Gunnar E, Lindeberg G, Melin P, Larsson L E
Int J Pept Protein Res. 1976;8(2):193-8. doi: 10.1111/j.1399-3011.1976.tb02495.x.
Fully protected 8-D-lysine-vasopresin and 1-deamino-8-D-lysine-vasopressin were synthesized by the solid phase method. Selective removal of the lysine protection and reaction with 1-guanyl-3,5-dimethylpyrazole converted D-lysine into D-homoarginine. The title compounds were then obtained by treatment with sodium in liquid ammonia and oxidation in dilute aqueous solution. Although the antidiuretic activities are lower than for the corresponding D-argining derivatives, the even lower pressor effects make the new analogues highly specific antidiuretic agents. The A/P ratios for 8-D-homoarginine-vasopressin and its 1-deamino derivative are 100 and 3,300, respectively.
通过固相法合成了完全保护的8-D-赖氨酸-血管加压素和1-去氨基-8-D-赖氨酸-血管加压素。选择性去除赖氨酸保护基并与1-胍基-3,5-二甲基吡唑反应，将D-赖氨酸转化为D-高精氨酸。然后通过在液氨中用钠处理并在稀水溶液中氧化得到标题化合物。尽管抗利尿活性低于相应的D-精氨酸衍生物，但更低的升压作用使新类似物成为高度特异性的抗利尿剂。8-D-高精氨酸-血管加压素及其1-去氨基衍生物的A/P比分别为100和3300。
