Cargando…

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

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) R...

Descripción completa

Detalles Bibliográficos
Autores principales: de Moliner, Fabio, Knox, Kirsten, Gordon, Doireann, Lee, Martin, Tipping, William J., Geddis, Ailsa, Reinders, Anke, Ward, John M., Oparka, Karl, Vendrell, Marc
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8048481/
https://www.ncbi.nlm.nih.gov/pubmed/33491852
http://dx.doi.org/10.1002/anie.202016802
_version_ 1783679229979787264
author de Moliner, Fabio
Knox, Kirsten
Gordon, Doireann
Lee, Martin
Tipping, William J.
Geddis, Ailsa
Reinders, Anke
Ward, John M.
Oparka, Karl
Vendrell, Marc
author_facet de Moliner, Fabio
Knox, Kirsten
Gordon, Doireann
Lee, Martin
Tipping, William J.
Geddis, Ailsa
Reinders, Anke
Ward, John M.
Oparka, Karl
Vendrell, Marc
author_sort de Moliner, Fabio
collection PubMed
description 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.
format Online
Article
Text
id pubmed-8048481
institution National Center for Biotechnology Information
language English
publishDate 2021
publisher John Wiley and Sons Inc.
record_format MEDLINE/PubMed
spelling pubmed-80484812021-04-16 A Palette of Minimally Tagged Sucrose Analogues for Real‐Time Raman Imaging of Intracellular Plant Metabolism de Moliner, Fabio Knox, Kirsten Gordon, Doireann Lee, Martin Tipping, William J. Geddis, Ailsa Reinders, Anke Ward, John M. Oparka, Karl Vendrell, Marc Angew Chem Int Ed Engl Communications 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. John Wiley and Sons Inc. 2021-02-26 2021-03-29 /pmc/articles/PMC8048481/ /pubmed/33491852 http://dx.doi.org/10.1002/anie.202016802 Text en © 2021 The Authors. Angewandte Chemie International Edition published by Wiley-VCH GmbH https://creativecommons.org/licenses/by/4.0/This is an open access article under the terms of the http://creativecommons.org/licenses/by/4.0/ (https://creativecommons.org/licenses/by/4.0/) License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.
spellingShingle Communications
de Moliner, Fabio
Knox, Kirsten
Gordon, Doireann
Lee, Martin
Tipping, William J.
Geddis, Ailsa
Reinders, Anke
Ward, John M.
Oparka, Karl
Vendrell, Marc
A Palette of Minimally Tagged Sucrose Analogues for Real‐Time Raman Imaging of Intracellular Plant Metabolism
title A Palette of Minimally Tagged Sucrose Analogues for Real‐Time Raman Imaging of Intracellular Plant Metabolism
title_full A Palette of Minimally Tagged Sucrose Analogues for Real‐Time Raman Imaging of Intracellular Plant Metabolism
title_fullStr A Palette of Minimally Tagged Sucrose Analogues for Real‐Time Raman Imaging of Intracellular Plant Metabolism
title_full_unstemmed A Palette of Minimally Tagged Sucrose Analogues for Real‐Time Raman Imaging of Intracellular Plant Metabolism
title_short A Palette of Minimally Tagged Sucrose Analogues for Real‐Time Raman Imaging of Intracellular Plant Metabolism
title_sort palette of minimally tagged sucrose analogues for real‐time raman imaging of intracellular plant metabolism
topic Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8048481/
https://www.ncbi.nlm.nih.gov/pubmed/33491852
http://dx.doi.org/10.1002/anie.202016802
work_keys_str_mv AT demolinerfabio apaletteofminimallytaggedsucroseanaloguesforrealtimeramanimagingofintracellularplantmetabolism
AT knoxkirsten apaletteofminimallytaggedsucroseanaloguesforrealtimeramanimagingofintracellularplantmetabolism
AT gordondoireann apaletteofminimallytaggedsucroseanaloguesforrealtimeramanimagingofintracellularplantmetabolism
AT leemartin apaletteofminimallytaggedsucroseanaloguesforrealtimeramanimagingofintracellularplantmetabolism
AT tippingwilliamj apaletteofminimallytaggedsucroseanaloguesforrealtimeramanimagingofintracellularplantmetabolism
AT geddisailsa apaletteofminimallytaggedsucroseanaloguesforrealtimeramanimagingofintracellularplantmetabolism
AT reindersanke apaletteofminimallytaggedsucroseanaloguesforrealtimeramanimagingofintracellularplantmetabolism
AT wardjohnm apaletteofminimallytaggedsucroseanaloguesforrealtimeramanimagingofintracellularplantmetabolism
AT oparkakarl apaletteofminimallytaggedsucroseanaloguesforrealtimeramanimagingofintracellularplantmetabolism
AT vendrellmarc apaletteofminimallytaggedsucroseanaloguesforrealtimeramanimagingofintracellularplantmetabolism
AT demolinerfabio paletteofminimallytaggedsucroseanaloguesforrealtimeramanimagingofintracellularplantmetabolism
AT knoxkirsten paletteofminimallytaggedsucroseanaloguesforrealtimeramanimagingofintracellularplantmetabolism
AT gordondoireann paletteofminimallytaggedsucroseanaloguesforrealtimeramanimagingofintracellularplantmetabolism
AT leemartin paletteofminimallytaggedsucroseanaloguesforrealtimeramanimagingofintracellularplantmetabolism
AT tippingwilliamj paletteofminimallytaggedsucroseanaloguesforrealtimeramanimagingofintracellularplantmetabolism
AT geddisailsa paletteofminimallytaggedsucroseanaloguesforrealtimeramanimagingofintracellularplantmetabolism
AT reindersanke paletteofminimallytaggedsucroseanaloguesforrealtimeramanimagingofintracellularplantmetabolism
AT wardjohnm paletteofminimallytaggedsucroseanaloguesforrealtimeramanimagingofintracellularplantmetabolism
AT oparkakarl paletteofminimallytaggedsucroseanaloguesforrealtimeramanimagingofintracellularplantmetabolism
AT vendrellmarc paletteofminimallytaggedsucroseanaloguesforrealtimeramanimagingofintracellularplantmetabolism