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Pregled bibliografske jedinice broj: 523640

Synthesis and evaluation of a C-6 alkylated pyrimidine derivative for in vivo imaging of HSV1-TK gene expression

Müller, Ursina; Martić, Miljen; Gazivoda Kraljević, Tatjana; Krištafor, Svjetlana; Ranadheera, Charlene; Müller, Adrienne; Born, Mariana; Krämer, Stefanie D.; Raić-Malić, Silvana; Ametamey, Simon M.
Synthesis and evaluation of a C-6 alkylated pyrimidine derivative for in vivo imaging of HSV1-TK gene expression // Nuclear medicine and biology, 39 (2012), 2; 235-246 doi:10.1016/j.nucmedbio.2011.07.009 (međunarodna recenzija, članak, znanstveni)

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Naslov
Synthesis and evaluation of a C-6 alkylated pyrimidine derivative for in vivo imaging of HSV1-TK gene expression

Autori
Müller, Ursina ; Martić, Miljen ; Gazivoda Kraljević, Tatjana ; Krištafor, Svjetlana ; Ranadheera, Charlene ; Müller, Adrienne ; Born, Mariana ; Krämer, Stefanie D. ; Raić-Malić, Silvana ; Ametamey, Simon M.

Izvornik
Nuclear medicine and biology (0969-8051) 39 (2012), 2; 235-246

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni

Ključne riječi
HSV1-TK ; reporter gene ; gene expression monitoring ; PET ; N-Me-FHBT ; FHBG

Sažetak
We report on the synthesis, radiolabeling, in vitro and in vivo characterization of N-Me-[18F]fluoro-2-(hydroxymethyl)propyl)-1, 5-dimethylpyrimidin-2, 4(1H, 3H-dione), a C-6 substituted N-1 methylated pyrimidine derivative as a reporter probe for imaging herpes simplex virus type 1 thymidine kinase (HSV1-TK) expression. N-Me-[18F]FHBT was synthesized via a standard nucleophilic substitution reaction followed by acidic cleavage of the methoxytrityl protecting group. Cell uptake was studied in vitro with control HEK293 (human embryonic kidney cells) and HEK293 cells stably transfected with non-mutant HSV1-tk (HEK293TK+ cells). PET imaging and biodistribution studies of N-Me-[18F]FHBT or [18F]FHBG were performed in nude mice bearing xenografts of HEK293 control and TK-positive cells. N-Me-[18F]FHBT (18F-5) was obtained in two step reaction in an overall maximal radiochemical yield (decay corrected) of 5 % and a radiochemical purity >96 %. The tracer uptake in HSV1-TK containing HEK293TK+ cells was 5.2 times (at 30 min) and 81.5 times (at 240 min) higher than that in control HEK293 cells. In mice, N-Me-[18F]FHBT and [18F]FHBG accumulated significantly and exhibited similar radioactivity in the HEK293TK+ xenografts, however, SUV ratios between HEK293TK+ and HEK293control xenografts were Higher for [18F]FHBG than for N-Me-[18F]FHBT. Both tracers showed gall bladder and abdominal activity. The biological evaluations demonstrated the feasibility of using N-methylated C-6 substituted pyrimidine derivative N-Me-[18F]FHBT as a PET radiotracer for monitoring HSV1-TK expression in vivo.

Izvorni jezik
Engleski

Znanstvena područja
Kemija



POVEZANOST RADA

Projekti:
MZOS-125-0982464-2925 - Razvoj i primjena novih molekula u pozitron-emisijskoj tomografiji (PET) (Raić-Malić, Silvana, MZOS ) ( CroRIS)

Ustanove:
Fakultet kemijskog inženjerstva i tehnologije, Zagreb

Profili:

Avatar Url Svjetlana Krištafor (autor)

Avatar Url Tatjana Gazivoda Kraljević (autor)

Avatar Url Silvana Raić-Malić (autor)

Poveznice na cjeloviti tekst rada:

doi dx.doi.org www.sciencedirect.com

Citiraj ovu publikaciju:

Müller, Ursina; Martić, Miljen; Gazivoda Kraljević, Tatjana; Krištafor, Svjetlana; Ranadheera, Charlene; Müller, Adrienne; Born, Mariana; Krämer, Stefanie D.; Raić-Malić, Silvana; Ametamey, Simon M.
Synthesis and evaluation of a C-6 alkylated pyrimidine derivative for in vivo imaging of HSV1-TK gene expression // Nuclear medicine and biology, 39 (2012), 2; 235-246 doi:10.1016/j.nucmedbio.2011.07.009 (međunarodna recenzija, članak, znanstveni)
Müller, U., Martić, M., Gazivoda Kraljević, T., Krištafor, S., Ranadheera, C., Müller, A., Born, M., Krämer, S., Raić-Malić, S. & Ametamey, S. (2012) Synthesis and evaluation of a C-6 alkylated pyrimidine derivative for in vivo imaging of HSV1-TK gene expression. Nuclear medicine and biology, 39 (2), 235-246 doi:10.1016/j.nucmedbio.2011.07.009.
@article{article, author = {M\"{u}ller, Ursina and Marti\'{c}, Miljen and Gazivoda Kraljevi\'{c}, Tatjana and Kri\v{s}tafor, Svjetlana and Ranadheera, Charlene and M\"{u}ller, Adrienne and Born, Mariana and Kr\"{a}mer, Stefanie D. and Rai\'{c}-Mali\'{c}, Silvana and Ametamey, Simon M.}, year = {2012}, pages = {235-246}, DOI = {10.1016/j.nucmedbio.2011.07.009}, keywords = {HSV1-TK, reporter gene, gene expression monitoring, PET, N-Me-FHBT, FHBG}, journal = {Nuclear medicine and biology}, doi = {10.1016/j.nucmedbio.2011.07.009}, volume = {39}, number = {2}, issn = {0969-8051}, title = {Synthesis and evaluation of a C-6 alkylated pyrimidine derivative for in vivo imaging of HSV1-TK gene expression}, keyword = {HSV1-TK, reporter gene, gene expression monitoring, PET, N-Me-FHBT, FHBG} }
@article{article, author = {M\"{u}ller, Ursina and Marti\'{c}, Miljen and Gazivoda Kraljevi\'{c}, Tatjana and Kri\v{s}tafor, Svjetlana and Ranadheera, Charlene and M\"{u}ller, Adrienne and Born, Mariana and Kr\"{a}mer, Stefanie D. and Rai\'{c}-Mali\'{c}, Silvana and Ametamey, Simon M.}, year = {2012}, pages = {235-246}, DOI = {10.1016/j.nucmedbio.2011.07.009}, keywords = {HSV1-TK, reporter gene, gene expression monitoring, PET, N-Me-FHBT, FHBG}, journal = {Nuclear medicine and biology}, doi = {10.1016/j.nucmedbio.2011.07.009}, volume = {39}, number = {2}, issn = {0969-8051}, title = {Synthesis and evaluation of a C-6 alkylated pyrimidine derivative for in vivo imaging of HSV1-TK gene expression}, keyword = {HSV1-TK, reporter gene, gene expression monitoring, PET, N-Me-FHBT, FHBG} }

Časopis indeksira:


  • Current Contents Connect (CCC)
  • Web of Science Core Collection (WoSCC)
    • Science Citation Index Expanded (SCI-EXP)
    • SCI-EXP, SSCI i/ili A&HCI
  • Scopus
  • MEDLINE

Uključenost u ostale bibliografske baze podataka::


  • BIOSIS Previews (Biological Abstracts)
  • CA Search (Chemical Abstracts)
  • EMBASE (Excerpta Medica)
  • Toxicology Abstracts

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