Promiscuity Using Binding Site Features, Journal of Chemical Information and Modeling, 54, 184, 10.1021/ci400552z · DOI
  18. Low, 2017, Psychophysical Evaluation of Sweetness Functions Across Multiple Sweeteners, Chemical Senses, 42, 111, 10.1093/chemse/bjw109 · DOI
  19. Maillet, 2015, Characterization of the Binding Site of Aspartame in the Human Sweet Taste Receptor, Chemical Senses, 40, 577, 10.1093/chemse/bjv045 · DOI
  20. McMahon, 2001, Are human taste thresholds similar on the right and left sides of the tongue?, Chemical Senses, 26, 875, 10.1093/chemse/26.7.875 · DOI
  21. Meyerhof, W., Batram, C., Kuhn, C., Brockhoff, A., Chudoba, E., Bufe, B., Appendino, G., & Behrens, M. (2010). The molecular receptive ranges of human TAS2R bitter taste receptors. Chemical Senses, 35(2), 157–170. doi: 10.1093/chemse/bjp092. · DOI
  22. Nuemket, 2017, Structural basis for perception of diverse chemical substances by T1r taste receptors, Nature Communications, 8, 10.1038/ncomms15530 · DOI
  23. Patočka, 2004, Biomedical aspects of chiral molecules, Journal of Applied Biomedicine, 2, 95, 10.32725/jab.2004.011 · DOI
  24. Schmid, 2021, Comprehensive structure-activity-relationship studies of sensory active compounds in licorice (Glycyrrhiza glabra), Food Chemistry, 364, 130420, 10.1016/j.foodchem.2021.130420 · DOI
  25. Shallenberger, 1969, Sweet taste of D and L-sugars and amino-acids and the steric nature of their chemo-receptor site, Nature, 221, 555, 10.1038/221555a0 · DOI
  26. Temussi, 2009, Sweet, bitter and umami receptors: A complex relationship, Trends in Biochemical Sciences, 34, 296, 10.1016/j.tibs.2009.02.005 · DOI
  27. Wittmann, 2006, The Organic Chemistry of Sugars. Edited by Daniel E. Levy and Péter Fügedi, Angewandte Chemie International Edition, 45, 3399, 10.1002/anie.200685377 · DOI
  28. Yamada, 2017, Unknown biological effects of L-glucose, ALA, and PUFA, The Journal of Physiological Sciences, 67, 539, 10.1007/s12576-017-0544-x · DOI
  29. Yang, 2021, G protein-coupled receptors: Structure- and function-based drug discovery, Signal Transduction and Targeted Therapy, 6, 10.1038/s41392-020-00435-w · DOI
  30. Zhang, 2010, Molecular mechanism of the sweet taste enhancers, Proceedings of the National Academy of Sciences of the United States of America, 107, 4752, 10.1073/pnas.0911660107 · DOI
  31. Zhao, 2003, The receptors for mammalian sweet and umami taste, Cell, 115, 255, 10.1016/S0092-8674(03)00844-4 · DOI

Metadata

Authors
Dubovski, N., Ben Shoshan-Galeczki, Y., Malach, E., & Niv, M. Y.
Affiliations
Hebrew University of Jerusalem (IL)
Corresponding author
Niv, Masha Y.
Venue
Food Chemistry
Publisher
Elsevier BV
Published
2022-03
Volume
373
Issue
Pt A
Pages
131393
ISSN
0308-8146 (ISSN-L)
OpenAlex
W3207151512
Cited by
28
References
4
Citations by year
2026: 6 · 2025: 9 · 2024: 5 · 2023: 5 · 2022: 3
FWCI
2.08
Type
journal article
Language
en
Open access
Locations
  • Food Chemistry (publishedVersion)
  • bioRxiv (Cold Spring Harbor Laboratory) (acceptedVersion, cc-by-nc-nd)
  • PubMed (publishedVersion)
Funders
Israel Science Foundation (#1129/19)
Topics
  • Health Sciences › Nursing › Nutrition and Dietetics › Biochemical Analysis and Sensing Techniques
  • Life Sciences › Neuroscience › Sensory Systems › Ion Channels and Receptors
  • Life Sciences › Agricultural and Biological Sciences › Food Science › Sensory Analysis and Statistical Methods
Keywords
L-glucose, D-glucose, sweet taste receptor, ligand-receptor interactions, molecular docking, hydrogen bonding, sensory detection threshold, artificial sweeteners
MeSH terms
Sugars, Glucose, Humans, Hydrogen Bonding, Taste, Receptors, G-Protein-Coupled

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