Skip to main content
SpringerLink
Log in

Evaluation of the radiochemical impurities arising during the competitive fluorination of nosyl group during the synthesis of 3′-deoxy-3′-fluorothymidine, [18F]FLT

  • Published:
Journal of Radioanalytical and Nuclear Chemistry Aims and scope Submit manuscript

Abstract

The study is aimed at the analysis and identification of radiochemical and chemical impurities present in [18F]FLT synthesized by a simplified combination-column purification procedure, instead of the currently used HPLC purification. HPLC analysis of the final product showed an anionic radioactive byproduct, which was established as [18F]4-FBSA. The identity of the product was also confirmed by the radiofluorination of nosyl chloride. Mass spectrum analysis of both a decayed sample of [18F]FLT and fluorinated nosyl chloride showed a major peak at 242. We have also investigated the possible interference of this byproduct during PET-imaging in rabbits.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Scheme 1
Fig. 1
Scheme 2
Fig. 2
Fig. 3
Fig. 4
Fig. 5

Similar content being viewed by others

References

  1. Shields F, Grierson JR, Dohmen BM, Machulla HJ, Stayanoff JC, Lawhorn-crews JM, Obradovich JE, Muzik O, Mangner TJ (1998) Nat Med 4:1334

    Article  CAS  Google Scholar 

  2. Been LB, Suurmeijer AJH, Cobben DCP, Jager PL, Hoekstra HJ, Elsinga PH (2004) Eur J Nucl Med Mol Imaging 31:1659

    Article  Google Scholar 

  3. Wilson IK, Chatterjee S, Wolf W (1991) J Fluor Chem 55:283

    Article  CAS  Google Scholar 

  4. Grierson JR, Shields AF (2000) Nucl Med Biol 27:143

    Article  CAS  Google Scholar 

  5. Machulla HJ, Blocher A, Kuntzsch M, Piert M, Wei R, Grierson JR (2000) J Radioanal Chem 243:843

    Article  CAS  Google Scholar 

  6. Martin SJ, Eisenbarth JA, Wagner-Utermann U, Mier W, Henze M, Pritzkow H (2002) Nucl Med Biol 29:263

    Article  CAS  Google Scholar 

  7. Yun M, Oh SJ, Ha HJ, Ryu JS, Moon DH (2003) Nucl Med Biol 30:151

    Article  CAS  Google Scholar 

  8. Windhorst AD, Klein PJ, Eisenbarth J, Oeser T, Kruijer PS, Eisenhut M (2008) Nucl Med Biol 35:413

    Article  CAS  Google Scholar 

  9. Agarwal HK, Parang K (2007) Nucleosides Nucleotides Nucleic Acids 26:317

    Article  CAS  Google Scholar 

  10. Nandy SK, Rajan MGR, Korde A, Chawdhary PR (2007) J Label Compd Radiopharm 50:S121

    Google Scholar 

  11. Demirtas I, Buyukkidan B, Elmastas M (2002) Turk J Chem 26:889

    CAS  Google Scholar 

  12. Rengan R, Chakraborty PK, Kilbourn M (1990) J Labelled Compd Radiopharm 33:563

    Article  Google Scholar 

  13. Binkley ER, Binkley RW (1997) Preparative carbohydrate chemistry. Marcel Dekker, New York, p 88

    Google Scholar 

  14. Tewson TJ (2003) J Labelled Compd Radiopharm 46:S222

    Google Scholar 

  15. Kaul S, Dandekar KA, Schilling BE, Barbhaiya RH (1999) Drug Metab Dispos 27:1

    CAS  Google Scholar 

  16. Suehiro M, Vallabhajosula S, Goldsmith SJ, Ballon DJ (2007) Appl Radiat Isot 65:1350

    Article  CAS  Google Scholar 

  17. Bourgeois M, Mougin-Degraef M, Leost F, Cherel M, Gerstein JF, Le Bars D, Barbet J, Faivre-Chauvet A (2007) J Pharm Biomed Anal 45:154

    Article  CAS  Google Scholar 

  18. Beck JR (1978) Tetrahedron 34:2057

    Article  CAS  Google Scholar 

  19. Wuts PGM, Northuis JM (1998) Tetrahedron Lett 39:3889

    Article  CAS  Google Scholar 

  20. Ding YS, Shiue CY, Fowler JS, Wolf AP, Plenevaux A (1990) J Fluor Chem 48:189

    Article  CAS  Google Scholar 

  21. Attina A, Cacae F, Wolf AP (1983) J Labelled Compd Radiopharm 20:501

    Article  CAS  Google Scholar 

  22. Vlasov VM (2003) Russ Chem Rev 72:681

    Article  CAS  Google Scholar 

Download references

Acknowledgements

The support from Dr. V. Rangarajan and technologists from Bio-imaging unit, Tata Memorial Hospital, Mumbai, India in PET/CT imaging of rabbits is sincerely acknowledged.

Author information

Authors and Affiliations

  1. Radiation Medicine Centre, Bio-Medical Group, Bhabha Atomic Research Centre, Tata Memorial Hospital Annexe, Parel, Mumbai, 400012, India

    S. K. Nandy & M. G. R. Rajan

  2. Department of Atomic Energy, Medical Cyclotron Facility, Board of Radiation and Isotope Technology, Tata Memorial Hospital Annexe, Parel, Mumbai, 400012, India

    N. V. Krishnamurthy

Authors
  1. S. K. Nandy
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. N. V. Krishnamurthy
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. M. G. R. Rajan
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to M. G. R. Rajan.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Nandy, S.K., Krishnamurthy, N.V. & Rajan, M.G.R. Evaluation of the radiochemical impurities arising during the competitive fluorination of nosyl group during the synthesis of 3′-deoxy-3′-fluorothymidine, [18F]FLT. J Radioanal Nucl Chem 283, 245–251 (2010). https://doi.org/10.1007/s10967-009-0322-1

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10967-009-0322-1

Keywords

Search

Navigation