Literature DB >> 21757364

New radiosynthesis of 2-deoxy-2-[(18)F]fluoroacetamido-D-glucopyranose and its evaluation as a bacterial infections imaging agent.

Miguel E Martínez1, Yasushi Kiyono, Sakon Noriki, Kunihiro Inai, Katheryn S Mandap, Masato Kobayashi, Tetsuya Mori, Yuji Tokunaga, Vijay N Tiwari, Hidehiko Okazawa, Yasuhisa Fujibayashi, Tatsuo Ido.   

Abstract

INTRODUCTION: The diagnosis of infection and the ability to distinguish bacterial infection from nonbacterial inflammation by positron emission tomography (PET) have gained interest in recent years, but still few specific radiopharmaceuticals are available for use. In this study, we developed a new radiosynthesis method of 2-deoxy-2-[(18)F]fluoroacetamido-d-glucopyranose ([(18)F]FAG) by applying microwave irradiation and demonstrated that [(18)F]FAG could be a potential radiopharmaceutical to distinguish bacterial infection from nonbacterial inflammation.
METHODS: 1,3,4,6-Tetra-O-acetyl-2-deoxy-2-bromoacetamido-d-glucopyranose was used as precursor, and labeling was performed under microwave irradiation conditions followed by alkaline hydrolysis and high-performance liquid chromatography (HPLC) purification. In vitro uptake of [(18)F]FAG by Escherichia coli was performed. Tissue biodistribution of [(18)F]FAG was performed in mice. Moreover, PET imaging acquisition of E. coli infection and nonbacterial inflammation models was performed in rats. Tissue radiotracer-accumulated sites were analyzed by hematoxylin and eosin staining and anti-E.coli immunostaining.
RESULTS: The radiosynthesis of [(18)F]FAG was achieved with microwave irradiation, and the radiochemical yield was 9.7%±2.8% end of bombardment (EOB); the radiochemical purity was more than 98%, and the total synthesis time was 62 min. Compared with control group, in vitro uptake of [(18)F]FAG by E. coli was significantly decrease in inhibition group (P<.05). Biodistribution studies in mice showed rapid clearance of [(18)F]FAG from the animal body. [(18)F]FAG clearly visualized the infection areas but not nonbacterial inflammation areas in PET studies. Quantitative analysis revealed that the uptake of [(18)F]FAG into infection areas was significantly higher than that of [(18)F]FAG into inflammation areas (P<.05). Histological analysis demonstrated the presence of bacterial cells at the sites of accumulation of [(18)F]FAG.
CONCLUSIONS: Using 1,3,4,6-tetra-O-acetyl-2-deoxy-2-bromoacetamido-d-glucopyranose as a precursor, the new radiosynthesis method of [(18)F]FAG was achieved in fewer steps and with a shorter synthesis time than previously reported. Furthermore, [(18)F]FAG was able to distinguish bacterial infection from nonbacterial inflammation.
Copyright © 2011 Elsevier Inc. All rights reserved.

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Year:  2011        PMID: 21757364     DOI: 10.1016/j.nucmedbio.2011.02.006

Source DB:  PubMed          Journal:  Nucl Med Biol        ISSN: 0969-8051            Impact factor:   2.408


  10 in total

Review 1.  Small Molecule Sensors Targeting the Bacterial Cell Wall.

Authors:  Matthew F L Parker; Robert R Flavell; Justin M Luu; Oren S Rosenberg; Michael A Ohliger; David M Wilson
Journal:  ACS Infect Dis       Date:  2020-06-09       Impact factor: 5.084

Review 2.  Spine Infections: The Role of Fluorodeoxyglucose Positron Emission Tomography (FDG PET) in the Context of the Actual Diagnosis Guideline.

Authors:  Luca Boriani; Eleonora Zamparini; Mauro Albrizio; Francesca Serani; Giovanni Ciani; Lorenzo Marconi; Francesco Vommaro; Tiziana Greggi; Stefano Fanti; Cristina Nanni
Journal:  Curr Med Imaging       Date:  2022

3.  Synthetic Pept-Ins as a Generic Amyloid-Like Aggregation-Based Platform for In Vivo PET Imaging of Intracellular Targets.

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Journal:  Bioconjug Chem       Date:  2021-09-06       Impact factor: 6.069

Review 4.  Pathogen-Specific Bacterial Imaging in Nuclear Medicine.

Authors:  Alvaro A Ordonez; Sanjay K Jain
Journal:  Semin Nucl Med       Date:  2017-12-14       Impact factor: 4.446

Review 5.  Recent Progress in the Molecular Imaging of Tumor-Treating Bacteria.

Authors:  Sae-Ryung Kang; Jung-Joon Min
Journal:  Nucl Med Mol Imaging       Date:  2021-01-31

Review 6.  PET Radiopharmaceuticals for Specific Bacteria Imaging: A Systematic Review.

Authors:  Sveva Auletta; Michela Varani; Rika Horvat; Filippo Galli; Alberto Signore; Søren Hess
Journal:  J Clin Med       Date:  2019-02-06       Impact factor: 4.241

7.  Imaging Bacteria with Radiolabelled Probes: Is It Feasible?

Authors:  Alberto Signore; Vera Artiko; Martina Conserva; Guillermina Ferro-Flores; Mick M Welling; Sanjay K Jain; Søren Hess; Mike Sathekge
Journal:  J Clin Med       Date:  2020-07-25       Impact factor: 4.241

Review 8.  Pathophysiology and Molecular Imaging of Diabetic Foot Infections.

Authors:  Katie Rubitschung; Amber Sherwood; Andrew P Crisologo; Kavita Bhavan; Robert W Haley; Dane K Wukich; Laila Castellino; Helena Hwang; Javier La Fontaine; Avneesh Chhabra; Lawrence Lavery; Orhan K Öz
Journal:  Int J Mol Sci       Date:  2021-10-26       Impact factor: 5.923

Review 9.  Nuclear Imaging of Bacterial Infection: The State of the Art and Future Directions.

Authors:  Ilona Polvoy; Robert R Flavell; Oren S Rosenberg; Michael A Ohliger; David M Wilson
Journal:  J Nucl Med       Date:  2020-08-06       Impact factor: 11.082

Review 10.  Imaging bacteria with radiolabelled quinolones, cephalosporins and siderophores for imaging infection: a systematic review.

Authors:  S Auletta; F Galli; C Lauri; D Martinelli; I Santino; Alberto Signore
Journal:  Clin Transl Imaging       Date:  2016-07-18
  10 in total

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