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A Palette of Minimally Tagged Sucrose Analogues for Real‐Time Raman Imaging of Intracellular Plant Metabolism
Author(s) -
Moliner Fabio,
Knox Kirsten,
Gordon Doireann,
Lee Martin,
Tipping William J.,
Geddis Ailsa,
Reinders Anke,
Ward John M.,
Oparka Karl,
Vendrell Marc
Publication year - 2021
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.202016802
Subject(s) - sucrose , raman spectroscopy , intracellular , fructose , chemistry , metabolism , biochemistry , biophysics , biology , optics , physics
Abstract Sucrose is the main saccharide used for long‐distance transport in plants and plays an essential role in energy metabolism; however, there are no analogues for real‐time imaging in live cells. We have optimised a synthetic approach to prepare sucrose analogues including very small (≈50 Da or less) Raman tags in the fructose moiety. Spectroscopic analysis identified the alkyne‐tagged compound 6 as a sucrose analogue recognised by endogenous transporters in live cells and with higher Raman intensity than other sucrose derivatives. Herein, we demonstrate the application of compound 6 as the first optical probe to visualise real‐time uptake and intracellular localisation of sucrose in live plant cells using Raman microscopy.