Cited by 31

The DOI matches its Crossref record.

Tumour imaging by Positron Emission Tomography using fluorinase generated 5-[18F]fluoro-5-deoxyribose as a novel tracer

Dall'Angelo, Sergio, Bandaranayaka, Nouchali, Windhorst, Albert D., Vugts, Danielle J., van der Born, Dion, Onega, Mayca, Schweiger, Lutz F., Zanda, Matteo, O'Hagan, David·2013·Nuclear Medicine and Biology

Abstract

Introduction 5-[(18)F]Fluoro-5-deoxyribose ([(18)F]FDR) 3 was prepared as a novel monosaccharide radiotracer in a two-step synthesis using the fluorinase, a C-F bond forming enzyme, and a nucleoside hydrolase. The resulting [(18)F]FDR 3 was then explored as a radiotracer for imaging tumours (A431 human epithelial carcinoma) by positron emission tomography in a mice model. Methods 5-[(18)F]Fluoro-5-deoxyribose ([(18)F]FDR) 3, was prepared by incubating S-adenosyl-L-methionine (SAM) and [(18)F]fluoride with the fluorinase enzyme, and then incubating the product of this reaction, [(18)F]-5'-fluoro-5'-deoxadenosine ([(18)F]FDA) 2, with an adenosine hydrolase to generate [(18)F]FDR 3. The enzymes were freeze-dried and were used on demand by dissolution in buffer solution. The resulting [(18)F]FDR 3 was then administered to four mice that had tumours induced from the A431 human epithelial carcinoma cell line. Results The tumour (A431 human epithelial carcinoma) bearing mice were successfully imaged with [(18)F]FDR 3. The radiotracer displayed good tumour imaging resolution. A direct comparison of the uptake and efflux of [(18)F]FDR 3 with 2-[(18)F]fluoro-2-deoxyglucose ([(18)F]FDG) was made, revealing comparative tumour uptake and imaging potential over the first 10-20min. The study revealed however that [(18)F]FDR 3 does not accumulate in the tumour as efficiently as [(18)F]FDG over longer time periods. Conclusions [(18)F]FDR 3 can be rapidly synthesised in a two enzyme protocol a…

Overview

Integrity signals

Registry

Crossref · 10.1016/j.nucmedbio.2013.02.006

Cites

Statistics

Recomputing p-values needs the paper’s full text.

Verification

Claims the paper makes

This paper’s full text isn’t openly available, so its claims and self-check weren’t run. The registry and citation checks still apply.

Claims other papers make about this one

Each is checked against this paper’s own text: does it say what the citing paper says it does?

Citations

Cites

No references could be resolved yet.

Research works printed but not linked: 24

  1. Townsend, 2008, Multimodality imaging of structure and function, Phys Med Biol, 53, R1, 10.1088/0031-9155/53/4/R01 · DOI
  2. Sharma, 2011, Development of radiotracers for oncology — the interface with pharmacology, Brit J Pharmacol, 163, 1565, 10.1111/j.1476-5381.2010.01160.x · DOI
  3. Bohnen, 2012, Effectiveness and safety of 18F-FDG PET in the evaluation of dementia: a review of the recent literature, J Nucl Med, 53, 59, 10.2967/jnumed.111.096578 · DOI
  4. Cavalcanti Filho, 2011, PET/CT and vascular disease: current concepts, Eur J Radiol, 80, 60, 10.1016/j.ejrad.2010.12.102 · DOI
  5. Cai, 2008, Chemistry with [18F] fluoride ion, Eur J Org Chem, 2008, 2853, 10.1002/ejoc.200800114 · DOI
  6. Dong, 2004, Crystal structure and mechanism of a bacterial fluorinating enzyme, Nature, 427, 561, 10.1038/nature02280 · DOI · Paper page
  7. O'Hagan, 2002, Enzyme catalysed organofluorine synthesis, Nature, 416, 279, 10.1038/416279a · DOI
  8. Li, 2012, [18F]-5-fluoro-5-deoxyribose, an efficient peptide bioconjugation ligand for positron emission tomography (PET) imaging, Chem Commun, 48, 5247, 10.1039/c2cc31262j · DOI
  9. Onega, 2010, An enzymatic route to 5-deoxy-5-[18F] fluoro-D-ribose, a [18F] fluorinated sugars for PET imaging, Chem Commun, 139, 10.1039/B919364B · DOI
  10. Li, 2010, Fluorinase mediated chemoenzymatic synthesis of [18F]-fluoroacetate for PET studies, Chem Commun, 46, 7819, 10.1039/c0cc02264k · DOI
  11. Onega, 2009, The fluorinase: a tool for the synthesis of fluorine-18 labelled sugars and nucleosides for positron emission tomography, Future Med Chem, 1, 865, 10.4155/fmc.09.74 · DOI
  12. Winkler, 2008, Fluorinase coupled enzymatic base swaps generate 5′-deoxy-5′-fluoronucleosides from fluoride ion: synthesis of [18F]-5′-deoxy-5′-fluorouridines, AngewChemInt, 47, 10141
  13. Deng, 2006, Fluorinase mediated C-18F bond formation, an enzymatic tool for PET labelling, Chem Commun, 111, 652, 10.1039/b516861a · DOI
  14. Huang, 2009, Whole body PET/CT scanning. Estimation of radiation dose and cancer risk, Radiology, 251, 166, 10.1148/radiol.2511081300 · DOI
  15. Terasawa, 2008, 18F-FDG PET for post therapy assessment of Hodgkin's disease and aggressive non-Hodgkin's lymphoma: a systematic review, J Nucl Med, 49, 13, 10.2967/jnumed.107.039867 · DOI
  16. Ashton, 2005, An improved synthesis of 5′-fluoro-5′-deoxyadenosines, Bioorg Med Chem Lett, 15, 3361, 10.1016/j.bmcl.2005.05.029 · DOI
  17. Sharma, 1995, Synthesis of 5′-fluoro-5′-deoxy- and 5′-amino-5′-deoxytoyocamycin and sangivamycin and some related derivatives, Nucleosides Nucleotides, 14, 1831, 10.1080/15257779508010707 · DOI
  18. Versées, 2001, Structure and function of a novel purine specific nucleoside hydrolase from Trypanosoma vivax, J Mol Biol, 307, 1363, 10.1006/jmbi.2001.4548 · DOI
  19. Iovane, 2008, Arabidopsis thaliana nucleosidase mutants provide new insights into nucleoside degradation, Biochemistry, 47, 4418, 10.1021/bi702448s · DOI
  20. Windhorst, 2001, A complete, multipurpose, low cost, fully automated and GMP compliant radiosynthesis system, J Labelled Comp Radiopharm, 44, S1052, 10.1002/jlcr.25804401375 · DOI
  21. Theobald, 1995, Annexin VI has tumour-suppressor activity in human A431 squamous epithelial carcinoma cells, Br J Cancer, 71, 86, 10.1038/bjc.1995.152 · DOI
  22. Fan, 2012, P53 activation plays a crucial role in silibinin induced ROS generation via PUMA and JNK, Free Radic Res, 46, 310, 10.3109/10715762.2012.655244 · DOI
  23. Kuwabara, 1991, Measurements of glucose phosphorylation with FDG and PET are not reduced by dephosphorylation of FDG-6-phosphate, J Nucl Med, 32, 692
  24. Naula, 2010, A glucose transporter can mediate ribose uptake. Definition of residues that confer substrate specificity in a sugar transporter, J Biol Chem, 285, 29721, 10.1074/jbc.M110.106815 · DOI

Cited by

Metadata

Authors
Dall'Angelo, S., Bandaranayaka, N., Windhorst, A. D., Vugts, D. J., van der Born, D., Onega, M., Schweiger, L. F., Zanda, M., & O'Hagan, D.
Venue
Nuclear Medicine and Biology
Publisher
Elsevier BV
Published
2013-05
Volume
40
Issue
4
Pages
464-470
ISSN
0969-8051
Cited by
31
References
0
Language
en
Funders
  • Scottish Imaging Network a Platform for Excellence (SINAPSE)
  • BBSRC (BB/F007426/1, BBSRC BB/FOF/310)
  • ERC

About these checks

Registry, retraction, Cites and statistics results are computed, not judged, with one exception: a printed reference that no index lists is read once by a model before it counts as a citation error. Claims are extracted by a model and kept only when their quote appears verbatim in the text; each cited source is then checked, with a model’s help, for whether it says what the claim relies on. Those verdicts can be wrong — read the claim’s quote and the cited source before relying on one.

Statistics and arithmetic are recomputed, not judged.

Confidence bands are shown only for fields calibrated on our annotated test set. None is calibrated yet, so no band is shown.

What counts as a claim ›How we measure confidence ›How we check this ›

Are you an author, or do you see a problem with this page? Request a review