Sahui-Gnassi A, Pham-Huy C, Galons H, Warnet J M, Claude J R, Duc H T
Laboratoire de Toxicologie, Faculté de Pharmacie, Paris, France.
Chirality. 1993;5(6):448-54. doi: 10.1002/chir.530050610.
A selective antibody to (S)-propranolol enantiomer was produced in rabbits by immunization with a new conjugate of N-aminopropylpropranolol-albumin. A hapten was first prepared by condensing (S)-propranolol or the racemate with 3-bromopropylphthalimide followed by hydrazinolysis, and the resulting compound conjugated to serum albumin by means of a glutaraldehyde- or carbodiimide-mediated reaction. Rabbits were immunized, and titres and specificity of antibodies were determined by ELISA. The antibodies obtained were tested with (S)-, (R)-, (R,S)-propranolol, and other structural analogs. Selective (S)-antibodies recognized (S)-propranolol 20 times more avidly than (R)-isomer while an antiserum against (R,S)-propranolol recognized both (S)- and (R)-isomers to about the same degree.
通过用N-氨丙基普萘洛尔-白蛋白的新偶联物免疫兔子，制备了一种针对（S）-普萘洛尔对映体的选择性抗体。首先通过将（S）-普萘洛尔或外消旋体与3-溴丙基邻苯二甲酰亚胺缩合，然后进行肼解来制备半抗原，所得化合物通过戊二醛或碳二亚胺介导的反应与血清白蛋白偶联。对兔子进行免疫，并通过酶联免疫吸附测定（ELISA）确定抗体的效价和特异性。用（S）-、（R）-、（R,S）-普萘洛尔和其他结构类似物对获得的抗体进行测试。选择性（S）-抗体识别（S）-普萘洛尔的亲和力比（R）-异构体高20倍，而针对（R,S）-普萘洛尔的抗血清对（S）-和（R）-异构体的识别程度大致相同。
