Improved and optimized one-pot method for N-succinimidyl-4-[(18)F]fluorobenzoate ([(18)F]SFB) synthesis using microwaves

Kang-Po Li; Ming-Kuan Hu; Clifton Kwang-Fu Shen; Wei-Yu Lin; Shuang Hou; Li-Bo Zhao; Cheng-Yi Cheng; Daniel H Shen

doi:10.1016/j.apradiso.2014.07.015

Improved and optimized one-pot method for N-succinimidyl-4-[(18)F]fluorobenzoate ([(18)F]SFB) synthesis using microwaves

Appl Radiat Isot. 2014 Dec:94:113-117. doi: 10.1016/j.apradiso.2014.07.015. Epub 2014 Aug 2.

Authors

Kang-Po Li¹, Ming-Kuan Hu², Clifton Kwang-Fu Shen³, Wei-Yu Lin⁴, Shuang Hou⁵, Li-Bo Zhao⁶, Cheng-Yi Cheng⁷, Daniel H Shen⁸

Affiliations

¹ Department of Nuclear Medicine/PET Center, Tri-Service General Hospital, National Defense Medical Center, No. 325, Sec. 2, Cheng-kung Rd., Neihu District, Taipei City 114, Taiwan, ROC; Department of Molecular and Medical Pharmacology, David Geffen School of Medicine at University of California, Los Angeles, 23-120 Center for Health Science, Los Angeles, CA 90095, USA; Crump Institute for Molecular Imaging, 570 Westwood Plaza, Los Angeles, CA 90095, USA; California Nanosystems Institute, 570 Westwood Plaza, Los Angeles, CA 90095, USA. Electronic address: likangpo@gmail.com.
² School of Pharmacy, National Defense Medical Center, No. 161, Sec. 6, Minquan E. Rd., Neihu District, Taipei City 114, Taiwan, ROC. Electronic address: hmk@mail.ndmctsgh.edu.tw.
³ Department of Molecular and Medical Pharmacology, David Geffen School of Medicine at University of California, Los Angeles, 23-120 Center for Health Science, Los Angeles, CA 90095, USA; Crump Institute for Molecular Imaging, 570 Westwood Plaza, Los Angeles, CA 90095, USA; California Nanosystems Institute, 570 Westwood Plaza, Los Angeles, CA 90095, USA. Electronic address: cliftonshen@gmail.com.
⁴ Department of Medicinal and Applied Chemistry, Kaohsiung Medical University, No. 100, Shih-Chuan 1st Rd., Kaohsiung City 80708, Taiwan, ROC; Department of Molecular and Medical Pharmacology, David Geffen School of Medicine at University of California, Los Angeles, 23-120 Center for Health Science, Los Angeles, CA 90095, USA; Crump Institute for Molecular Imaging, 570 Westwood Plaza, Los Angeles, CA 90095, USA; California Nanosystems Institute, 570 Westwood Plaza, Los Angeles, CA 90095, USA. Electronic address: wylin@kmu.edu.tw.
⁵ Department of Molecular and Medical Pharmacology, David Geffen School of Medicine at University of California, Los Angeles, 23-120 Center for Health Science, Los Angeles, CA 90095, USA; Crump Institute for Molecular Imaging, 570 Westwood Plaza, Los Angeles, CA 90095, USA; California Nanosystems Institute, 570 Westwood Plaza, Los Angeles, CA 90095, USA. Electronic address: houshuang129@googlemail.com.
⁶ Key Laboratory of Molecular Nanostructure and Nanotechnology, Institute of Chemistry, Chinese Academy of Science, Beiyi Street 2#, Zhongguancun, Beijing 100190, PR China; Department of Molecular and Medical Pharmacology, David Geffen School of Medicine at University of California, Los Angeles, 23-120 Center for Health Science, Los Angeles, CA 90095, USA; Crump Institute for Molecular Imaging, 570 Westwood Plaza, Los Angeles, CA 90095, USA; California Nanosystems Institute, 570 Westwood Plaza, Los Angeles, CA 90095, USA. Electronic address: lb.zhao.whu@gmail.com.
⁷ Department of Nuclear Medicine/PET Center, Tri-Service General Hospital, National Defense Medical Center, No. 325, Sec. 2, Cheng-kung Rd., Neihu District, Taipei City 114, Taiwan, ROC. Electronic address: chengcy60@gmail.com.
⁸ Department of Nuclear Medicine/PET Center, Tri-Service General Hospital, National Defense Medical Center, No. 325, Sec. 2, Cheng-kung Rd., Neihu District, Taipei City 114, Taiwan, ROC. Electronic address: shen8484@gmail.com.

PMID: 25154567
DOI: 10.1016/j.apradiso.2014.07.015

Abstract

N-Succinimidyl-4-[(18)F]fluorobenzoate ([(18)F]SFB) is a potential prosthetic agent for novel tracer development in positron emission tomography (PET). Previously, we reported a microwave-assisted one-pot synthesis of [(18)F]SFB with high efficacy. Herein, we reveal an improved and optimized approach based on this former model for producing [(18)F]SFB. With optimized approaches, the entire protocol can be completed within 25min, and [(18)F]SFB is generated in satisfactory quality for direct use without further purification via high-performance liquid chromatography.

Keywords: Microwave-assisted one-pot synthesis; PET; [(18)F]SFB.

MeSH terms

Benzoates / chemical synthesis*
Benzoates / isolation & purification*
Diathermy / methods*
Isotope Labeling / methods*
Materials Testing
Microwaves*
Radiation Dosage
Radiopharmaceuticals / chemical synthesis*
Radiopharmaceuticals / isolation & purification*
Radiopharmaceuticals / radiation effects
Succinimides / chemical synthesis*
Succinimides / isolation & purification*

Substances

Benzoates
Radiopharmaceuticals
Succinimides
N-succinimidyl-4-fluorobenzoate