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

Research output: Contribution to journalArticlepeer-review

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 languageEnglish (US)
Pages (from-to)7637-7642
Number of pages6
JournalAngewandte Chemie - International Edition
Volume60
Issue number14
DOIs
StatePublished - Mar 29 2021

Bibliographical note

Funding Information:
The authors acknowledge funding from the Biotechnology and Biological Sciences Research Council (BB/M025160/1), the Medical Research Council (MR/R01566X/1), Cancer Research UK (C157/A25140 and C157/A15703), the Office of Basic Energy Sciences of the U.S. Department of Energy (DE‐FG02‐07ER15886) and the University of Strathclyde. M.V. acknowledges funds from an ERC Consolidator Grant (771443).

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

Keywords

  • imaging
  • probes
  • stimulated Raman scattering
  • sugars
  • transport

PubMed: MeSH publication types

  • Journal Article
  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.

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