3'-Deoxy-3'-fluorothymidine

3'-Deoxy-3'-fluorothymidine is a nucleoside analog. It is phosphorylated by thymidine kinase 1 (TK1) but not TK2 and also inhibits TK1 and TK2 (Kis = 6 and 10 µM, respectively). 3'-Deoxy-3'-fluorothymidine inhibits HIV-1 reverse transcriptase (EC50 = 5 nM) and the replication of HIV-1 in MT-4 human T cell leukemia cells (EC50 = 5 nM). It decreases mitochondrial DNA (mtDNA) levels and the oxygen consumption rate (OCR) and induces upregulation of the cell differentiation marker CD11b in OCI-AML-2 and MV4-11 acute myeloid leukemia (AML) cells in a concentration-dependent manner. 3'-Deoxy-3'-fluorothymidine (50 mg/kg) reduces tumor growth in an OCI-AML-2 AML mouse xenograft model. A radiolabeled form of 3'-deoxy-3'-fluorothymidine, [18F]FLT, is commonly used as a PET tracer for in vivo imaging of tumors.Formal Name: 3'-deoxy-3'-fluoro-thymidine. CAS Number: 25526-93-6. Synonyms: Alovudine, CL 184,824, FLT, MIV-310, NSC 140025. Molecular Formula: C10H13FN2O4. Formula Weight: 244.2. Purity: >98%. Formulation: (Request formulation change), A solid. Solubility: DMF: 11 mg/mL, DMSO: 12 mg/mL, Ethanol: Slightly soluble, PBS (pH 7.2): 0.33 mg/mL. lambdamax: 265 nm. SMILES: O=C(C(C)=CN1[C@]2(C[C@@H]([C@H](O2)CO)F)[H])NC1=O. InChi Code: 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. InChi Key: UXCAQJAQSWSNPQ-XLPZGREQSA-N.