4661-54-5Relevant articles and documents
Manipulating reduction potentials in an artificial safranin cofactor
Raju, Gheevarghese,Capo, Joseph,Lichtenstein, Bruce R.,Cerda, Jose F.,Koder, Ronald L.
, p. 1201 - 1203 (2012)
Safranines hold great promise as artificial flavin-like electron transfer cofactors with tunable properties. We report the design and chemical synthesis of the p-methoxy derivative of safranine O using a new synthetic route based on the Ulmann condensation. Spectroelectrochemical comparison of the purified parent safranine and this derivative demonstrates that the modification increases its two-electron reduction potential by 125 mV, or 5.75 kcal/mol. This modification also causes redshifts in the absorbance and fluorescence spectra of the cofactor, suggesting that it may find future utility in arrayed sensor applications.