大孔乙酰氨甲基聚苯乙烯吸附树脂的合成及胱氨酸和酪氨酸的分离

Synthesis of Macroporous Acetyl Aminomethylene Polystyrene Resin and Its Application in Separation of Cystine and Tyrosine

设计合成了能与酪氨酸酚羟基和苯环形成氢键和疏水作用的大孔乙酰氨甲基聚苯乙烯树脂。酪氨酸在填充此树脂的色谱柱上有较大的保留 ,而胱氨酸基本不保留从而使二者得到分离。通过研究胱氨酸、酪氨酸和苯丙氨酸在大孔乙酰氨甲基聚苯乙烯、大孔聚苯乙烯和聚丙烯酰胺 3个树脂柱上的保留 ,证明酪氨酸和乙酰氨甲基聚苯乙烯树脂之间存在氢键和疏水作用 ,且二者之间有协同作用 ,0 .4g由蛋白质水解得到的酪氨酸和胱氨酸混合物经大孔乙酰氨甲基聚苯乙烯树脂柱 (2 5 0× 1 0 mm,I.D.)分离可得到 0 .2 0 g纯胱氨酸和 0 .1 2

Based on the fact that tyrosine molecule contains a phenyl ring and a phenolic hydroxyl group, a polymeric adsorbent macroporous acetyl aminomethylene polystyrene resin, which was expected to form hydrogen bonding and hydrophobic interaction with tyrosine but not with cystine, was synthesized. The results indicated that tyrosine had high retention on a column packed with the adsorbent while cystine had no retention. By comparing the retentions of cystine, tyrosine and phenylalanine on columns packed with macroporous acetyl aminomethylene polystyrene resin, macro porous polystyrene resin and polyacrylamide resin, respectively, it was concluded that there are hydrophobic interaction and hydrogen bonding between tyrosine and macroporous acetyl aminomethylene polystyrene resin and the two interactions acted synergistically. From 0 4 g mixture of cystine and tyrosine, an industrial byproduct of amino acids from hydrolysis of proteins on a column( 250 mm× 10 mm , I.D.) packed with macroporous acetyl aminomethylene polystyrene resin 0 2 g of pure cystine and 0 12 g of pure tyrosine were obtained, respectively.