Reference
Reference TypeLiterature
TitleAssessment of Antipiperacillin IgG Binding to Structurally Related Drug Protein Adducts.
AuthorsMohammed O Amali; Rosalind E Jenkins; Xiaoli Meng; Lee Faulkner; Paul Whitaker; Daniel Peckham; B Kevin Park; Dean J Naisbitt
AffiliationsDepartment of Pharmacology, University of Liverpool , Sherrington Building, Ashton Street, Liverpool L69 3GE, England; Regional Adult Cystic Fibrosis Unit, St. James's Hospital , Leeds LS9 7TF, England.
JournalChem Res Toxicol
Year2017
AbstractThe risk of developing hypersensitivity to alternative antibiotics is a concern for penicillin hypersensitive patients and healthcare providers. Herein we use piperacillin hypersensitivity as a model to explore the reactivity of drug-specific IgG against alternative -lactam protein adducts. Mass spectrometry was used to show the drugs (amoxicillin, flucloxacillin, benzyl penicillin, aztreonam, and piperacillin) bind to similar lysine residues on the protein carrier bovine serum albumin. However, the hapten-specific IgG antibodies found in piperacillin hypersensitive patient plasma did not bind to other -lactam protein conjugates. These data outline the fine specificity of piperacillin-specific IgG antibodies that circulate in patients with hypersensitivity.
Curation Last Updated2025-04-11 18:53:59
Epitope
Epitope ID742523
Chemical TypeNon-peptidic
Smiles StructureN(C(=O)C=1C(=NOC1C)C2=C(C=CC=C2F)Cl)[C@@H]([C@@]3(N[C@H](C(S3)(C)C)C(O)=O)[H])C(=O)NCCCC[C@@H](C(=O)O)N
Molecule Nameflucloxacilloyl-L-lysine
Epitope Reference Details
Epitope Structure DefinesPartial Epitope
Epitope Nameflucloxacillin-lysine
Location of Data in ReferenceFigure 1
Immunization
Host OrganismHomo sapiens (human)
Host Details
Host GeolocationEngland
1st In Vivo Process
In Vivo Process TypeOccurrence of allergy
Disease Statepiperacillin allergy
Disease StageChronic;OGMS:0000064
1st Immunogen
Epitope RelationStructurally Related
Chemical TypeNon-peptidic
Smiles Structure[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](NC(=O)N1CCN(CC)C(=O)C1=O)c1ccccc1)C(O)=O
Molecule Namepiperacillin
Immunization Comments
Immunization CommentsPlasma from four hypersensitive patients who developed a maculopapular rash after piperacillin therapy was tested.
B Cell Assay
Qualitative MeasurementPositive-Low
Method/TechniqueELISA
Measurement ofqualitative binding
Measurement Details
Number of Subjects Tested4
Assayed Antibody
Assayed Antibody Source MaterialPlasma
Assayed Antibody Immunoglobulin DomainEntire Antibody
Assayed Antibody Purification StatusPolyclonal
Assayed Antibody Heavy Chain TypeIgG
Antigen
Epitope RelationEpitope
Chemical TypeNon-peptidic
Smiles StructureN(C(=O)C=1C(=NOC1C)C2=C(C=CC=C2F)Cl)[C@@H]([C@@]3(N[C@H](C(S3)(C)C)C(O)=O)[H])C(=O)NCCCC[C@@H](C(=O)O)N
Molecule Nameflucloxacilloyl-L-lysine
Assay Reference Details
Assay Comments by IEDB CuratorAntigen carrier: Protein conjugate: Albumin (Bos taurus (bovine)).
Location of Assay Data in ReferenceFigure 3