10.1021/jf051330b.s001 Yair Bezman Yair Bezman Itzhak Bilkis Itzhak Bilkis Peter Winterhalter Peter Winterhalter Peter Fleischmann Peter Fleischmann Russell L. Rouseff Russell L. Rouseff Susanne Baldermann Susanne Baldermann Michael Naim Michael Naim Thermal Oxidation of 9‘-<i>cis</i>-Neoxanthin in a Model System Containing Peroxyacetic Acid Leads to the Potent Odorant β-Damascenone American Chemical Society 2005 peroxyacetic acid oxidation Damascenone peroxyacetic acid damascenone neoxanthin Model System Containing Peroxyacetic phase min formation 2005-11-16 00:00:00 Journal contribution https://acs.figshare.com/articles/journal_contribution/Thermal_Oxidation_of_9_i_cis_i_Neoxanthin_in_a_Model_System_Containing_Peroxyacetic_Acid_Leads_to_the_Potent_Odorant_Damascenone/3256903 The potent odorant β-damascenone was formed directly from 9‘-<i>cis</i>-neoxanthin in a model system by peroxyacetic acid oxidation and two-phase thermal degradation without the involvement of enzymatic activity. β-Damascenone formation was heavily dependent on pH (optimum at 5.0) and temperature, occurring over the two sequential phases. The first was incubation with peroxyacetic acid at 60 °C for 90 min, and the second was at above 90 °C for 20 min. Only traces of β-damascenone were formed on application of only one of the two phases. Formate and citrate solutions produced a much better environment for β-damascenone formation than acetate and phosphate. About 7 μg/L β-damascenone was formed from 5.8 mg/L 9‘-<i>cis</i>-neoxanthin under optimal experimental condition. The detailed pathway by which β-damascenone is formed remains to be elucidated. Keywords: β-Damascenone; 9‘-<i>cis</i>-neoxanthin; peroxyacetic acid; epoxide; thermolysis