Next Article in Journal
Effects of Quercetin Metabolites on Triglyceride Metabolism of 3T3-L1 Preadipocytes and Mature Adipocytes
Next Article in Special Issue
Quantitative Structure-Activity Relationship Study of Antioxidant Tripeptides Based on Model Population Analysis
Previous Article in Journal
Interplay among Vaginal Microbiome, Immune Response and Sexually Transmitted Viral Infections
Article Menu
Issue 2 (January-2) cover image

Export Article

Open AccessArticle
Int. J. Mol. Sci. 2019, 20(2), 265; https://doi.org/10.3390/ijms20020265

Ciprofloxacin and Clinafloxacin Antibodies for an Immunoassay of Quinolones: Quantitative Structure–Activity Analysis of Cross-Reactivities

1
A. N. Bach Institute of Biochemistry, Research Center of Biotechnology of the Russian Academy of Sciences, 33 Leninsky Prospect, 119071 Moscow, Russia
2
Faculty of Physics, St. Petersburg State University, 7/9 Universitetskaya nab., 199034 St. Petersburg, Russia
3
Chemical Department, M. V. Lomonosov Moscow State University, Leninskie Gory, 119991 Moscow, Russia
4
XEMA Company Limited, Ninth Parkovaya street 48, 105264 Moscow, Russia
5
Guangdong Provincial Key Laboratory of Food Quality and Safety, South China Agricultural University, Guangzhou 510642, China
*
Author to whom correspondence should be addressed.
Received: 18 November 2018 / Revised: 11 December 2018 / Accepted: 7 January 2019 / Published: 11 January 2019
(This article belongs to the Special Issue QSAR and Chemoinformatics Tools for Modeling)
  |  
PDF [1085 KB, uploaded 11 January 2019]
  |  

Abstract

A common problem in the immunodetection of structurally close compounds is understanding the regularities of immune recognition, and elucidating the basic structural elements that provide it. Correct identification of these elements would allow for select immunogens to obtain antibodies with either wide specificity to different representatives of a given chemical class (for class-specific immunoassays), or narrow specificity to a unique compound (mono-specific immunoassays). Fluoroquinolones (FQs; antibiotic contaminants of animal-derived foods) are of particular interest for such research. We studied the structural basis of immune recognition of FQs by antibodies against ciprofloxacin (CIP) and clinafloxacin (CLI) as the immunizing hapten. CIP and CLI possess the same cyclopropyl substituents at the N1 position, while their substituents at C7 and C8 are different. Anti-CIP antibodies were specific to 22 of 24 FQs, while anti-CLI antibodies were specific to 11 of 26 FQs. The molecular size was critical for the binding between the FQs and the anti-CIP antibody. The presence of the cyclopropyl ring at the N1 position was important for the recognition between fluoroquinolones and the anti-CLI antibody. The anti-CIP quantitative structure–activity relationship (QSAR) model was well-equipped to predict the test set (pred_R2 = 0.944). The statistical parameters of the anti-CLI model were also high (R2 = 0.885, q2 = 0.864). Thus, the obtained QSAR models yielded sufficient correlation coefficients, internal stability, and predictive ability. This work broadens our knowledge of the molecular mechanisms of FQs’ interaction with antibodies, and it will contribute to the further development of antibiotic immunoassays. View Full-Text
Keywords: polyclonal antibodies; fluoroquinolones; immunoassay; quantitative structure-activity relationship analysis; ciprofloxacin; clinafloxacin polyclonal antibodies; fluoroquinolones; immunoassay; quantitative structure-activity relationship analysis; ciprofloxacin; clinafloxacin
Figures

Graphical abstract

This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited (CC BY 4.0).

Supplementary material

SciFeed

Share & Cite This Article

MDPI and ACS Style

Buglak, A.A.; Shanin, I.A.; Eremin, S.A.; Lei, H.-T.; Li, X.; Zherdev, A.V.; Dzantiev, B.B. Ciprofloxacin and Clinafloxacin Antibodies for an Immunoassay of Quinolones: Quantitative Structure–Activity Analysis of Cross-Reactivities. Int. J. Mol. Sci. 2019, 20, 265.

Show more citation formats Show less citations formats

Note that from the first issue of 2016, MDPI journals use article numbers instead of page numbers. See further details here.

Related Articles

Article Metrics

Article Access Statistics

1

Comments

[Return to top]
Int. J. Mol. Sci. EISSN 1422-0067 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert
Back to Top