Huang, Zhangjian Knaus, Edward E. <i>O</i><sup>2</sup>-(<i>N</i>-Hydroxy(methoxy)-2-ethanesulfonamido) Protected Diazen-1-ium-1,2-diolates: Nitric Oxide Release via a Base-Induced β-Elimination Cleavage <i>O</i><sup>2</sup>-(Ethanesulfohydroxamic acid) and <i>O</i><sup>2</sup>-(<i>N</i>-methoxy-2-ethanesulfonylamido) diazen-1-ium-1,2-diolates (<b>4</b>−<b>7</b>), a novel type of <i>O</i><sup>2</sup>-(protected) diazeniumdiolate, were synthesized using a key thioacetate oxidation reaction. Nitric oxide release studies showed that <i>O</i><sup>2</sup>-(<i>N</i>-methoxy-2-ethanesulfonylamido) diazeniumdiolates <b>5</b> and <b>7</b> released NO in a nonphysiological alkaline buffer, in the presence of bases such as the basic natural amino acids Arg and His, or the non-nucleophilic organic base DBU in PBS at pH 7.4, via a β-elimination cleavage reaction. presence;novel type;elimination;base DBU;pH;PBS;CleavageO;Elimination;acids Arg;Nitric oxide release studies;thioacetate oxidation reaction;cleavage;Oxide;Protected;Diazen;Release;nonphysiological;diazeniumdiolate;diazen 2011-03-04
    https://acs.figshare.com/articles/journal_contribution/_i_O_i_sup_2_sup_i_N_i_Hydroxy_methoxy_2_ethanesulfonamido_Protected_Diazen_1_ium_1_2_diolates_Nitric_Oxide_Release_via_a_Base_Induced_Elimination_Cleavage/2687128
10.1021/ol200053z.s001