97499-73-5Relevant academic research and scientific papers
A practical and scalable process to selectively monofunctionalize water-soluble α,ω-diols
Zhang, Quanxuan,Ren, Hong,Baker, Gregory L.
, p. 3384 - 3386 (2014/06/09)
A practical protocol for rapid and scalable synthesis of monofunctionalized α,ω-diols using a simple and inexpensive THP ether protection/deprotection strategy was described. Use of inexpensive DHP source and ease to remove excess water-soluble α,ω-diols
Vinyl Epoxides: Reagents for Radical-Induced DNA Cleavage
Breen, Anthony P.,Murphy, John A.
, p. 2979 - 2990 (2007/10/02)
Allyloxyl radicals, formed by addition of thiyl radicals to vinyl epoxides, function as DNA-cleaving agents.Radical-induced damage to DNA is normally caused either by hydrogen-atom abstraction from deoxyribose or addition to the ?-bonds of the heterocyclic bases.Model studies showed that allyloxyl radicals could effect both hydrogen-atom abstraction and addition to simple alkene ?-bonds (but no product of addition to the ?-bonds of adenine was observed).Importantly, this model chemistry could be performed in water at room temperature, and using enzymic formation of glutathionyl radicals.An intercalating vinyl epoxide 35 bound to ΦX174 supercoited DNA caused cleavage when activated by glutathionyl radicals.The potential use of epoxide 35 in reversing the radiation resistance of tumours with a high local concentration of glutathione is discussed.
Modelling Radical-initiated DNA Cleavage by Vinyl Epoxides
Breen, Anthony P.,Murphy, John A.
, p. 191 - 192 (2007/10/02)
Allyloxy radicals, formed by addition of thio radicals to vinyl epoxides, are shown to abstract hydrogen atoms and to add to alkene ?-bonds in reactions which model the chemistry that would be required to induce DNA damage; this suggests that vinyl epoxides could have uses as radiosensitizers for treatment of resistant tumours.
