Curcumin-cysteine and curcumin-tryptophan conjugate as fluorescence turn on sensors for picric acid in aqueous media

ACS Applied Materials and Interfaces

Volumn 7, Issue 21, 2015, Pages 11195-11202

  Gogoi, Bedanta ^a   Sen Sarma, Neelotpal ^a  

^a INSTITUTE OF ADVANCED STUDY IN SCIENCE AND TECHNOLOGY   (India)

Author keywords

aggregation induced emission; curcumin; fluorescence turn on; l BOC cysteine; l BOC tryptophan; nitroaromatic chemicals; picric acid sensing

Indexed keywords

AROMATIC COMPOUNDS; COST EFFECTIVENESS; FLUORESCENCE; PROBES;

AGGREGATION-INDUCED EMISSIONS; CURCUMIN; L -BOC CYSTEINE; L -BOC TRYPTOPHAN; PICRIC ACID;

AMINO ACIDS;

CURCUMIN; CYSTEINE; NANOCONJUGATE; PICRIC ACID; TRYPTOPHAN; WATER; WATER POLLUTANT;

ANALYSIS; CHEMISTRY; ENVIRONMENTAL MONITORING; PROCEDURES; REPRODUCIBILITY; SENSITIVITY AND SPECIFICITY; WATER POLLUTANT;

CURCUMIN; CYSTEINE; ENVIRONMENTAL MONITORING; NANOCONJUGATES; PICRATES; REPRODUCIBILITY OF RESULTS; SENSITIVITY AND SPECIFICITY; TRYPTOPHAN; WATER; WATER POLLUTANTS, CHEMICAL;

EID: 84930622733     PISSN: 19448244     EISSN: 19448252     Source Type: Journal    
DOI: 10.1021/acsami.5b01102     Document Type: Article

References (42)

1. Akhavan, J. The Chemistry of Explosives; 3 rd ed.; Royal Society of Chemistry: Cambridge, U.K., 2011; Chapter 1, pp 1-22.
2. Hamric, J. T. High Temperature Explosive System Containing Trinitromesitylene. United States Patent 3515604, June 2, 1970.
3. Peng, Y.; Zhang, A. J.; Dong, M.; Wang, Y. W.A Colorimetric and Fluorescent Chemosensor for the Detection of an Explosive-2,4,6-Trinitrophenol (TNP) Chem. Commun. 2011, 47, 4505-4507
4. Hou, X. G.; Wu, Y.; Cao, H. T.; Sun, H. Z.; Li, H. B.; Shan, G. G.; Su, Z. M. A Cationic Iridium(III) Complex with Aggregation-Induced Emission (AIE) Properties for Highly Selective Detection of Explosives Chem. Commun. 2014, 50, 6031-6034
5. Sohn, H.; Calhoun, R. M.; Sailor, M. J.; Trogler, W. C. Detection of TNT and Picric Acid on Surfaces and in Seawater by Using Photoluminescent Polysiloles Angew. Chem., Int. Ed. 2001, 40, 2104-2105
6. McQuade, D. T.; Pullen, A. E.; Swager, T. M. Conjugated Polymer-Based Chemical Sensors Chem. Rev. 2000, 100, 2537-2574
7. Germain, M. E.; Knapp, M. J. Optical Explosives Detection: From Color Changes to Fluorescence Turn-on Chem. Soc. Rev. 2009, 38, 2543-2555
8. Shanmugaraju, S.; Joshi, S. A.; Mukherjee, P. S. Fluorescence and Visual Sensing of Nitroaromatic Explosives Using Electron Rich Discrete Fluorophores J. Mater. Chem. 2011, 21, 9130-9138
9. Lee, Y. H.; Liu, H.; Lee, J. Y.; Kim, S. H.; Kim, S. K.; Sessler, J. L.; Kim, Y.; Kim, J. S. Dipyrenylcalix[4]arene-A Fluorescence-Based Chemosensor for Trinitroaromatic Explosives Chem.-Eur. J. 2010, 16, 5895-5901
10. Yang, J. S.; Swager, T. M. Fluorescent Porous Polymer Films as TNT Chemosensors: Electronic and Structural Effects J. Am. Chem. Soc. 1998, 120, 11864-11873
11. Toal, S. J.; Trogler, W. C. Polymer Sensors for Nitroaromatic Explosives Detection J. Mater. Chem. 2006, 16, 2871-2883
12. Gandhi, S.; Balasubramanian, V.; Duraisamy, C. Rhodamine Based Selective Turn-on Sensing of Picric Acid R. Soc. Chem. Adv. 2014, 4, 30828-30831
13. Madhu, S.; Bandela, A.; Ravikanth, M. BODIPY Based Fluorescent Chemodosimeter for Explosive Picric Acid in Aqueous Media and Rapid Detection in the Solid State R. Soc. Chem. Adv. 2014, 4, 7120-7123
14. Gole, B.; Shanmugaraju, S.; Bar, A. K.; Mukherjee, P. S. Supramolecular Polymer for Explosives Sensing: Role of H-bonding in Enhancement of Sensitivity in the Solid State Chem. Commun. 2011, 47, 10046-10048
15. Bhalla, V.; Gupta, A.; Kumar, D.; Rao, S. S.; Prasad, S. K. Self-Assembled Pentacenequinone Derivative for Trace Detection of Picric Acid ACS Appl. Mater. Interfaces 2013, 5, 672-679
16. Meaney, M. S.; Mcguffin, V. L. Investigation of Common Fluorophores for the Detection of Nitrated Explosives by Fluorescence Quenching Anal. Chim. Acta 2008, 610, 57-67
17. Yunsheng, X.; Lei, S.; Changqing, Z. Turn-On and Near-Infrared Fluorescent Sensing for 2, 4, 6-Trinitrotoluene Based on Hybrid (Gold Nanorod)-(Quantum Dots) Assembly Anal. Chem. 2011, 83, 1401-1407
18. Zhang, K.; Zhou, H.; Mei, Q.; Wang, S.; Guan, G.; Liu, R.; Zhang, J.; Zhang, Z. Instant Visual Detection of Trinitrotoluene Particulates on Various Surfaces by Ratiometric Fluorescence of Dual-Emission Quantum Dots Hybrid J. Am. Chem. Soc. 2011, 133, 8424-8427
19. Freeman, R.; Finder, T.; Bahshi, L.; Gill, R.; Willner, I. Functionalized CdSe/ZnS QDs for the Detection of Nitroaromatic or RDX Explosives Adv. Mater. 2012, 24, 6416-6421
20. Nagarkar, S. S.; Joarder, B.; Chaudhari, A. K.; Mukherjee, S.; Ghosh, S. K. Highly Selective Detection of Nitro Explosives by a Luminescent Metal-Organic Framework Angew. Chem., Int. Ed. 2013, 52, 2881-2885
21. Zhang, S.; Ding, L.; Lu, F.; Liu, T.; Fang, Y. Fluorescent Film Sensors Based on SAMs of Pyrene Derivatives for Detecting Nitroaromatics in Aqueous Solutions Spectrochim. Acta, Part A 2012, 97, 31-37
22. Wang, X.; Guo, Y.; Li, D.; Chen, H.; Sun, R. C. Fluorescent Amphiphilic Cellulose Nanoaggregates for Sensing Trace Explosives in Aqueous Solution Chem. Commun. 2012, 48, 5569-5571
23. Sarkar, S.; Dutta, S.; Chakrabarti, S.; Bairi, P.; Pal, T. Redox-Switchable Copper(I) Metallogel: A Metal-Organic Material for Selective and Naked-Eye Sensing of Picric Acid ACS Appl. Mater. Interfaces 2014, 6, 6308-6316
24. Wang, M.; Zhang, G.; Zhang, D.; Zhu, D.; Tang, B. Z. Fluorescent Bio/Chemosensors Based on Silole and Tetraphenylethene Luminogens With Aggregation-Induced Emission Feature J. Mater. Chem. 2010, 20, 1858-1867
25. Kolev, T. M.; Velcheva, E. A.; Stamboliyska, B. A.; Spiteller, M. DFT and Experimental Studies of the Structure and Vibrational Spectra of Curcumin Int. J. Quantum Chem. 2005, 102, 1069-1079
26. Gogoi, B.; Dutta, P.; Paul, N.; Dass, N. N.; Sarma, N. S. Polycurcumin Acrylate and Polycurcumin Methacrylate: Novel Bio-Based Polymers for Explosive Chemicals Sensor Sens. Actuators, B 2013, 181, 144-152
27. Gogoi, B.; Sarma, N. S. Enhanced Fluorescence Quenching of Hemin Detected by a Novel Polymer of Curcumin R. Soc. Chem. Adv. 2013, 3, 7747-7750
28. Chakravarty, S.; Saikia, D.; Sharma, P.; Adhikary, N. C.; Thakur, D.; Sarma, N. S. A Supramolecular Nanobiological Hybrid as a PET Sensor for Bacterial DNA Isolated from Streptomyces sanglieri Analyst 2014, 139, 6502-6510
29. Sun, X.; Ma, X.; Kumar, C. V.; Lei, Y. Protein-Based Sensitive, Selective and Rapid Fluorescence Detection of Picric Acid in Aqueous Media Anal. Methods 2014, 6, 8464-8468
30. Gang, H.; Haonan, P.; Taihong, L.; Meini, Y.; Yuan, Z.; Yu, F. A Novel Picric Acid Film Sensor via Combination of the Surface Enrichment Effect of Chitosan Films and the Aggregation-Induced Emission Effect of Siloles J. Mater. Chem. 2009, 19, 7347-7353
31. Qiu, C. F.; Kwok, H. S.; Zhan, X. W.; Liu, Y. Q.; Zhu, d. b.; Tang, B. Z. Aggregation-Induced Emission of 1-Methyl-1,2,3,4,5-pentaphenylsilole Chem. Commun. 2001, 1740-1741
32. Hong, Y. N.; Lam, J. W. Y.; Tang, B. Z. Aggregation-Induced Emission: Phenomenon, Mechanism and Applications Chem. Commun. 2009, 4332-4353
33. Li, Y.; Li, F.; Zhang, h.; Xie, Z.; Xie, W.; Xu, X.; Li, B.; Shen, F.; Ye, L.; Hanif, M.; Ma, D.; Ma, Y. Tight Intermolecular Packing Through Supramolecular Interactions in Crystals of Cyano Substituted Oligo(para -Phenylenevinylene): A Key Factor for Aggregation-Induced Emission Chem. Commun. 2007, 231-233
34. Kundu, A.; Layek, R. K.; Nandi, A. K. Enhanced Fluorescent Intensity of Graphene Oxide-Methyl Cellulose Hybrid in Acidic Medium: Sensing of Nitro-aromatics J. Mater. Chem. 2012, 22, 8139-8144
35. Ding, L.; Bai, Y.; Cao, Y.; Ren, G.; Blanchard, G. J.; Fang, Y. Micelle-Induced Versatile Sensing Behavior of Bispyrene-Based Fluorescent Molecular Sensor for Picric Acid and PYX Explosives Langmuir 2014, 30, 7645-7653
36. Dinda, D.; Gupta, A.; Shaw, B. K.; Sadhu, S.; Saha, S. K. Highly Selective Detection of Trinitrophenol by Luminescent Functionalized Reduced Graphene Oxide through FRET Mechanism ACS Appl. Mater. Interfaces 2014, 6, 10722-10728
37. Xu, Y.; Li, B.; Li, W.; Zhao, J.; Sun, S.; Pang, Y. "ICT-Not-Quenching" Near Infrared Ratiometric Fluorescent Detection of Picric Acid in Aqueous Media Chem. Commun. 2013, 49, 4764-4766
38. Shiraishi, K.; Sanji, T.; Tanaka, M. Trace Detection of Explosive Particulates with a Phosphole Oxide ACS Appl. Mater. Interfaces 2009, 7, 1379-1382
39. Samang, P.; Raksasorn, D.; Sukwattanasinitt, O.; Rashatasakhon, P. A Nitroaromatic Fluorescence Sensor from a Novel Tripyrenyl Truxene R. Soc. Chem. Adv. 2014, 4, 58077-58082
40. Venkatesan, N.; Singh, V.; Rajakumar, P.; Mishra, A. K. Isobenzotriazolophanes: A New Class of Fluorescent Cyclophanes as Sensors for Aromatic Nitro Explosives-Picric Acid R. Soc. Chem. Adv. 2014, 4, 53484-53489
41. Xiong, J. F.; Li, J. X.; Mo, G. Z.; Huo, J. P.; Liu, J. Y.; Chen, X. Y.; Wang, Z. Y. Benzimidazole Derivatives: Selective Fluorescent Chemosensors for the Picogram Detection of Picric Acid J. Org. Chem. 2014, 79, 11619-11630
42. Roy, B.; Bar, A. K.; Gole, B.; Mukherjee, P. S. Fluorescent Tris-Imidazolium Sensors for Picric Acid Explosive J. Org. Chem. 2013, 78, 1306-1310