Detection of apoptosis by PET/CT with the diethyl ester of [18F]ML-10 and fluorescence imaging with a dansyl analogue

Manikandan Kadirvel; Michael Fairclough; Christopher Cawthorne; Emily J. Rowling; Muhammad Babur; Adam Mcmahon; Paul Birkket; Alison Smigova; Sally Freeman; Kaye J. Williams; Gavin Brown

doi:10.1016/j.bmc.2013.11.019

Detection of apoptosis by PET/CT with the diethyl ester of [18F]ML-10 and fluorescence imaging with a dansyl analogue

Manikandan Kadirvel
, Michael Fairclough
, Christopher Cawthorne
, Emily J. Rowling
, Muhammad Babur
, Adam Mcmahon
, Paul Birkket
, Alison Smigova
, Sally Freeman
, Kaye J. Williams
, Gavin Brown

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

Abstract

The diethyl ester of [18F]ML-10 is a small molecule apoptotic PET probe for cancer studies. Here we report a novel multi-step synthesis of the diethyl ester of ML-10 in excellent yields via fluorination using Xtal-Fluor-E. In addition, a one-pot radiosynthesis of the diethyl ester of [ 18F]ML-10 from nucleophilic [18F]fluoride was completed in 23% radiochemical yield (decay corrected). The radiochemical purity of the product was ≥99%. The diethyl ester of [18F]ML-10 was used in vivo to detect apoptosis in the testes of mice. In parallel studies, the dansyl-ML-10 diethyl ester was prepared and used to detect apoptotic cells in an in vitro cell based assay. © 2013 Published by Elsevier Ltd. All rights reserved.

Original language	English
Pages (from-to)	341-349
Number of pages	8
Journal	Bioorganic and Medicinal Chemistry
Volume	22
Issue number	1
Early online date	20 Nov 2013
DOIs	https://doi.org/10.1016/j.bmc.2013.11.019
Publication status	Published - 1 Jan 2014

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

SDG 3 Good Health and Well-being

Keywords

Apoptosis
Fluorine-18
ML-10
Nucleophilic fluorination
PET/CT
XtalFluor-E

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10.1016/j.bmc.2013.11.019

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Kadirvel, M., Fairclough, M., Cawthorne, C., Rowling, E. J., Babur, M., Mcmahon, A., Birkket, P., Smigova, A., Freeman, S., Williams, K. J., & Brown, G. (2014). Detection of apoptosis by PET/CT with the diethyl ester of [18F]ML-10 and fluorescence imaging with a dansyl analogue. Bioorganic and Medicinal Chemistry, 22(1), 341-349. https://doi.org/10.1016/j.bmc.2013.11.019

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title = "Detection of apoptosis by PET/CT with the diethyl ester of [18F]ML-10 and fluorescence imaging with a dansyl analogue",

abstract = "The diethyl ester of [18F]ML-10 is a small molecule apoptotic PET probe for cancer studies. Here we report a novel multi-step synthesis of the diethyl ester of ML-10 in excellent yields via fluorination using Xtal-Fluor-E. In addition, a one-pot radiosynthesis of the diethyl ester of [ 18F]ML-10 from nucleophilic [18F]fluoride was completed in 23\% radiochemical yield (decay corrected). The radiochemical purity of the product was ≥99\%. The diethyl ester of [18F]ML-10 was used in vivo to detect apoptosis in the testes of mice. In parallel studies, the dansyl-ML-10 diethyl ester was prepared and used to detect apoptotic cells in an in vitro cell based assay. {\textcopyright} 2013 Published by Elsevier Ltd. All rights reserved.",

keywords = "Apoptosis, Fluorine-18, ML-10, Nucleophilic fluorination, PET/CT, XtalFluor-E",

author = "Manikandan Kadirvel and Michael Fairclough and Christopher Cawthorne and Rowling, \{Emily J.\} and Muhammad Babur and Adam Mcmahon and Paul Birkket and Alison Smigova and Sally Freeman and Williams, \{Kaye J.\} and Gavin Brown",

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doi = "10.1016/j.bmc.2013.11.019",

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Kadirvel, M, Fairclough, M, Cawthorne, C, Rowling, EJ, Babur, M, Mcmahon, A, Birkket, P, Smigova, A, Freeman, S , Williams, KJ & Brown, G 2014, 'Detection of apoptosis by PET/CT with the diethyl ester of [18F]ML-10 and fluorescence imaging with a dansyl analogue', Bioorganic and Medicinal Chemistry, vol. 22, no. 1, pp. 341-349. https://doi.org/10.1016/j.bmc.2013.11.019

TY - JOUR

T1 - Detection of apoptosis by PET/CT with the diethyl ester of [18F]ML-10 and fluorescence imaging with a dansyl analogue

AU - Kadirvel, Manikandan

AU - Fairclough, Michael

AU - Cawthorne, Christopher

AU - Rowling, Emily J.

AU - Babur, Muhammad

AU - Mcmahon, Adam

AU - Birkket, Paul

AU - Smigova, Alison

AU - Freeman, Sally

AU - Williams, Kaye J.

AU - Brown, Gavin

PY - 2014/1/1

Y1 - 2014/1/1

N2 - The diethyl ester of [18F]ML-10 is a small molecule apoptotic PET probe for cancer studies. Here we report a novel multi-step synthesis of the diethyl ester of ML-10 in excellent yields via fluorination using Xtal-Fluor-E. In addition, a one-pot radiosynthesis of the diethyl ester of [ 18F]ML-10 from nucleophilic [18F]fluoride was completed in 23% radiochemical yield (decay corrected). The radiochemical purity of the product was ≥99%. The diethyl ester of [18F]ML-10 was used in vivo to detect apoptosis in the testes of mice. In parallel studies, the dansyl-ML-10 diethyl ester was prepared and used to detect apoptotic cells in an in vitro cell based assay. © 2013 Published by Elsevier Ltd. All rights reserved.

AB - The diethyl ester of [18F]ML-10 is a small molecule apoptotic PET probe for cancer studies. Here we report a novel multi-step synthesis of the diethyl ester of ML-10 in excellent yields via fluorination using Xtal-Fluor-E. In addition, a one-pot radiosynthesis of the diethyl ester of [ 18F]ML-10 from nucleophilic [18F]fluoride was completed in 23% radiochemical yield (decay corrected). The radiochemical purity of the product was ≥99%. The diethyl ester of [18F]ML-10 was used in vivo to detect apoptosis in the testes of mice. In parallel studies, the dansyl-ML-10 diethyl ester was prepared and used to detect apoptotic cells in an in vitro cell based assay. © 2013 Published by Elsevier Ltd. All rights reserved.

KW - Apoptosis

KW - Fluorine-18

KW - ML-10

KW - Nucleophilic fluorination

KW - PET/CT

KW - XtalFluor-E

U2 - 10.1016/j.bmc.2013.11.019

DO - 10.1016/j.bmc.2013.11.019

M3 - Article

C2 - 24290974

SN - 0968-0896

VL - 22

SP - 341

EP - 349

JO - Bioorganic and Medicinal Chemistry

JF - Bioorganic and Medicinal Chemistry

IS - 1

ER -

Detection of apoptosis by PET/CT with the diethyl ester of [18F]ML-10 and fluorescence imaging with a dansyl analogue

Abstract

UN SDGs

Keywords

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