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Title: Radiosynthesis of 6’-Deoxy-6’[ 18F]Fluorosucrose via Automated Synthesis and Its Utility to Study In Vivo Sucrose Transport in Maize (Zea mays) Leaves

Abstract

Sugars produced from photosynthesis in leaves are transported through the phloem tissues within veins and delivered to non-photosynthetic organs, such as roots, stems, flowers, and seeds, to support their growth and/or storage of carbohydrates. However, because the phloem is located internally within the veins, it is difficult to access and to study the dynamics of sugar transport. Radioactive tracers have been extensively used to study vascular transport in plants and have provided great insights into transport dynamics. To better study sucrose partitioning in vivo, a novel radioactive analog of sucrose was synthesized through a completely chemical synthesis route by substituting fluorine-18 (half-life 110 min) at the 6’ position to generate 6’-deoxy-6’[ 18F]fluorosucrose ( 18FS). This radiotracer was then used to compare sucrose transport between wild-type maize plants and mutant plants lacking the Sucrose transporter1 (Sut1) gene, which has been shown to function in sucrose phloem loading. Our results demonstrate that 18FS is transported in vivo, with the wild-type plants showing a greater rate of transport down the leaf blade than the sut1 mutant plants. A similar transport pattern was also observed for universally labeled [U- 14C]sucrose ([U- 14C]suc). Our findings thus support the proposed sucrose phloem loading function of themore » Sut1 gene in maize, and additionally demonstrate that the 18FS analog is a valuable, new tool that offers imaging advantages over [U- 14C]suc for studying phloem transport in plants.« less

Authors:
 [1];  [2];  [3];  [4];  [5];  [2];  [6];  [3];  [2];  [3]
  1. Univ. of Missouri, Columbia, MO (United States). Dept. of Chemistry; Argonne National Lab. (ANL), Argonne, IL (United States)
  2. Univ. of Missouri, Columbia, MO (United States). Dept. of Chemistry
  3. Univ. of Missouri, Columbia, MO (United States). Division of Biological Sciences, Interdisciplinary Plant Group and the Missouri Maize Center
  4. Univ. of Missouri, Columbia, MO (United States). Dept. of Chemistry; Univ. of Michigan, Ann Arbor, MI (United States). Dept. of Pathology
  5. Univ. of Missouri, Columbia, MO (United States). Dept. of Chemistry; Univ. of Hyderabad (India). School of Chemistry
  6. Univ. of Missouri, Columbia, MO (United States). Dept. of Chemistry and UM Research Reactor
Publication Date:
Research Org.:
Univ. of Missouri, Columbia, MO (United States)
Sponsoring Org.:
USDOE Office of Science (SC); National Science Foundation (NSF)
OSTI Identifier:
1459164
Grant/Contract Number:  
SC0002040; SC0006810; IOS–1025976; IIA-1430428
Resource Type:
Journal Article: Accepted Manuscript
Journal Name:
PLoS ONE
Additional Journal Information:
Journal Volume: 10; Journal Issue: 5; Journal ID: ISSN 1932-6203
Publisher:
Public Library of Science
Country of Publication:
United States
Language:
English
Subject:
54 ENVIRONMENTAL SCIENCES; 37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY; leaves; sucrose; maize; high performance liquid chromatography; phloem; solute transport; carbohydrates; leaf veins

Citation Formats

Rotsch, David, Brossard, Tom, Bihmidine, Saadia, Ying, Weijiang, Gaddam, Vikram, Harmata, Michael, Robertson, J. David, Swyers, Michael, Jurisson, Silvia S., and Braun, David M.. Radiosynthesis of 6’-Deoxy-6’[18F]Fluorosucrose via Automated Synthesis and Its Utility to Study In Vivo Sucrose Transport in Maize (Zea mays) Leaves. United States: N. p., 2015. Web. doi:10.1371/journal.pone.0128989.
Rotsch, David, Brossard, Tom, Bihmidine, Saadia, Ying, Weijiang, Gaddam, Vikram, Harmata, Michael, Robertson, J. David, Swyers, Michael, Jurisson, Silvia S., & Braun, David M.. Radiosynthesis of 6’-Deoxy-6’[18F]Fluorosucrose via Automated Synthesis and Its Utility to Study In Vivo Sucrose Transport in Maize (Zea mays) Leaves. United States. doi:10.1371/journal.pone.0128989.
Rotsch, David, Brossard, Tom, Bihmidine, Saadia, Ying, Weijiang, Gaddam, Vikram, Harmata, Michael, Robertson, J. David, Swyers, Michael, Jurisson, Silvia S., and Braun, David M.. Fri . "Radiosynthesis of 6’-Deoxy-6’[18F]Fluorosucrose via Automated Synthesis and Its Utility to Study In Vivo Sucrose Transport in Maize (Zea mays) Leaves". United States. doi:10.1371/journal.pone.0128989. https://www.osti.gov/servlets/purl/1459164.
@article{osti_1459164,
title = {Radiosynthesis of 6’-Deoxy-6’[18F]Fluorosucrose via Automated Synthesis and Its Utility to Study In Vivo Sucrose Transport in Maize (Zea mays) Leaves},
author = {Rotsch, David and Brossard, Tom and Bihmidine, Saadia and Ying, Weijiang and Gaddam, Vikram and Harmata, Michael and Robertson, J. David and Swyers, Michael and Jurisson, Silvia S. and Braun, David M.},
abstractNote = {Sugars produced from photosynthesis in leaves are transported through the phloem tissues within veins and delivered to non-photosynthetic organs, such as roots, stems, flowers, and seeds, to support their growth and/or storage of carbohydrates. However, because the phloem is located internally within the veins, it is difficult to access and to study the dynamics of sugar transport. Radioactive tracers have been extensively used to study vascular transport in plants and have provided great insights into transport dynamics. To better study sucrose partitioning in vivo, a novel radioactive analog of sucrose was synthesized through a completely chemical synthesis route by substituting fluorine-18 (half-life 110 min) at the 6’ position to generate 6’-deoxy-6’[18F]fluorosucrose (18FS). This radiotracer was then used to compare sucrose transport between wild-type maize plants and mutant plants lacking the Sucrose transporter1 (Sut1) gene, which has been shown to function in sucrose phloem loading. Our results demonstrate that 18FS is transported in vivo, with the wild-type plants showing a greater rate of transport down the leaf blade than the sut1 mutant plants. A similar transport pattern was also observed for universally labeled [U-14C]sucrose ([U-14C]suc). Our findings thus support the proposed sucrose phloem loading function of the Sut1 gene in maize, and additionally demonstrate that the 18FS analog is a valuable, new tool that offers imaging advantages over [U-14C]suc for studying phloem transport in plants.},
doi = {10.1371/journal.pone.0128989},
journal = {PLoS ONE},
issn = {1932-6203},
number = 5,
volume = 10,
place = {United States},
year = {2015},
month = {5}
}

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Works referenced in this record:

Improved synthesis of 2′-deoxy-2′-[18F]-fluoro-1-β-d-arabinofuranosyl-5-iodouracil ([18F]-FIAU)
journal, May 2010

  • Anderson, Harry; Pillarsetty, NagaVaraKishore; Cantorias, Melchor
  • Nuclear Medicine and Biology, Vol. 37, Issue 4, p. 439-442
  • DOI: 10.1016/j.nucmedbio.2010.01.003

Synthesis of 2′-Deoxy-2′-Fluoro- 1-Β- D -Arabinofuranosyl Uracil Derivatives: A Method Suitable For Preparation of [18F]-Labeled Nucleosides
journal, August 2002

  • Alauddin, Mian M.; Conti, Peter S.; Fissekis, John D.
  • Synthetic Communications, Vol. 32, Issue 11, p. 1757-1764
  • DOI: 10.1081/SCC-120004272