One-Step Synthesis of N-Succinimidyl-4-[18F]Fluorobenzoate ([18F]SFB)

Ida Nymann Petersen; Jacob Madsen; Christian Bernard Matthijs Poulie; Andreas Kjær; Matthias Manfred Herth

doi:10.3390/molecules24193436

One-Step Synthesis of N-Succinimidyl-4-[18F]Fluorobenzoate ([18F]SFB)

Ida Nymann Petersen, Jacob Madsen, Christian Bernard Matthijs Poulie, Andreas Kjær, Matthias Manfred Herth

Afdeling for Klinisk Fysiologi og Nuklearmedicin

Abstract

Herein, we present a one-step labeling procedure of N-succinimidyl-4-[18F]-fluorobenzoate ([18F]SFB) starting from spirocyclic iodonium ylide precursors. Precursor syntheses succeeded via a simple one-pot, two-step synthesis sequence, in yields of approximately 25%. Subsequent 18F-nucleophilic aromatic labeling was performed, and radiochemical incorporations (RCCs) from 5-35% were observed. Purification could be carried out using HPLC and subsequent solid phase extraction. Radiochemical purity (RCP) of >95% was determined. The total synthesis time, including purification and formulation, was no longer than 60 min. In comparison to the established 3-step synthesis route of [18F]SFB, this one-step approach avoids formation of volatile radioactive side-products and simplifies automatization.

Originalsprog	Engelsk
Tidsskrift	Blood Cells, Molecules, and Diseases
Vol/bind	24
Udgave nummer	19
ISSN	1079-9796
DOI	https://doi.org/10.3390/molecules24193436
Status	Udgivet - 22 sep. 2019

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10.3390/molecules24193436

Citationsformater

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title = "One-Step Synthesis of N-Succinimidyl-4-[18F]Fluorobenzoate ([18F]SFB)",

abstract = "Herein, we present a one-step labeling procedure of N-succinimidyl-4-[18F]-fluorobenzoate ([18F]SFB) starting from spirocyclic iodonium ylide precursors. Precursor syntheses succeeded via a simple one-pot, two-step synthesis sequence, in yields of approximately 25%. Subsequent 18F-nucleophilic aromatic labeling was performed, and radiochemical incorporations (RCCs) from 5-35% were observed. Purification could be carried out using HPLC and subsequent solid phase extraction. Radiochemical purity (RCP) of >95% was determined. The total synthesis time, including purification and formulation, was no longer than 60 min. In comparison to the established 3-step synthesis route of [18F]SFB, this one-step approach avoids formation of volatile radioactive side-products and simplifies automatization.",

author = "{Nymann Petersen}, Ida and Jacob Madsen and {Bernard Matthijs Poulie}, Christian and Andreas Kj{\ae}r and {Manfred Herth}, Matthias",

year = "2019",

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doi = "10.3390/molecules24193436",

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T1 - One-Step Synthesis of N-Succinimidyl-4-[18F]Fluorobenzoate ([18F]SFB)

AU - Nymann Petersen, Ida

AU - Madsen, Jacob

AU - Bernard Matthijs Poulie, Christian

AU - Kjær, Andreas

AU - Manfred Herth, Matthias

PY - 2019/9/22

Y1 - 2019/9/22

N2 - Herein, we present a one-step labeling procedure of N-succinimidyl-4-[18F]-fluorobenzoate ([18F]SFB) starting from spirocyclic iodonium ylide precursors. Precursor syntheses succeeded via a simple one-pot, two-step synthesis sequence, in yields of approximately 25%. Subsequent 18F-nucleophilic aromatic labeling was performed, and radiochemical incorporations (RCCs) from 5-35% were observed. Purification could be carried out using HPLC and subsequent solid phase extraction. Radiochemical purity (RCP) of >95% was determined. The total synthesis time, including purification and formulation, was no longer than 60 min. In comparison to the established 3-step synthesis route of [18F]SFB, this one-step approach avoids formation of volatile radioactive side-products and simplifies automatization.

AB - Herein, we present a one-step labeling procedure of N-succinimidyl-4-[18F]-fluorobenzoate ([18F]SFB) starting from spirocyclic iodonium ylide precursors. Precursor syntheses succeeded via a simple one-pot, two-step synthesis sequence, in yields of approximately 25%. Subsequent 18F-nucleophilic aromatic labeling was performed, and radiochemical incorporations (RCCs) from 5-35% were observed. Purification could be carried out using HPLC and subsequent solid phase extraction. Radiochemical purity (RCP) of >95% was determined. The total synthesis time, including purification and formulation, was no longer than 60 min. In comparison to the established 3-step synthesis route of [18F]SFB, this one-step approach avoids formation of volatile radioactive side-products and simplifies automatization.

U2 - 10.3390/molecules24193436

DO - 10.3390/molecules24193436

M3 - Journal article

C2 - 31546683

VL - 24

JO - Blood Cells, Molecules, and Diseases

JF - Blood Cells, Molecules, and Diseases

SN - 1079-9796

IS - 19

ER -

One-Step Synthesis of N-Succinimidyl-4-[18F]Fluorobenzoate ([18F]SFB)

Abstract

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