Direct Conjugation of Penicillins and Cephalosporins with Proteins for Receptor Assays of Beta-Lactam Antibiotics

— Fifteen protein conjugates of penicillins and cephalosporins containing amino- and/or carboxylic groups in the initial structures have been synthesized in the reactions with human serum albumin or ovalbumin using 1-ethyl-3-[3-dimethylaminopropyl]carbodiimide hydrochloride (EDC) or a combination of...

Full description

Saved in:
Bibliographic Details
Published in:Russian journal of bioorganic chemistry 2022-02, Vol.48 (1), p.85-95
Main Authors: Serchenya, T. S., Harbachova, I. V., Sviridov, O. V.
Format: Article
Language:English
Subjects:
Amides
Ampicillin
Antibiotics
Biochemistry
Biomedical and Life Sciences
Biomedicine
Bioorganic Chemistry
Cephalosporins
Chemical synthesis
Comparative studies
Conjugates
Conjugation
Life Sciences
Liquid phases
Macromolecules
Mass spectrometry
Monoclonal antibodies
Nanoparticles
Organic Chemistry
Ovalbumin
Penicillin
Proteins
Reagents
Receptors
Review Article
Serum albumin
Solid phases
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:— Fifteen protein conjugates of penicillins and cephalosporins containing amino- and/or carboxylic groups in the initial structures have been synthesized in the reactions with human serum albumin or ovalbumin using 1-ethyl-3-[3-dimethylaminopropyl]carbodiimide hydrochloride (EDC) or a combination of EDC and N -hydroxysulfosuccinimide at various ratios of the base reagents. A comparative study of conjugates composition and properties has been carried out by UV spectroscopy, mass spectrometry and a ligand-receptor assay. It was shown that the antibiotic residue content of the macromolecules obtained varied from 1 to 22, the beta-lactam cycle remained intact assuring specific interactions of the conjugates with a penicillin-binding protein. In two developed models of receptor bioanalytic systems, an ampicillin conjugate onto a solid phase binds to penicillin-binding protein complexed with a monoclonal antibody, which was detected by an immunoenzyme label in microplate wells or gold nanoparticles on test strips. Conjugated ampicillin binding to the receptor was competitively inhibited by beta-lactam antibiotics added to the liquid phase, and analytical sensitivities relative to penicillin G were 0.05 and 1 ng/mL for microplate and receptor chromatographic systems, respectively.
ISSN:1068-1620
1608-330X
DOI:10.1134/S1068162022010125