Skip to main content
Log in

Selection and Application of DNA Aptamers Against Sulfaquinoxaline Assisted by Graphene Oxide–Based SELEX

  • Published:
Food Analytical Methods Aims and scope Submit manuscript

Abstract

Single-stranded DNA aptamers that specifically bind to sulfaquinoxaline (SQX) were selected by a graphene oxide–based SEL EX (GO-SELEX) technique assisted by a non-immobilizing TAMRA-labeled oligonucleotide library. After 8 rounds of selection against SQX, two aptamer candidates (i.e., SBA 1 and SBA 2) were obtained. Furthermore, the two full-length aptamers were truncated to obtain the aptamers (i.e. SBA 1-1, SBA 2-1, and SBA 2-2). These candidate aptamers were subjected to binding assays to evaluate their binding affinities and specificities to SQX. Our results show that the dissociation constants Kd of the aptamers ranged from 82.54 to 630.41 nM. Using truncated aptamer SBA 2-1 with the highest affinity as the recognition element, a GO-based fluorescent aptasensor was developed for SQX detection with a linear range from 0.05 to 50 ng mL−1 and a limit of detection of 0.11 ng mL−1 with excellent selectivity. Furthermore, the new aptasensor was used to detect SQX in milk samples. Our results showed that the aptasensor demonstrated recoveries ranging from 96.6 to 106.7%, suggesting that the proposed GO-based fluorescent aptasensor holds great potential as promising tool for sensitive detection of SQX in food safety inspection.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5
Fig. 6
Fig. 7

Similar content being viewed by others

References

  • Assassi N, Tazerouti A, Canselier JP (2005) Analysis of chlorinated, sulfochlorinated and sulfonamide derivatives of n-tetradecane by gas chromatography/mass spectrometry. J Chromatogr A 1071:71–80

    Article  CAS  Google Scholar 

  • Bialk-Bielinska A, Stolte S, Arning J, Uebers U, Boschen A, Stepnowski P, Matzke M (2011) Ecotoxicity evaluation of selected sulfonamides. Chemosphere 85:928–933

    Article  CAS  Google Scholar 

  • Boudriche L, Safaei Z, Ramasamy D, Sillanpaa M, Boudjemaa A (2019) Sulfaquinoxaline oxidation by UV-C activated sodium persulfate: degradation kinetics and toxicological evaluation. Water Environ Res 91:1412–1419

    Article  CAS  Google Scholar 

  • Chen R, Li H, Zhang H, Zhang S, Shi W, Shen J, Wang Z (2013) Development of a lateral flow fluorescent microsphere immunoassay for the determination of sulfamethazine in milk. Anal Bioanal Chem 45:6783–6789

    Article  Google Scholar 

  • Chiesa L, Panseri S, Pasquale E, Malandra R, Pavlovic R, Arioli F (2018) Validated multiclass targeted determination of antibiotics in fish with high performance liquid chromatography-benchtop quadrupole orbitrap hybrid mass spectrometry. Food Chem 258:222–230

    Article  CAS  Google Scholar 

  • Ding S, Chen J, Jiang H, He J, Shi W, Zhao W, Shen J (2006) Application of quantum dot-antibody conjugates for detection of sulfamethazine residue in chicken muscle tissue. J Agric Food Chem 54:6139–6142

    Article  CAS  Google Scholar 

  • Dolati S, Ramezani M, Nabavinia MS, Soheili V, Abnous K, Taghdisi SM (2018) Selection of specific aptamer against enrofloxacin and fabrication of graphene oxide based label-free fluorescent assay. Anal Biochem 549:124–129

    Article  CAS  Google Scholar 

  • Euna KQ, Song H, Park JH (2000) Direct competitive enzyme -linked immunosorbent assay for sulfamethazine. J Vet Med Sci 62:1121–1123

    Article  Google Scholar 

  • Franek M, Kolar V, Deng A, Crooks S (1999) Determination of sulphadimidine (sulfamethazine) residues in milk, plasma, urine and edible tissues by sensitive ELISA. Food Agric Immunol 11:339–349

    Article  CAS  Google Scholar 

  • Furusawa N (2003) A clean and rapid liquid chromatographic technique for sulfamethazine monitoring in pork tissues without using organic solvents. J Chromatogr Sci 44:377–380

    Article  Google Scholar 

  • Guo Y, Ngom B, Le T, Jin X, Wang L, Shi D, Wang X, Bi D (2010) Utilizing three monoclonal antibodies in the development of an immunochromatographic assay for simultaneous detection of sulfamethazine, sulfadiazine, and sulfaquinoxaline residues in egg and chicken muscle. Anal Chem 82:7550–7555

    Article  CAS  Google Scholar 

  • Ha N-R, Jung I-P, La I-J, Jung H-S, Yoon M-Y (2017) Ultra-sensitive detection of kanamycin for food safety using a reduced graphene oxide-based fluorescent aptasensor. Sci Rep 7:40305

    Article  CAS  Google Scholar 

  • He J, Shen J, Suo X, Jiang H, Hou X (2005) Development of a monoclonal antibody-based ELISA for detection of sulfamethazine and N4-acetyl sulfamethazine in chicken breast muscle tissue. J Food Sci 70:C113–C117

    Article  CAS  Google Scholar 

  • Javidi M, Housaindokht MR, Verdian A, Razavizadeh BM (2018) Detection of chloramphenicol using a novel apta-sensing platform based on aptamer terminal-lock in milk samples. Anal Chem Acta 2670:30905-X

    Google Scholar 

  • Jinchuan L, Bai W, Niu S, Zhu C, Yang S, Chen A (2014) Highly sensitive colorimetric detection of 17β-estradiol using split DNA aptamers immobilized on unmodified gold nanoparticles. Sci Rep 4:7571

    Google Scholar 

  • Jingfeng H, Hu C, Wenbin N, Fam DWH, Alagappan P, Melanie L, Faulkner SH, Christoph N, Nimmo MA, Bo L et al (2015) Highly manufacturable graphene oxide biosensor for sensitive Interleukin-6 detection. RSC Adv 5:39245–39251

    Article  Google Scholar 

  • Le T, Yan P, Liu J, Wei S (2013) Simultaneous detection of sulfamethazine and sulfaquinoxaline using a dual-label time-resolved fluorescence immunoassay. Food Addit Contam A 30:1264–1269

    Article  CAS  Google Scholar 

  • Le T, Sun Q, Xie Y, Shu L, Liu J, Xu J, Xiong J, Cao X (2018) A highly sensitive aptasensor for sulfamethazine detection using an enzyme-linked aptamer assay. Food Anal Methods 11:334–342

    Article  Google Scholar 

  • Lee HJ, Lee MH, Han IK (2001) Application of ELISA for the detection of sulfamethazine residue in live cattle. Asian Australas J Anim Sci 14:378–381

    Article  CAS  Google Scholar 

  • Lee AY, Ha NR, Jung IP, Kim SH, Kim AR, Yoon MY (2017) Development of a ssDNA aptamer for detection of residual benzylpenicillin. Anal Biochem 531:1–7

    Article  CAS  Google Scholar 

  • Li X, Zhang G, Liu Q, Feng C, Wang X, Yang Y, Xiao Z, Yang J, Xing G, Zhao D, Cai S, Chen H (2009) Development of immunoassays for the detection of sulfamethazine in swine urine. Food Addit Contam A 26:314–325

    Article  CAS  Google Scholar 

  • Lv Z, Chen A, Liu J, Guan Z, Zhou Y, Xu S, Yang S, Li C (2014) A simple and sensitive approach for Ochratoxin A detection using a label-free fluorescent aptasensor. PLoS ONE 9:e85968. https://doi.org/10.81371/journal.pone.0085968

    Article  PubMed  PubMed Central  Google Scholar 

  • Premarathne JMKJK, Satharasinghe DA, Gunasena ARC, Munasinghe DMS, Abeynayake P (2017) Establishment of a method to detect sulfonamide residues in chicken meat and eggs by high-performance liquid chromatography. Food Control 72:276–282

    Article  CAS  Google Scholar 

  • Qin J, Cui X, Wu P, Jiang Z, Chen Y, Yang R, Hu Q, Sun Y, Zhao S (2017) Fluorescent sensor assay for β-lactamase in milk based on a combination of aptamer and graphene oxide. Food Control 73:726–733

    Article  CAS  Google Scholar 

  • Sadeghi AS, Mohsenzadeh M, Abnous K, Taghdisi SM, Ramezani M (2018) Development and characterization of DNA aptamers against florfenicol: fabrication of a sensitive fluorescent aptasensor for specific detection of florfenicol in milk. Talanta 182:193–201

    Article  CAS  Google Scholar 

  • Soleymanpour A, Rezvani SA (2016) Development of a novel carbon paste sensor for determination of micromolar amounts of sulfaquinoxaline in pharmaceutical and biological samples. Mater Sci Eng C Mater Biol Appl 58:504–509

    Article  CAS  Google Scholar 

  • Song KM, Jeong E, Jeon W, Jo H, Ban C (2012) A coordination polymer nanobelt (CPNB)-based aptasensor for sulfadimethoxine. Biosens Bioelectron 33:113–119

    Article  CAS  Google Scholar 

  • Spielmeyer A, Ahlborn J, Hamscher G (2014) Simultaneous determination of 14 sulfonamides and tetracyclines in biogas plants by liquid-liquid-extraction and liquid chromatography tandem mass spectrometry. Anal Bioanal Chem 40:2513–2524

    Article  Google Scholar 

  • Sun Y, Xu J, Li W, Cao B, Wang DD, Yang Y, Lin QX, Li JL, Zheng TS (2014) Simultaneous detection of Ochratoxin A and Fumonisin B1 in cereal samples using an aptamer−photonic crystal encoded suspension Array. Anal Chem 86:11797–11802

    Article  Google Scholar 

  • Wang S, Yong W, Liu J, Zhang L, Chen Q, Dong Y (2014) Development of an indirect competitive assay-based aptasensor for highly sensitive detection of tetracycline residue in honey. Biosens Bioelectron 57:192–198

    Article  CAS  Google Scholar 

  • Wang Y, Liu L, Xiao C, ChenPeng L, Liu Y, Wang J, Liu X (2016) Rapid determination of trace sulfonamides in milk by graphene oxide-based magnetic solid phase extraction coupled with HPLC-MS/MS. Food Anal Methods 9:2521–2530

    Article  Google Scholar 

  • Wang J, Wang J, Huang Y, Xiao Y (2019) 3dRNA v2.0: an updated web server for RNA 3D structure prediction. Int J Mol Sci 20(17):4116

  • Wu S, Duan N, Wang Z, Wang H (2011) Aptamer-functionalized magnetic nanoparticle-based bioassay for the detection of ochratoxin A using upconversion nanoparticles as labels. Analyst 136:2306–2314

    Article  CAS  Google Scholar 

  • Xiao C, Chen F, Liu Z, Zhang Y, Chen C, Chen H, Zhou H, Gao Z (2012) Ultrasound-assisted extraction combined with HPLC-UV for fast determination of sulfamethazine and its N4-acetyl metabolite in plasma and phosphate buffer. Anal Lett 45:1836–1848

    Article  CAS  Google Scholar 

  • Xu ZL, Shen YD, Sun YM, Campbell K, Tian YX, Zhang SW, Lei HT, Jiang YM (2013) Novel hapten synthesis for antibody production and development of an enzyme-linked immunosorbent assay for determination of furaltadone metabolite 3-amino-5-morpholinomethyl-2-oxazolidinone (AMOZ). Talanta 103:306–313

    Article  CAS  Google Scholar 

  • Yan X, Cao Z, Lau C, Lu J (2010) DNA aptamer folding on magnetic beads for sequential detection of adenosine and cocaine by substrate-resolved chemiluminescence technology. Analyst 135:2400–2407

    Article  CAS  Google Scholar 

  • Yang L, Nia H, Li C, Zhang X, Wen K, Ke Y, Yang H, Shi W, Zhang S, Shen J et al (2019) Development of a highly specific chemiluminescence aptasensor for sulfamethazine detection in milk based on in vitro selected aptamers. Sensors Actuators B Chem 281:801–811

    Article  CAS  Google Scholar 

  • Youn H, Lee K, Her J, Jeon J, Mok J, So JI, Shin S, Ban C (2019) Aptasensor for multiplex detection of antibiotics based on FRET strategy combined with aptamer/graphene oxide complex. Sci Rep 9:7659

    Article  Google Scholar 

  • Zhang Z, Yang J, Wenting P, Guiqin Y (2017) An aptamer-based fluorescence probe for facile detection of lipopolysaccharide in drinks. RSC Adv 7:54920–54926

    Article  CAS  Google Scholar 

Download references

Funding

The work was financially supported by the National Natural Science Foundation of China (Grant No. 31671939), the Science and Technology Research Program of Chongqing Municipal Education Commission (KJZD-K201800501), the Scientific and Technological Research Project of Chongqing (cstc2018jscx-msybX0201), and the Postgraduate Scientific Research and Innovation Project of Chongqing Municipal Education Commission (CYS19297).

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Tao Le.

Ethics declarations

Conflict of Interest

Haixing Shi declares that he has no conflict of interest. Qiming Kou declares that he has no conflict of interest. Ping Wu declares that he has no conflict of interest. Qi Sun declares that he has no conflict of interest. Juan wu declares that he has no conflict of interest. Tao Le declares that he has no conflict of interest.

Ethical Approval

This article does not contain any studies with human subjects and animal experiments.

Informed Consent

Not applicable.

Additional information

Publisher’s Note

Springer Nature remains neutral with regard to jurisdictional claims in published maps and institutional affiliations.

Qiming Kou is the co-first author.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Shi, H., Kou, Q., Wu, P. et al. Selection and Application of DNA Aptamers Against Sulfaquinoxaline Assisted by Graphene Oxide–Based SELEX. Food Anal. Methods 14, 250–259 (2021). https://doi.org/10.1007/s12161-020-01869-2

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s12161-020-01869-2

Keywords

Navigation