title: Synthesis, characterization and immunochemical evaluation of cephalosporin antigenic determinants.
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.
authors.affiliation: Department of Organic Chemistry, Faculty of Science, University of Malaga, Malaga, Spain.
authors.forename: Francisco
authors.initials: F
authors.lastname: Sánchez-Sancho
authors.forename: Ezequiel
authors.initials: E
authors.lastname: Perez-Inestrosa
authors.forename: Rafael
authors.initials: R
authors.lastname: Suau
authors.forename: María I
authors.initials: MI
authors.lastname: Montañez
authors.forename: Cristobalina
authors.initials: C
authors.lastname: Mayorga
authors.forename: Maria J
authors.initials: MJ
authors.lastname: Torres
authors.forename: Antonino
authors.initials: A
authors.lastname: Romano
authors.forename: Miguel
authors.initials: M
authors.lastname: Blanca
mesh_terms: D000328:Adult; D002511:Cephalosporins / Q000138:chemical synthesis* / Q000737:chemistry / Q000276:immunology*; D000939:Epitopes / Q000737:chemistry* / Q000276:immunology*; D005260:Female; D006801:Humans; D007073:Immunoglobulin E / Q000276:immunology; D008297:Male; D008875:Middle Aged; D015394:Molecular Structure; D011863:Radioimmunoassay; D012882:Skin Tests; D013379:Substrate Specificity
chemical_list: D002511:Cephalosporins; D000939:Epitopes; D007073:Immunoglobulin E