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Immunoassay of racemic drugs: a problem of enantioselective antisera and a solution.

Publication ,  Journal Article
Cook, CE; Seltzman, TP; Tallent, CR; Wooten, JD
Published in: J Pharmacol Exp Ther
March 1982

Although it has been demonstrated that immunization with drug-protein conjugates derived from enantiomerically pure drug derivatives leads to stereoselective antisera, the effect of the use of conjugates of racemic drugs on antibody stereoselectivity has received little attention. Antisera were developed by immunizing rabbits with a conjugate (1) of the hemisuccinate of the antimalarial drug 1-(1,3-dichloro-6-trifluoromethyl-9-phenanthryl)-3-N, N-dibutylaminopropan-1-ol (WR 171,669) and bovine thyroglobulin. These antisera in binding competition studies with tritium-labeled racemic WR 171,669 demonstrated different stereoselective for d-, l- and dl-WR 171-669. Immunization with a conjugate (II) made from a nonchiral analog of the drug led to antisera which showed little discrimination between the optical isomers. Hydrolysis of conjugate I showed no excess of one enantiomer over the other, thus indicating that the stereoselectivity was the result of stereoslective processing of the conjugate by the immune system. The use of antisera from racemic conjugates to analyze total drug levels must be examined in each case ot avoid errors. The use of conjugate achiral drug analogs leading to the production of antisera relatively "blind" to enantiomeric differences is one solution to the problem of selective antisera.

Duke Scholars

Published In

J Pharmacol Exp Ther

ISSN

0022-3565

Publication Date

March 1982

Volume

220

Issue

3

Start / End Page

568 / 573

Location

United States

Related Subject Headings

  • Time Factors
  • Thyroglobulin
  • Stereoisomerism
  • Rabbits
  • Phenanthrenes
  • Pharmacology & Pharmacy
  • Immunoassay
  • Immune Sera
  • Cattle
  • Binding, Competitive
 

Citation

APA
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MLA
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Cook, C. E., Seltzman, T. P., Tallent, C. R., & Wooten, J. D. (1982). Immunoassay of racemic drugs: a problem of enantioselective antisera and a solution. J Pharmacol Exp Ther, 220(3), 568–573.
Cook, C. E., T. P. Seltzman, C. R. Tallent, and J. D. Wooten. “Immunoassay of racemic drugs: a problem of enantioselective antisera and a solution.J Pharmacol Exp Ther 220, no. 3 (March 1982): 568–73.
Cook CE, Seltzman TP, Tallent CR, Wooten JD. Immunoassay of racemic drugs: a problem of enantioselective antisera and a solution. J Pharmacol Exp Ther. 1982 Mar;220(3):568–73.
Cook, C. E., et al. “Immunoassay of racemic drugs: a problem of enantioselective antisera and a solution.J Pharmacol Exp Ther, vol. 220, no. 3, Mar. 1982, pp. 568–73.
Cook CE, Seltzman TP, Tallent CR, Wooten JD. Immunoassay of racemic drugs: a problem of enantioselective antisera and a solution. J Pharmacol Exp Ther. 1982 Mar;220(3):568–573.

Published In

J Pharmacol Exp Ther

ISSN

0022-3565

Publication Date

March 1982

Volume

220

Issue

3

Start / End Page

568 / 573

Location

United States

Related Subject Headings

  • Time Factors
  • Thyroglobulin
  • Stereoisomerism
  • Rabbits
  • Phenanthrenes
  • Pharmacology & Pharmacy
  • Immunoassay
  • Immune Sera
  • Cattle
  • Binding, Competitive