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

Fabio De Moliner; Kirsten Knox; Anke Reinders; John Ward; Paul McLaughlin; Karl Oparka; Marc Vendrell Escobar

doi:10.1093/jxb/ery075

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

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

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

Abstract / Description of output

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 structure-activity relationship analysis 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 language	English
Journal	Journal of Experimental Botany
Early online date	1 Mar 2018
DOIs	https://doi.org/10.1093/jxb/ery075
Publication status	E-pub ahead of print - 1 Mar 2018

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10.1093/jxb/ery075

ery075
This is an Open Access article distributed under the terms of the Creative Commons Attribution License (http://creativecommons.org/licenses/by/4.0/), which permits unrestricted reuse, distribution, and reproduction in any medium, provided the original work is properly cited.
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1 Finished

Development of phloem-mobile xenobiotics with enhanced transport properties
Oparka, K.
UK industry, commerce and public corporations
1/09/15 → 30/06/19
Project: Research

1 Review article

Illuminating the Translocation Stream
Knox, K. & Oparka, K., 1 Jun 2018, In: Current opinion in plant biology. 43, p. 113-118 6 p.
Research output: Contribution to journal › Review article › peer-review

Cite this

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title = "Probing binding specificity of the sucrose transporter AtSUC2 with fluorescent coumarin glucosides",

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 structure-activity relationship analysis 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.",

author = "{De Moliner}, Fabio and Kirsten Knox and Anke Reinders and John Ward and Paul McLaughlin and Karl Oparka and {Vendrell Escobar}, Marc",

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doi = "10.1093/jxb/ery075",

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T1 - Probing binding specificity of the sucrose transporter AtSUC2 with fluorescent coumarin glucosides

AU - De Moliner, Fabio

AU - Knox, Kirsten

AU - Reinders, Anke

AU - Ward, John

AU - McLaughlin, Paul

AU - Oparka, Karl

AU - Vendrell Escobar, Marc

PY - 2018/3/1

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N2 - 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 structure-activity relationship analysis 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.

AB - 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 structure-activity relationship analysis 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.

U2 - 10.1093/jxb/ery075

DO - 10.1093/jxb/ery075

M3 - Article

SN - 0022-0957

JO - Journal of Experimental Botany

JF - Journal of Experimental Botany

ER -

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

Abstract / Description of output

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Projects

Development of phloem-mobile xenobiotics with enhanced transport properties

Research output

Illuminating the Translocation Stream

Cite this