5-Hydroxy-2'-deoxyuridine

• CAT Number: I016938
• CAS Number: 5168-36-5
• Molecular Formula: C9H12N2O6
• Molecular Weight: 244.20
• Purity: ≥95%
• Synonyms: 5-hydroxy-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
• InChI: InChI=1S/C9H12N2O6/c12-3-6-4(13)1-7(17-6)11-2-5(14)8(15)10-9(11)16/h2,4,6-7,12-14H,1,3H2,(H,10,15,16)/t4-,6+,7+/m0/s1
• InChIKey: UIJSURSVLVISBO-UBKIQSJTSA-N
• SMILES: C1C(C(OC1N2C=C(C(=O)NC2=O)O)CO)O

5-Hydroxy-2′-deoxyuridine (CAT: I016938) is an oxidized nucleoside derivative of 2′-deoxyuridine, commonly formed as a product of DNA damage by reactive oxygen species (ROS). It is recognized as a mutagenic lesion because of its ability to mispair during DNA replication, leading to G→T and A→C transversions. 5-OH-dU is widely used as a biochemical probe in studies of oxidative DNA damage, mutagenesis, repair pathways, and carcinogenesis. Its incorporation into DNA serves as a model to investigate base excision repair (BER) mechanisms and polymerase fidelity. 5-Hydroxy-2′-deoxyuridine is an essential tool for exploring genome stability, oxidative stress biology, and cancer research.