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 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 Ward, Karl Oparka, Marc Vendrell

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

Abstract / Description of output

Sucrose is the main saccharide transported 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 (<40 Da) Raman tags in the fructose moiety. Spectroscopic analysis identified the alkyne-tagged compound 6 as a sucrose analogue able to be recognised by sucrose transporters in live cells and with remarkably 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
Journal	Angewandte Chemie International Edition
DOIs	https://doi.org/10.1002/anie.202016802
Publication status	Published - 25 Jan 2021

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10.1002/anie.202016802

anie.202016802
This is an open access article underthe terms of the Creative Commons Attribution License, whichpermits use, distribution and reproduction in any medium, providedthe original work is properly cited.
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https://onlinelibrary.wiley.com/doi/10.1002/anie.202016802

Dynamic Activatable Fluorophores
Vendrell Escobar, M.
EU government bodies
1/06/18 → 31/05/23
Project: Research
Development of phloem-mobile xenobiotics with enhanced transport properties
Vendrell Escobar, M.
BBSRC
1/06/15 → 30/06/19
Project: Research

Advanced Imaging Resource
Ann Wheeler (Manager), Laura Murphy (Other), Martin Lee (Other), Helen Caldwell (Other), Matthew Pearson (Other) & James Iremonger (Other)
Deanery of Molecular, Genetic and Population Health Sciences
Facility/equipment: Facility

Cite this

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

abstract = "Sucrose is the main saccharide transported 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 (<40 Da) Raman tags in the fructose moiety. Spectroscopic analysis identified the alkyne-tagged compound 6 as a sucrose analogue able to be recognised by sucrose transporters in live cells and with remarkably 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.",

author = "{De Moliner}, Fabio and Kirsten Knox and Doireann Gordon and Martin Lee and Tipping, {William J} and Ailsa Geddis and Anke Reinders and John Ward and Karl Oparka and Marc Vendrell",

year = "2021",

month = jan,

day = "25",

doi = "10.1002/anie.202016802",

language = "English",

journal = "Angewandte Chemie International Edition",

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T1 - A Palette of Minimally Tagged Sucrose Analogues for Real‐Time Raman Imaging of Intracellular Plant Metabolism

AU - De Moliner, Fabio

AU - Knox, Kirsten

AU - Gordon, Doireann

AU - Lee, Martin

AU - Tipping, William J

AU - Geddis, Ailsa

AU - Reinders, Anke

AU - Ward, John

AU - Oparka, Karl

AU - Vendrell, Marc

PY - 2021/1/25

Y1 - 2021/1/25

N2 - Sucrose is the main saccharide transported 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 (<40 Da) Raman tags in the fructose moiety. Spectroscopic analysis identified the alkyne-tagged compound 6 as a sucrose analogue able to be recognised by sucrose transporters in live cells and with remarkably 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 transported 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 (<40 Da) Raman tags in the fructose moiety. Spectroscopic analysis identified the alkyne-tagged compound 6 as a sucrose analogue able to be recognised by sucrose transporters in live cells and with remarkably 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.

U2 - 10.1002/anie.202016802

DO - 10.1002/anie.202016802

M3 - Article

SN - 1433-7851

JO - Angewandte Chemie International Edition

JF - Angewandte Chemie International Edition

ER -

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

Abstract / Description of output

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Projects

Dynamic Activatable Fluorophores

Development of phloem-mobile xenobiotics with enhanced transport properties

Equipment

Advanced Imaging Resource

Cite this