1,2,2-三甲基丙氧基-苯氧基-甲膦酰-对-氨基-和-偶氮基-中国鲎血蓝蛋白的制备

PREPARATION OF 1,2,2-TRIMETHYLPROPOXY-PHENOXY-PHOSPHORYL-PDIAZO-AND AMINO-TACHYPLEUS TRIDENTATUS HEMOCYANIN

报道了1,2,2-三甲基丙氧基-苯氧基-甲膦酰-对-氨基和偶氮基中国鲎血蓝蛋白的合成。它们的合成是由甲膦酰二氯(1)与对-硝基苯酚作用,制得对-硝基苯氧基甲膦酰氯(2),化合物(2)再与1,2,2-三甲基丙醇反应,生成甲磷酸(1,2,2-三甲基丙基-O′-对-硝基苯基)酯(3),化合物(3)中的硝基经10％Pd-C催化氢化,转化成氨基化合物(4)。化合物(4)与中国鲎血蓝蛋白(TTH)用缩合法和重氮化法制备了缩合物(Ⅰ)和偶联物(Ⅱ)它们是均未见报道的新化合物,生物试验表明,化合物(Ⅰ)和(Ⅱ)可诱导产生一定的抗体。

1,2,2-Trimethylpropoxy-phenoxy-phosphoryl-p-diazo and amino-tachypleus tridentats hemocyanin were synthesized, p-Nitrophenoxymethylphosphorylchloride (2) was prepared from methyldichlorophosphine and p-nitrophenol. Then the reaction of the compound (2) with 1,2, 2-trimethylpropynol produced phosphonic acid (1,2, 2-trimethylpropyl-0'-p-nitropenyl)ester(3) which,by 10％ Pd-C catalytic hydrogenizing,was converted into an amino compound (4). The immunocomplexes (Ⅰ , Ⅱ ) were obtained by condensing and diazotizing the compound(4) and tachypleus tridentatus hemoeyanin. They are new compounds. The biological activity of immunocomplexes(Ⅰ , Ⅱ )was tested.