title: 4-Thio-5-bromo-2'-deoxyuridine: chemical synthesis and therapeutic potential of UVA-induced DNA damage.
abstract: 4-Thio-5-bromo-2'-deoxyuridine (3a) is prepared from 5-bromo-2'-deoxyuridine (BrdU) and its key properties are explored. The thionucleoside (3a) can react readily with monobromobimane and produces high fluorescence. 3a has UV maximum absorption at 340 nm and can be incorporated into cellular DNA. The cells containing 3a become sensitive to UVA light, offering therapeutic potential for UVA-induced cell killing.
authors.affiliation: Department of Chemistry, The Open University, Walton Hall, Milton Keynes MK7 6AA, UK. y.z.xu@open.ac.uk
authors.forename: Yao-Zhong
authors.initials: YZ
authors.lastname: Xu
authors.forename: Xiaohui
authors.initials: X
authors.lastname: Zhang
authors.forename: Hai-Chen
authors.initials: HC
authors.lastname: Wu
authors.forename: Andrew
authors.initials: A
authors.lastname: Massey
authors.forename: Peter
authors.initials: P
authors.lastname: Karran
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D045744:Cell Line, Tumor; D002470:Cell Survival / Q000187:drug effects / Q000528:radiation effects; D004247:DNA / Q000187:drug effects* / Q000528:radiation effects; D004249:DNA Damage; D004260:DNA Repair / Q000187:drug effects; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D015394:Molecular Structure; D011836:Radiation Tolerance / Q000187:drug effects*; D011838:Radiation-Sensitizing Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D013891:Thiouridine / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000494:pharmacology; D014466:Ultraviolet Rays
chemical_list: C490864:4-thio-5-bromo-2'-deoxyuridine; D000970:Antineoplastic Agents; D011838:Radiation-Sensitizing Agents; D013891:Thiouridine; D004247:DNA