A Palette of Minimally Tagged Sucrose Analogues for Real-Time Raman Imaging of Intracellular Plant Metabolism

Fabio de Moliner; Kirsten Knox; Doireann Gordon; Martin Lee; William J. Tipping; Ailsa Geddis; Anke Reinders; John M. Ward; Karl Oparka; Marc Vendrell

doi:10.1002/anie.202016802

A Palette of Minimally Tagged Sucrose Analogues for Real-Time Raman Imaging of Intracellular Plant Metabolism

Fabio de Moliner
, Kirsten Knox
, Doireann Gordon
, Martin Lee
, William J. Tipping
, Ailsa Geddis
, Anke Reinders
, John M. Ward
, Karl Oparka
, Marc Vendrell

Plant and Microbial Biology

Research output: Contribution to journal › Article › peer-review

33 Scopus citations

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.

Original language	English (US)
Pages (from-to)	7637-7642
Number of pages	6
Journal	Angewandte Chemie - International Edition
Volume	60
Issue number	14
DOIs	https://doi.org/10.1002/anie.202016802
State	Published - Mar 29 2021

Bibliographical note

Publisher Copyright:
© 2021 The Authors. Angewandte Chemie International Edition published by Wiley-VCH GmbH

Keywords

imaging
probes
stimulated Raman scattering
sugars
transport

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10.1002/anie.202016802

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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.",

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AU - Gordon, Doireann

AU - Lee, Martin

AU - Tipping, William J.

AU - Geddis, Ailsa

AU - Reinders, Anke

AU - Ward, John M.

AU - Oparka, Karl

AU - Vendrell, Marc

PY - 2021/3/29

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N2 - 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.

AB - 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.

KW - imaging

KW - probes

KW - stimulated Raman scattering

KW - sugars

KW - transport

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A Palette of Minimally Tagged Sucrose Analogues for Real-Time Raman Imaging of Intracellular Plant Metabolism

Abstract

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