The Oxidative Addition Reaction between Compounds of Resorufin (7-Hydroxy-3H-phenoxazin-3-one) and 2-Mercaptoethanol

Third-Generation Method for High-Throughput Quantification of Trace Palladium by Color or Fluorescence

“…Unfortunately, we were unable to determine the structure of the transient product under basic conditions due to its poor solubility in DMSO-d 6 , CD 3 OD, and D 2 O. Based on the previously observed mode of reactivity of related resorufin derivatives, 51 we speculate that NaOH undergoes reversible conjugate addition to form keto-1, which may be in equilibrium with its tautomer, enol-1 (Scheme 2). Although the hypothesized mechanism may be intriguing, this is detrimental to achieving the goal of developing a palladium-specific quantification method.…”

Electronic coupling in the reduced state lies at the origin of color changes of ommochromes

“…Experimental UV-Visible data for these molecules were taken from references [3] and [40], respectively.…”

Enzymology and Molecular Biology of Carbonyl Metabolism 7

“…The dimethylcarbamate, methanesulphonate and ethyl ether of resorufin were synthesised as before (Kitson, 1998). All spectra and all spectrophotometric assays of enzyme activity were recorded using a Varian Cary 1 spectrophotometer.…”

“…Investigation of the product of the reaction by NMR spectroscopy (Kitson, 1998) showed unequivocally that the small thiol adds at position 2 of the resorufin ring and that the initial product (which has an aromatic ring and would be colourless) undergoes immediate spontaneous oxidation to the final yellow-orange product shown in Figure 3, presumably with atmospheric oxygen as oxidant; this pathway may be termed 'oxidative addition'. With the dimethylcarbamate and the methanesulphonate, the A. max of the product of reaction with f3-mercaptoethanol is essentially the same as that with ALDH-l, showing that the pathway shown in shows the gradual reduction of the coloured label (supplied to ALDH-l by resorufin dimethylcarbamate) by ascorbic acid, followed by its re-oxidation by hydrogen peroxide.…”