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

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 withi...

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Published inPloS one Vol. 10; no. 5; p. e0128989
Main Authors Rotsch, David, Brossard, Tom, Bihmidine, Saadia, Ying, Weijiang, Gaddam, Vikram, Harmata, Michael, Robertson, J David, Swyers, Michael, Jurisson, Silvia S, Braun, David M
Format Journal Article
LanguageEnglish
Published United States Public Library of Science 29.05.2015
Public Library of Science (PLoS)
Subjects
Automation
Biological Transport, Active - physiology
Carbohydrates
Chemical synthesis
Corn
ENVIRONMENTAL SCIENCES
Flowers
Fluorine
Fluorine Radioisotopes - pharmacokinetics
Fluorine Radioisotopes - pharmacology
Half-life
high performance liquid chromatography
Hydrocarbons, Fluorinated - chemical synthesis
Hydrocarbons, Fluorinated - chemistry
Hydrocarbons, Fluorinated - pharmacokinetics
Hydrocarbons, Fluorinated - pharmacology
In vivo methods and tests
INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
Interdisciplinary aspects
Isotope Labeling
leaf veins
Leaves
maize
Monosaccharide Transport Proteins - metabolism
Organs
Phloem
Photosynthesis
Physiology
Plant biochemistry
Plant Leaves - metabolism
Plant Proteins - metabolism
Process controls
Proteins
Radioactive half-life
Radioactive tracers
Radioisotopes
Science
Seeds
solute transport
Studies
Sucrose
Sucrose - analogs & derivatives
Sucrose - chemical synthesis
Sucrose - chemistry
Sucrose - pharmacokinetics
Sucrose - pharmacology
Sugar
SUT1 gene
Tissues
Tracers (Chemistry)
Transport
Uranium
Veins (plant anatomy)
Zea mays
Zea mays - metabolism
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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'[(18)F]fluorosucrose ((18)FS). 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 (18)FS 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-(14)C]sucrose ([U-(14)C]suc). Our findings support the proposed sucrose phloem loading function of the Sut1 gene in maize, and additionally demonstrate that the (18)FS analog is a valuable, new tool that offers imaging advantages over [U-(14)C]suc for studying phloem transport in plants.
AbstractList 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’[ 18 F]fluorosucrose ( 18 FS). 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 18 FS 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- 14 C]sucrose ([U- 14 C]suc). Our findings support the proposed sucrose phloem loading function of the Sut1 gene in maize, and additionally demonstrate that the 18 FS analog is a valuable, new tool that offers imaging advantages over [U- 14 C]suc for studying phloem transport in plants.
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'[(18)F]fluorosucrose ((18)FS). 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 (18)FS 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-(14)C]sucrose ([U-(14)C]suc). Our findings support the proposed sucrose phloem loading function of the Sut1 gene in maize, and additionally demonstrate that the (18)FS analog is a valuable, new tool that offers imaging advantages over [U-(14)C]suc for studying phloem transport in plants.
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 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.
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'[.sup.18 F]fluorosucrose (.sup.18 FS). 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 .sup.18 FS 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-.sup.14 C]sucrose ([U-.sup.14 C]suc). Our findings support the proposed sucrose phloem loading function of the Sut1 gene in maize, and additionally demonstrate that the .sup.18 FS analog is a valuable, new tool that offers imaging advantages over [U-.sup.14 C]suc for studying phloem transport in plants.
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.
Audience Academic
Author Jurisson, Silvia S
Braun, David M
Ying, Weijiang
Robertson, J David
Rotsch, David
Bihmidine, Saadia
Brossard, Tom
Harmata, Michael
Swyers, Michael
Gaddam, Vikram
AuthorAffiliation 1 Department of Chemistry, University of Missouri, Columbia, Missouri, United States of America
3 University of Missouri Research Reactor, University of Missouri, Columbia, Missouri, United States of America
2 Division of Biological Sciences, Interdisciplinary Plant Group and the Missouri Maize Center, University of Missouri, Columbia, Missouri, United States of America
Leibniz-Institute for Vegetable and Ornamental Crops, GERMANY
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BackLink https://www.ncbi.nlm.nih.gov/pubmed/26024520$$D View this record in MEDLINE/PubMed
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ContentType Journal Article
Copyright COPYRIGHT 2015 Public Library of Science
2015 Rotsch et al. This is an open access article distributed under the terms of the Creative Commons Attribution License: http://creativecommons.org/licenses/by/4.0/ (the “License”), which permits unrestricted use, distribution, and reproduction in any medium, provided the original author and source are credited Notwithstanding the ProQuest Terms and Conditions, you may use this content in accordance with the terms of the License.
2015 Rotsch et al 2015 Rotsch et al
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SC0002040; SC0006810; IOS–1025976; IIA-1430428
USDOE Office of Science (SC)
National Science Foundation (NSF)
Competing Interests: The authors have declared that no competing interests exist.
Current address: Department of Pathology, University of Michigan, Ann Arbor, Michigan, United States of America
Current address: Argonne National Laboratory, Argonne, Illinois, United States of America
Current address: School of Chemistry, University of Hyderabad, Hyderabad, India
Conceived and designed the experiments: DR TB SB WY VG MH JDR SJ DMB. Performed the experiments: DR TB SB WY VG MS. Analyzed the data: DR TB SB MH JDR MS SJ DMB. Contributed reagents/materials/analysis tools: DR TB SB WY VG MH JDR MS SJ DMB. Wrote the paper: DR TB SB MH JDR SJ DMB.
OpenAccessLink https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4449027/
PMID 26024520
PQID 1684193553
PQPubID 1436336
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SSID ssj0053866
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Snippet Sugars produced from photosynthesis in leaves are transported through the phloem tissues within veins and delivered to non-photosynthetic organs, such as...
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SubjectTerms Automation
Biological Transport, Active - physiology
Carbohydrates
Chemical synthesis
Corn
ENVIRONMENTAL SCIENCES
Flowers
Fluorine
Fluorine Radioisotopes - pharmacokinetics
Fluorine Radioisotopes - pharmacology
Half-life
high performance liquid chromatography
Hydrocarbons, Fluorinated - chemical synthesis
Hydrocarbons, Fluorinated - chemistry
Hydrocarbons, Fluorinated - pharmacokinetics
Hydrocarbons, Fluorinated - pharmacology
In vivo methods and tests
INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
Interdisciplinary aspects
Isotope Labeling
leaf veins
Leaves
maize
Monosaccharide Transport Proteins - metabolism
Organs
Phloem
Photosynthesis
Physiology
Plant biochemistry
Plant Leaves - metabolism
Plant Proteins - metabolism
Process controls
Proteins
Radioactive half-life
Radioactive tracers
Radioisotopes
Science
Seeds
solute transport
Studies
Sucrose
Sucrose - analogs & derivatives
Sucrose - chemical synthesis
Sucrose - chemistry
Sucrose - pharmacokinetics
Sucrose - pharmacology
Sugar
SUT1 gene
Tissues
Tracers (Chemistry)
Transport
Uranium
Veins (plant anatomy)
Zea mays
Zea mays - metabolism
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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
URI https://www.ncbi.nlm.nih.gov/pubmed/26024520
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https://search.proquest.com/docview/1685744743
https://www.osti.gov/servlets/purl/1459164
https://pubmed.ncbi.nlm.nih.gov/PMC4449027
https://doaj.org/article/64a569a7497743b2a72f76e7efd5db4f
http://dx.doi.org/10.1371/journal.pone.0128989
Volume 10
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