Development & automation of a novel [18F]F prosthetic group, 2-[18F]-fluoro-3-pyridinecarboxaldehyde, and its application to an amino(oxy)-functionalised Aβ peptide

Olivia Morris; J. Gregory; M. Kadirvel; Fiona Henderson; A. Blykers; Adam McMahon; Mark Taylor; David Allsop; Stuart Allan; J. Grigg; Herve Boutin; Christian Prenant

doi:10.1016/j.apradiso.2016.07.023

Development & automation of a novel [¹⁸F]F prosthetic group, 2-[¹⁸F]-fluoro-3-pyridinecarboxaldehyde, and its application to an amino(oxy)-functionalised Aβ peptide

Olivia Morris^*, J. Gregory, M. Kadirvel, Fiona Henderson, A. Blykers, Adam McMahon, Mark Taylor, David Allsop, Stuart Allan, J. Grigg, Herve Boutin, Christian Prenant

^*Corresponding author for this work

Chemical Engineering

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

8 Citations (Scopus)

72 Downloads (Pure)

Abstract

2-[¹⁸F]-Fluoro-3-pyridinecarboxaldehyde ([¹⁸F]FPCA) is a novel, water-soluble prosthetic group. It's radiochemistry has been developed and fully-automated for application in chemoselective radiolabelling of amino(oxy)-derivatised RI-OR2-TAT peptide, (Aoa-k)-RI-OR2-TAT, using a GE TRACERlab FX-FN. RI-OR2-TAT is a brain-penetrant, retro-inverso peptide that binds to amyloid species associated with Alzheimer's Disease. Radiolabelled (Aoa-k)-RI-OR2-TAT was reproducibly synthesised and the product of the reaction with FPCA has been fully characterised. In-vivo biodistribution of [¹⁸F]RI-OR2-TAT has been measured in Wistar rats.

Original language	English
Pages (from-to)	120-127
Number of pages	8
Journal	Applied Radiation and Isotopes
Volume	116
Early online date	27 Jul 2016
DOIs	https://doi.org/10.1016/j.apradiso.2016.07.023
Publication status	Published - Oct 2016

Bibliographical note

Funding Information:
We gratefully acknowledge the support of the MRC and GE Healthcare for funding the studentship (Grant no. MR/J012521/1 ). This work was funded by a Pilot Grant from Alzheimer's Research UK (ref. ARUK-PPG2012B-16). The authors would like to thank Lancaster University, as well as the WMIC radiochemistry and pre-clinical teams for their support.

Publisher Copyright:
© 2016 The Authors

Keywords

Aβ peptide
Chemical ligation
Oxime bond
PET
[F]F prosthetic group

ASJC Scopus subject areas

Radiation

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Cite this

Morris, O., Gregory, J., Kadirvel, M., Henderson, F., Blykers, A., McMahon, A., Taylor, M., Allsop, D., Allan, S., Grigg, J., Boutin, H., & Prenant, C. (2016). Development & automation of a novel [¹⁸F]F prosthetic group, 2-[¹⁸F]-fluoro-3-pyridinecarboxaldehyde, and its application to an amino(oxy)-functionalised Aβ peptide. Applied Radiation and Isotopes, 116, 120-127. https://doi.org/10.1016/j.apradiso.2016.07.023

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abstract = "2-[18F]-Fluoro-3-pyridinecarboxaldehyde ([18F]FPCA) is a novel, water-soluble prosthetic group. It's radiochemistry has been developed and fully-automated for application in chemoselective radiolabelling of amino(oxy)-derivatised RI-OR2-TAT peptide, (Aoa-k)-RI-OR2-TAT, using a GE TRACERlab FX-FN. RI-OR2-TAT is a brain-penetrant, retro-inverso peptide that binds to amyloid species associated with Alzheimer's Disease. Radiolabelled (Aoa-k)-RI-OR2-TAT was reproducibly synthesised and the product of the reaction with FPCA has been fully characterised. In-vivo biodistribution of [18F]RI-OR2-TAT has been measured in Wistar rats.",

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author = "Olivia Morris and J. Gregory and M. Kadirvel and Fiona Henderson and A. Blykers and Adam McMahon and Mark Taylor and David Allsop and Stuart Allan and J. Grigg and Herve Boutin and Christian Prenant",

note = "Funding Information: We gratefully acknowledge the support of the MRC and GE Healthcare for funding the studentship (Grant no. MR/J012521/1 ). This work was funded by a Pilot Grant from Alzheimer's Research UK (ref. ARUK-PPG2012B-16). The authors would like to thank Lancaster University, as well as the WMIC radiochemistry and pre-clinical teams for their support. Publisher Copyright: {\textcopyright} 2016 The Authors",

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Morris, O, Gregory, J, Kadirvel, M, Henderson, F, Blykers, A, McMahon, A, Taylor, M, Allsop, D, Allan, S, Grigg, J, Boutin, H & Prenant, C 2016, 'Development & automation of a novel [¹⁸F]F prosthetic group, 2-[¹⁸F]-fluoro-3-pyridinecarboxaldehyde, and its application to an amino(oxy)-functionalised Aβ peptide', Applied Radiation and Isotopes, vol. 116, pp. 120-127. https://doi.org/10.1016/j.apradiso.2016.07.023

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AU - Grigg, J.

AU - Boutin, Herve

AU - Prenant, Christian

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