4-Thio-5-bromo-2'-deoxyuridine: chemical synthesis and therapeutic potential of UVA-induced DNA damage.
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.
Xu
Yao-Zhong
YZ
Department of Chemistry, The Open University, Walton Hall, Milton Keynes MK7 6AA, UK. y.z.xu@open.ac.uk
Zhang
Xiaohui
X
Wu
Hai-Chen
HC
Massey
Andrew
A
Karran
Peter
P
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
C490864:4-thio-5-bromo-2'-deoxyuridine; D000970:Antineoplastic Agents; D011838:Radiation-Sensitizing Agents; D013891:Thiouridine; D004247:DNA