Probing binding specificity of the sucrose transporter AtSUC2 with fluorescent coumarin glucosides

Fabio De Moliner, Kirsten Knox, Anke Reinders, John M Ward, Paul J. McLaughlin, Karl Oparka, Marc Vendrell

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

The phloem sucrose transporter, AtSUC2, is promiscuous with respect to substrate recognition, transporting a range of glucosides in addition to sucrose, including naturally occurring coumarin glucosides. We used the inherent fluorescence of coumarin glucosides to probe the specificity of AtSUC2 for its substrates, and determined the structure-activity relationships that confer phloem transport in vivo using Arabidopsis seedlings. In addition to natural coumarin glucosides, we synthesized new compounds to identify key structural features that specify recognition by AtSUC2. Our analysis of the structure-activity relationship revealed that the presence of a free hydroxyl group on the coumarin moiety is essential for binding by AtSUC2 and subsequent phloem mobility. Structural modeling of the AtSUC2 substrate-binding pocket explains some important structural requirements for the interaction of coumarin glucosides with the AtSUC2 transporter.

Original languageEnglish (US)
Pages (from-to)2473-2482
Number of pages10
JournalJournal of experimental botany
Volume69
Issue number10
DOIs
StatePublished - Apr 27 2018

Fingerprint

coumarin
Glucosides
glucosides
Sucrose
transporters
Phloem
sucrose
phloem
structure-activity relationships
Structure-Activity Relationship
Seedlings
Arabidopsis
Hydroxyl Radical
Fluorescence
fluorescence
seedlings

Keywords

  • Arabidopsis
  • coumarin
  • fluorescence
  • glucosides
  • imaging
  • phloem
  • sucrose
  • transporters

PubMed: MeSH publication types

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

Cite this

Probing binding specificity of the sucrose transporter AtSUC2 with fluorescent coumarin glucosides. / De Moliner, Fabio; Knox, Kirsten; Reinders, Anke; Ward, John M; McLaughlin, Paul J.; Oparka, Karl; Vendrell, Marc.

In: Journal of experimental botany, Vol. 69, No. 10, 27.04.2018, p. 2473-2482.

Research output: Contribution to journalArticle

De Moliner, Fabio ; Knox, Kirsten ; Reinders, Anke ; Ward, John M ; McLaughlin, Paul J. ; Oparka, Karl ; Vendrell, Marc. / Probing binding specificity of the sucrose transporter AtSUC2 with fluorescent coumarin glucosides. In: Journal of experimental botany. 2018 ; Vol. 69, No. 10. pp. 2473-2482.
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