3'-Fluoro-3'-deoxythymidine

3'-Fluoro-3'-deoxythymidine

Identifiers
CAS Number	25526-93-6
PubChem	CID 33039
ChemSpider	30578
UNII	PG53R0DWDQ
KEGG	D02830
ChEMBL	CHEMBL105318
Synonyms	[18F]Fluorothymidine
Chemical data
Formula	C10H13F2N2O4
Molar mass	244.22 g/mol
SMILES O=C/1NC(=O)N(\C=C\1C)[C@@H]2O[C@@H]([C@@H](F)C2)CO
InChI InChI=1S/C10H13FN2O4/c1-5-3-13(10(16)12-9(5)15)8-2-6(11)7(4-14)17-8/h3,6-8,14H,2,4H2,1H3,(H,12,15,16)/t6-,7+,8+/m0/s1 Key:UXCAQJAQSWSNPQ-XLPZGREQSA-N

¹⁸F-3'-Fluoro-3'-deoxythymidine or ¹⁸F-FLT is a tumor-specific PET tracer (radiopharmaceutical) . FLT is suitable for monitoring how tumor responds on cytostatic therapy. It accumulates in proliferating cells - it indicates the activity of ensyme thymidine kinase which characterise the activity of cell division. FLT is phosphorylated as thymidine before incorporating into DNA. Thymidine is essential for DNA replication. Considering missing 3-hydroxy group, polymerisation of DNA is stopped by incorporating of FLT. FLT indicates change of tumor cells proliferation by tracking the restoration of nucleosides from degenerated DNA.^[1]

References

1. Wagner, M; Seitz, U; Buck, A; Neumaier, B; Schultheiss, S; Bangerter, M; Bommer, M; Leithäuser, F; Wawra, E; Munzert, G; Reske, S. N. (2003). "3'-18Ffluoro-3'-deoxythymidine (18F-FLT) as positron emission tomography tracer for imaging proliferation in a murine B-Cell lymphoma model and in the human disease" (PDF). Cancer research 63 (10): 2681–7. PMID 12750297.