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Title: Facile purification and click labeling with 2-[18F]fluoroethyl azide using solid phase extraction cartridges

Abstract

In this paper, a facile method was developed to purify 2-[18F]fluoroethyl azide ([18F]FEA) using a C18 cartridge and an Oasis® HLB cartridge in series, in which [18F]FEA was exclusively trapped on the HLB cartridge. [18F]FEA can be eluted for reactions in solution; alternatively click labeling can be carried out on the HLB cartridge itself by loading an alkyne substrate and copper (I) catalyst dissolved in DMF onto the cartridge. Finally, this solid phase extraction methodology for purification and click labeling with [18F]FEA, either in solution or on the cartridge, is safe, simple, reproducible in high yield, and compatible with automated synthesis of 18F-labeled PET tracers.

Authors:
 [1];  [1];  [1];  [1];  [2];  [3]
  1. Washington Univ. School of Medicine, St. Louis, MO (United States)
  2. Washington Univ. School of Medicine, St. Louis, MO (United States); Univ. of Pennsylvania, Philadelphia, PA (United States)
  3. Univ. of Illinois, Urbana, IL (United States)
Publication Date:
Research Org.:
Washington Univ., St. Louis, MO (United States). School of Medicine; Univ. of Illinois at Urbana-Champaign, IL (United States)
Sponsoring Org.:
USDOE Office of Science (SC)
OSTI Identifier:
1344513
Alternate Identifier(s):
OSTI ID: 1366319
Grant/Contract Number:  
SC0005434; SC0002032
Resource Type:
Accepted Manuscript
Journal Name:
Tetrahedron Letters
Additional Journal Information:
Journal Volume: 56; Journal Issue: 7; Journal ID: ISSN 0040-4039
Publisher:
Elsevier
Country of Publication:
United States
Language:
English
Subject:
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY; Fluorine-18; radiolabeling; click chemistry; 2-Fluoroethyl azide; positron emission tomography; solid phase extraction

Citation Formats

Zhou, Dong, Chu, Wenhua, Peng, Xin, McConathy, Jonathan, Mach, Robert H., and Katzenellenbogen, John A. Facile purification and click labeling with 2-[18F]fluoroethyl azide using solid phase extraction cartridges. United States: N. p., 2014. Web. doi:10.1016/j.tetlet.2014.10.126.
Zhou, Dong, Chu, Wenhua, Peng, Xin, McConathy, Jonathan, Mach, Robert H., & Katzenellenbogen, John A. Facile purification and click labeling with 2-[18F]fluoroethyl azide using solid phase extraction cartridges. United States. https://doi.org/10.1016/j.tetlet.2014.10.126
Zhou, Dong, Chu, Wenhua, Peng, Xin, McConathy, Jonathan, Mach, Robert H., and Katzenellenbogen, John A. Tue . "Facile purification and click labeling with 2-[18F]fluoroethyl azide using solid phase extraction cartridges". United States. https://doi.org/10.1016/j.tetlet.2014.10.126. https://www.osti.gov/servlets/purl/1344513.
@article{osti_1344513,
title = {Facile purification and click labeling with 2-[18F]fluoroethyl azide using solid phase extraction cartridges},
author = {Zhou, Dong and Chu, Wenhua and Peng, Xin and McConathy, Jonathan and Mach, Robert H. and Katzenellenbogen, John A.},
abstractNote = {In this paper, a facile method was developed to purify 2-[18F]fluoroethyl azide ([18F]FEA) using a C18 cartridge and an Oasis® HLB cartridge in series, in which [18F]FEA was exclusively trapped on the HLB cartridge. [18F]FEA can be eluted for reactions in solution; alternatively click labeling can be carried out on the HLB cartridge itself by loading an alkyne substrate and copper (I) catalyst dissolved in DMF onto the cartridge. Finally, this solid phase extraction methodology for purification and click labeling with [18F]FEA, either in solution or on the cartridge, is safe, simple, reproducible in high yield, and compatible with automated synthesis of 18F-labeled PET tracers.},
doi = {10.1016/j.tetlet.2014.10.126},
journal = {Tetrahedron Letters},
number = 7,
volume = 56,
place = {United States},
year = {Tue Nov 04 00:00:00 EST 2014},
month = {Tue Nov 04 00:00:00 EST 2014}
}

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Cited by: 14 works
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Works referencing / citing this record:

Direct radiofluorination of a heat-sensitive antibody by Al– 18 F complexation
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An improved automated radiosynthesis of [ 18 F]FET-βAG-TOCA
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Unexpected Direct Synthesis of N -Vinyl Amides through Vinyl Azide-Enolate [3+2] Cycloaddition
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Fluorine-18 labelled building blocks for PET tracer synthesis
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Unexpected Direct Synthesis of N -Vinyl Amides through Vinyl Azide-Enolate [3+2] Cycloaddition
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