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

Zhou, Dong; Chu, Wenhua; Peng, Xin; McConathy, Jonathan; Mach, Robert H.; Katzenellenbogen, John A.

doi:10.1016/j.tetlet.2014.10.126

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

Journal Article · Tue Nov 04 00:00:00 EST 2014 · Tetrahedron Letters

DOI:https://doi.org/10.1016/j.tetlet.2014.10.126· OSTI ID:1344513

Zhou, Dong ^[1]; Chu, Wenhua ^[1]; Peng, Xin ^[1]; McConathy, Jonathan ^[1]; Mach, Robert H. ^[2]; Katzenellenbogen, John A. ^[3]

Washington Univ. School of Medicine, St. Louis, MO (United States)
Washington Univ. School of Medicine, St. Louis, MO (United States); Univ. of Pennsylvania, Philadelphia, PA (United States)
Univ. of Illinois, Urbana, IL (United States)

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.

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Research Organization:: Washington Univ., St. Louis, MO (United States). School of Medicine; Univ. of Illinois at Urbana-Champaign, IL (United States)

Sponsoring Organization:: USDOE Office of Science (SC)

Grant/Contract Number:: SC0005434; SC0002032

OSTI ID:: 1344513

Alternate ID(s):: OSTI ID: 1366319

Journal Information:: Tetrahedron Letters, Vol. 56, Issue 7; ISSN 0040-4039

Publisher:: ElsevierCopyright Statement

Country of Publication:: United States

Language:: English

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Cited by: 14 works

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Direct radiofluorination of a heat-sensitive antibody by Al– ¹⁸ F complexation Huynh, Phuong Tu; Soni, Nisarg; Pal, Rammyani New Journal of Chemistry, Vol. 43, Issue 38 https://doi.org/10.1039/c9nj00722a	journal	January 2019
An improved automated radiosynthesis of [ ¹⁸ F]FET-βAG-TOCA Allott, Louis; Barnes, Chris; Brickute, Diana Reaction Chemistry & Engineering, Vol. 4, Issue 3 https://doi.org/10.1039/c8re00279g	journal	January 2019
Unexpected Direct Synthesis of N -Vinyl Amides through Vinyl Azide-Enolate [3+2] Cycloaddition Choi, Hans; Shirley, Harry J.; Hume, Paul A. Angewandte Chemie International Edition, Vol. 56, Issue 26 https://doi.org/10.1002/anie.201702727	journal	May 2017
Fluorine-18 labelled building blocks for PET tracer synthesis van der Born, Dion; Pees, Anna; Poot, Alex J. Chem. Soc. Rev., Vol. 46, Issue 15 https://doi.org/10.1039/c6cs00492j	journal	January 2017
Unexpected Direct Synthesis of N -Vinyl Amides through Vinyl Azide-Enolate [3+2] Cycloaddition Choi, Hans; Shirley, Harry J.; Hume, Paul A. Angewandte Chemie, Vol. 129, Issue 26 https://doi.org/10.1002/ange.201702727	journal	May 2017

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

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