Synthesis, characterization and immunochemical evaluation of cephalosporin antigenic determinants

J Mol Recognit. 2003 May-Jun;16(3):148-56. doi: 10.1002/jmr.621.

Abstract

Lack of knowledge of the exact chemical structure of cephalosporin antigenic determinants has hindered clinical interpretation of adverse reactions to these drugs and delayed understanding of the mechanisms involved in the specific recognition and binding of IgE molecules to these antigenic determinants. We further resolve the relationship between structure and activity of proposed antigenic chemicals, including the rational design and synthesis of these haptenic structures. Comparative RAST inhibition studies of the synthesized molecules revealed that they were recognized by IgE antibodies induced by cephalosporin antibiotics. Thus, these data indicate that recognition is mainly directed to the acyl side chain and to the beta-lactam fragment that remains linked to the carrier protein in the cephalosporin conjugation course.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Adult
  • Cephalosporins / chemical synthesis*
  • Cephalosporins / chemistry
  • Cephalosporins / immunology*
  • Epitopes / chemistry*
  • Epitopes / immunology*
  • Female
  • Humans
  • Immunoglobulin E / immunology
  • Male
  • Middle Aged
  • Molecular Structure
  • Radioimmunoassay
  • Skin Tests
  • Substrate Specificity

Substances

  • Cephalosporins
  • Epitopes
  • Immunoglobulin E