Synthesis of 1-O-(8-[18F]fluorooctanoyl)-2-O-palmitoyl-rac-glycerol for imaging intracellular signal transduction

Shozo Furumoto; Ren Iwata; Tatsuo Ido

doi:10.1002/1099-1344(20001030)43:12<1159::AID-JLCR402>3.0.CO;2-Z

Synthesis of 1-O-(8-[¹⁸F]fluorooctanoyl)-2-O-palmitoyl-rac-glycerol for imaging intracellular signal transduction

Shozo Furumoto, Ren Iwata, Tatsuo Ido

Cyclotron and Radioisotope Center (CYRIC)

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

1 Citation (Scopus)

Abstract

An improved approach to the synthesis of 1-O-(8-[¹⁸F]fluorooctanoyl)-2-O-palmitoyl-rac-glycerol (rac-1,2-[¹⁸F]FDAG) has been developed. We designed and synthesized two new types of precursors for the radiosynthesis and investigated their general utility. Each precursor was smoothly radiofluorinated (5 min) and the protecting group at the 3-O-position was rapidly removed (1 min). The resulting rac-1,2-[¹⁸F]FDAG was obtained in overall radiochemical yields of 20-30% (EOB) within 70 min including final preparative HPLC separation.

Original language	English
Pages (from-to)	1159-1172
Number of pages	14
Journal	Journal of Labelled Compounds and Radiopharmaceuticals
Volume	43
Issue number	12
DOIs	https://doi.org/10.1002/1099-1344(20001030)43:12<1159::AID-JLCR402>3.0.CO;2-Z
Publication status	Published - 2000 Nov 18

Keywords

Diacylglycerols
Fluorine-18
Intracellular signal transduction
Second messenger

ASJC Scopus subject areas

Analytical Chemistry
Biochemistry
Radiology Nuclear Medicine and imaging
Drug Discovery
Spectroscopy
Organic Chemistry

Access to Document

10.1002/1099-1344(20001030)43:12<1159::AID-JLCR402>3.0.CO;2-Z

Cite this

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title = "Synthesis of 1-O-(8-[18F]fluorooctanoyl)-2-O-palmitoyl-rac-glycerol for imaging intracellular signal transduction",

abstract = "An improved approach to the synthesis of 1-O-(8-[18F]fluorooctanoyl)-2-O-palmitoyl-rac-glycerol (rac-1,2-[18F]FDAG) has been developed. We designed and synthesized two new types of precursors for the radiosynthesis and investigated their general utility. Each precursor was smoothly radiofluorinated (5 min) and the protecting group at the 3-O-position was rapidly removed (1 min). The resulting rac-1,2-[18F]FDAG was obtained in overall radiochemical yields of 20-30% (EOB) within 70 min including final preparative HPLC separation.",

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author = "Shozo Furumoto and Ren Iwata and Tatsuo Ido",

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AU - Iwata, Ren

AU - Ido, Tatsuo

PY - 2000/11/18

Y1 - 2000/11/18

N2 - An improved approach to the synthesis of 1-O-(8-[18F]fluorooctanoyl)-2-O-palmitoyl-rac-glycerol (rac-1,2-[18F]FDAG) has been developed. We designed and synthesized two new types of precursors for the radiosynthesis and investigated their general utility. Each precursor was smoothly radiofluorinated (5 min) and the protecting group at the 3-O-position was rapidly removed (1 min). The resulting rac-1,2-[18F]FDAG was obtained in overall radiochemical yields of 20-30% (EOB) within 70 min including final preparative HPLC separation.

AB - An improved approach to the synthesis of 1-O-(8-[18F]fluorooctanoyl)-2-O-palmitoyl-rac-glycerol (rac-1,2-[18F]FDAG) has been developed. We designed and synthesized two new types of precursors for the radiosynthesis and investigated their general utility. Each precursor was smoothly radiofluorinated (5 min) and the protecting group at the 3-O-position was rapidly removed (1 min). The resulting rac-1,2-[18F]FDAG was obtained in overall radiochemical yields of 20-30% (EOB) within 70 min including final preparative HPLC separation.

KW - Diacylglycerols

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KW - Intracellular signal transduction

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