Log in

Synthesis of 4-formyl pyridinium propylthioacetate stabilized silver nanoparticles and their application in chemosensing of 6-aminopenicillanic acid (APA)

  • Original Paper
  • Published:
International Journal of Environmental Science and Technology Aims and scope Submit manuscript

Abstract

Widespread use of antibiotics for humans and animals health has led to drugs entering the environment, such as lakes and streams worldwide. It is imperative to develop methods to screen these in drinking water supplies. We developed a novel nanoparticles-based probe to detect the β-lactam skeleton 6-APA. Cationic ligand thiopyridine stabilized silver nanoparticles (ThPy-AgNPs) were synthesized and used for chemosensing of the drug 6-aminopenicillanic acid (6-APA). Along with several drugs, during UV–visible titration with ThPy-AgNPs, a distinctive decrease in surface plasmon resonance bands absorbance was observed with 6-APA. The ThPy-AgNPs-based detection system for 6-APA is based on the phenomenon of de-aggregation and is monitored by using UV–visible spectrophotometry and atomic force microscopy measurements. The process is relatively rapid, highly specific and selective for 6-APA when tested against several other drugs. This optical method can recognize 6-APA as low as 1 μM concentration, and drug detection is independent of the pH of media. Moreover, the optimized sensing protocol is able to sense 6-APA in human blood plasma samples and is not altered by presence of other interfering drugs. It is anticipated that this method will be of immense value to detect 6-APA for blood samples and drinking water.

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

Access this article

Subscribe and save

Springer+ Basic
EUR 32.99 /Month
  • Get 10 units per month
  • Download Article/Chapter or Ebook
  • 1 Unit = 1 Article or 1 Chapter
  • Cancel anytime
Subscribe now

Buy Now

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

Instant access to the full article PDF.

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

Similar content being viewed by others

References

  • Abdalla MA (1991) Selective spectrophotometric determination of some cephalosporins in pharmaceutical formulations. Anal Lett 24:55–67

    Article  CAS  Google Scholar 

  • Ali M, Mohammad A (1994) Polarogaphic determination of cephradine in aqueous and biological media. Bioelectrochem Bioenerg 33:201–204

    Article  CAS  Google Scholar 

  • Amendola V, Bakr OM, Stellacci F (2010) A study of the surface plasmon resonance of silver nanoparticles by the discrete dipole approximation method: effect of shape, size, structure, and assembly. Plasmonics 5:85–97

    Article  CAS  Google Scholar 

  • Anwar A, Shah MR, Muhammad SP, Afridi S, Ali K (2016) Thio-pyridinium capped silver nanoparticle based supramolecular recognition of Cu(I) in real samples and T-lymphocytes. New J Chem 40:6480–6486

    Article  CAS  Google Scholar 

  • Ateeq M, Shah MR, Bano S, Anis I, Faizi S, Bertino MF, Sohaila Naz S (2014) Green synthesis and molecular recognition ability of patuletin coated gold nanoparticles. Biosens Bioelectron 63:499–505

    Article  Google Scholar 

  • Bae CH, Nam SH, Park SM (2002) Formation of silver nanoparticles by laser ablation of a silver target in NaCl solution. Appl Surf Sci 197–198:628–634

    Article  Google Scholar 

  • Devani M, Patel IT, Patel T (1992) Spectrophotometric determination of ampicillin and its dosage forms. Talanta 39:1391–1394

    Article  CAS  Google Scholar 

  • Dı́az-Cruz MS, López de Alda MJ, Barceló D (2003) Environmental behavior and analysis of veterinary and human drugs in soils, sediments and sludge. Trends Anal Chem 22:340–351

    Article  Google Scholar 

  • Fisher JF, Meroueh SO, Mobashery S (2005) Bacterial resistance to β-Lactam antibiotics: compelling opportunism, compelling opportunity. Chem Rev 105:395–424

    Article  CAS  Google Scholar 

  • Gonzalez AL, Noguez C, Ortiz GP, Rodriguez-Gattorno G (2005) Optical absorbance of colloidal suspensions of silver polyhedral nanoparticles. J Phys Chem B 109:17512–17517

    Article  CAS  Google Scholar 

  • Jung JH, Lee JH, Shinkai S (2011) Functionalized magnetic nanoparticles as chemosensors and adsorbents for toxic metal ions in environmental and biological fields. Chem Soc Rev 40:4464–4474

    Article  CAS  Google Scholar 

  • Leszczynska E, Koncki R, Glab S (1996) Biosensors with immobilized penicillin aminohydrolase and penicillinase for determination of β-lactam antibiotics. Chem Anal 41:839–844

    CAS  Google Scholar 

  • Link S, El-Sayed MA (1999) Spectral properties and relaxation dynamics of surface plasmon electronic oscillations in gold and silver nanodots and nanorods. J Phys Chem B 103:8410–8426

    Article  CAS  Google Scholar 

  • Liu Q, Zhou Q, Jiang G (2014) Nanomaterials for analysis and monitoring of emerging chemical pollutants. Trends Anal Chem 58:10–22

    Article  CAS  Google Scholar 

  • Matagne A, Lamotte-Brasseur J, Frère JM (1998) Catalytic properties of class A beta-lactamases: efficiency and diversity. Biochem J 330:581–598

    Article  CAS  Google Scholar 

  • Mulvaney P (1996) Surface plasmon spectroscopy of nanosized metal particles. Langmuir 12:788–800

    Article  CAS  Google Scholar 

  • Ohkubo Y, Seino S, Kageyama S, Kugai J, Nakagawa T, Ueno K, Yamamoto T (2014) Effect of decrease in the size of Pt nanoparticles using sodium phosphinate on electrochemically active surface area. J Nanopart Res 16:1–9

    Article  Google Scholar 

  • **ali KC, Deng S, Rockstraw DA (2008) Effect of ammonium nitrate on nanoparticle size reduction. Res Lett Nanotechnol 2008:756843

    Article  Google Scholar 

  • Pinto CG, Pavon JLP, Cordero BM (1995) Micellar liquid chromatography of zwitterions: retention mechanism of cephalosporins. Analyst 120:53–62

    Article  CAS  Google Scholar 

  • Poole CF (2003) New trends in solid-phase extraction. Trends Anal Chem 22:362–373

    Article  CAS  Google Scholar 

  • Prathna T, Chandrasekaran N, Mukherjee A (2011) Studies on aggregation behaviour of silver nanoparticles in aqueous matrices: effect of surface functionalization and matrix composition. Colloids Surf A Physicochem Eng Asp 390:216–224

    Article  CAS  Google Scholar 

  • Saha K, Agasti SS, Kim C, Li X, Rotello VM (2012) Gold nanoparticles in chemical and biological sensing. Chem Rev 112:2739–2779

    Article  CAS  Google Scholar 

  • Sanderson H, Johnson DJ, Reitsma T, Brain RA, Wilson CJ, Solomon KR (2004) Ranking and prioritization of environmental risks of pharmaceuticals in surface waters. Regul Toxicol Pharmacol 39:158–183

    Article  CAS  Google Scholar 

  • Scheurell M, Franke S, Shah MR, Hühnerfuss H (2009) Occurrence of diclofenac and its metabolites in surface water and effluent samples from Karachi, Pakistan. Chemosphere 77:870–876

    Article  CAS  Google Scholar 

  • Selke S, Scheurell M, Shah MR, Hühnerfuss H (2010) Identification and enantioselective gas chromatographic mass-spectrometric separation of desmethylnaproxen, the main metabolite of the drug naproxen, as a new environmental contaminant. J Chromatogr A 1217:419–423

    Article  CAS  Google Scholar 

  • Shah K, Hassan E, Ahmed F, Anis I, Rabnawaz M, Shah MR (2017) Novel fluorene-based supramolecular sensor for selective detection of amoxicillin in water and blood. Ecotoxicol Environ Saf 141:25–29

    Article  CAS  Google Scholar 

  • Shamsipur M, Talebpour Z, Bijanzadeh HR, Tabatabaei S (2002) Monitoring of ampicillin and its related substances by NMR. J Pharm Biomed Anal 30:1075–1085

    Article  CAS  Google Scholar 

  • Tyczkowska KL, Voyksner RD, Aronson AL (1992) Solvent degradation of cloxacillin in vitro: tentative identification of degradation products using thermospray liquid chromatography-mass spectrometry. J Chromatogr A 594:195–201

    Article  CAS  Google Scholar 

  • Wilson BA, Smith VH, deNoyelles F, Larive CK (2003) Effects of three pharmaceutical and personal care products on natural freshwater algal assemblages. Environ Sci Technol 37:1713–1719

    Article  CAS  Google Scholar 

  • Wishart D (1984) Recent advances in antimicrobial drugs: the penicillins. J Am Vet Med Assoc 185:1106–1108

    CAS  Google Scholar 

  • Yang J, Zhou G, Cao X, Ma Q, Dong J (1998) Study on the fluorescence characteristics of alkaline degradation of cefadroxil, cephradine, cefotaximum sodium and amoxicillin. Anal Lett 31:1047–1060

    Article  CAS  Google Scholar 

  • Yang X, Zhu S, Dou Y, Zhuo Y, Luo Y, Feng Y (2014) Novel and remarkable enhanced-fluorescence system based on gold nanoclusters for detection of tetracycline. Talanta 122:36–42

    Article  CAS  Google Scholar 

Download references

Acknowledgements

The authors are thankful of Higher Education Commission (HEC) Pakistan, and Sunway University for their support.

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to A. Anwar.

Ethics declarations

Conflict of interest

None.

Additional information

Editorial responsibiility: Binbin Huang.

Electronic supplementary material

Below is the link to the electronic supplementary material.

Supplementary material 1 (DOCX 910 kb)

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Anwar, A., Shah, M.R., Muhammad, S.P. et al. Synthesis of 4-formyl pyridinium propylthioacetate stabilized silver nanoparticles and their application in chemosensing of 6-aminopenicillanic acid (APA). Int. J. Environ. Sci. Technol. 16, 1563–1570 (2019). https://doi.org/10.1007/s13762-018-1745-4

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s13762-018-1745-4

Keywords

Navigation