A covalent organic framework–MnO2 nanosheet system for determination of glutathione
Source abstract
Abstract
Covalent organic frameworks (COFs) are usually synthesized by virtue of Schiff base reaction between amino and aldehyde groups. Owing to their electron-rich property, COFs are widely applied to detect electron-deficient nitroaromatic explosives through photoinduced electron transfer mechanism. However, except for these cases, the COFs-based chemosensors are rarely reported for the analysis of electron-rich biomolecules. In this work, a fluorescent platform constructed by COFs and MnO2 nanosheets is developed for sensitive detection of glutathione (GSH). It is found that the fluorescence of COFs can be effectively quenched by MnO2 nanosheets. The quenching mechanisms involving inner filter effect and static quenching effect are discussed in detail. Due to the reducing ability of GSH, it can trigger the reduction of MnO2 to Mn2+, accompanying with the fluorescence recovery of COFs. The linear range of GSH is achieved from 0.5 to 100 µM with a detection limit of 0.28 µM. This method is further applied for GSH detection in human serum samples with satisfactory results.
Source: openaire · Quality: candidate unverified · Source record ↗
Research context
OpenAlex topics: Metal-Organic Frameworks: Synthesis and Applications · Luminescence and Fluorescent Materials · Covalent Organic Framework Applications
SciVX discovery tags are terminology-based. OpenAlex topics are source-provided classifications.
References (50)
Show source-provided references
1. Schwab MG, Fassbender B, Spiess HW, Thomas A, Feng X, Müllen K (2009) Catalyst-free preparation of melamine-based microporous polymer networks through Schiff base chemistry. J Am Chem Soc 131:7216–721710.1021/ja902116f ↗
2. Beaudoin D, Maris T, Wuest JD (2013) Constructing monocrystalline covalent organic networks by polymerization. Nat Chem 5:830–83410.1038/nchem.1730 ↗
3. Smith BJ, Hwang N, Chavez AD, Novotney JL, Dichtel WR (2015) Growth rates and water stability of 2D boronate ester covalent organic frameworks. Chem Commun 51:7532–753510.1039/C5CC00379B ↗
4. Wan S, Guo J, Kim J, Ihee H, Jiang D (2009) A photoconductive covalent organic framework: self-condensed arene cubes composed of eclipsed 2D polypyrene sheets for photocurrent generation. Angew Chem Int Ed 121:5547–555010.1002/ange.200900881 ↗
5. Bi JH, Fang W, Li LY, Wang JY, Liang SJ, He YH, Liu MH, Wu L (2015) Covalent triazine-based frameworks as visible light photocatalysts for the splitting of water. Macromol Rapid Commun 36:1799–180510.1002/marc.201500270 ↗
6. Li ZP, Zhi YF, Feng X, Ding XS, Zou YC, Liu XM, Mu Y (2015) An azine-linked covalent organic framework: synthesis, characterization and efficient gas storage. Chem Eur J 21:12079–1208410.1002/chem.201501206 ↗
7. Fan HW, Mundstock A, Feldhoff A, Knebel A, Gu JH, Meng H, Caro J (2018) Covalent organic framework-covalent organic framework bilayer membranes for highly selective gas separation. J Am Chem Soc 140:10094–1009810.1021/jacs.8b05136 ↗
8. Calik M, Auras F, Salonen LM, Bader K, Grill I, Handloser M, Medina DD, Dogru M, Löbermann F, Trauner D, Hartschuh A, Bein T (2014) Extraction of photogenerated electrons and holes from a covalent organic framework integrated heterojunction. J Am Chem Soc 136:17802–1780710.1021/ja509551m ↗
9. Fang QR, Wang JH, Gu S, Kaspar RB, Zhuang ZB, Zheng J, Guo HX, Qiu SL, Yan YS (2015) 3D porous crystalline polyimide covalent organic frameworks for drug delivery. J Am Chem Soc 137:8352–835510.1021/jacs.5b04147 ↗
10. Liu J, Yang SH, Li FY, Dong LJ, Liu JJ, Wang XY, Pu QS (2015) Highly fluorescent polymeric nanoparticles based on melamine for facile detection of TNT in soil. J Mater Chem A 3:10069–1007610.1039/C5TA00185D ↗
11. Zhang W, Qiu LG, Yuan YP, Xie AJ, Shen YH, Zhu JF (2012) Microwave-assisted synthesis of highly fluorescent nanoparticles of a melamine-based porous covalent organic framework for trace-level detection of nitroaromatic explosives. J Hazard Mater 221:147–15410.1016/j.jhazmat.2012.04.025 ↗
12. Das G, Biswal BP, Kandambeth S, Venkatesh V, Kaur G, Addicoat M, Heine T, Verma S, Banerjee R (2015) Chemical sensing in two dimensional porous covalent organic nanosheets. Chem Sci 6:3931–393910.1039/C5SC00512D ↗
13. LingYY Zhang D, Cui XM, Wei MM, Zhang T, Wang JF, Xiao LH, Xia YS (2019) Direct monitoring of cell membrane vesiculation with 2D AuNP@MnO2 nanosheet supraparticles at the single-particle level. Angew Cheme 131:10652–1065610.1002/ange.201902987 ↗
14. Zhai WY, Wang CX, Yu P, Wang YX, Mao LQ (2014) Single-layer MnO2 nanosheets suppressed fluorescence of 7-hydroxycoumarin: mechanistic study and application for sensitive sensing of ascorbic acid in vivo. Anal Chem 86:12206–1221310.1021/ac503215z ↗
15. Qu F, Sun C, Lv XX, You JM (2018) A terbium-based metal-organic framework@gold nanoparticle system as a fluorometric probe for aptamer based determination of adenosine triphosphate. Microchim Acta 185:35910.1007/s00604-018-2888-1 ↗
16. Yan X, Song Y, Zhu CZ, Song JH, Du D, Su XG, Lin YH (2016) Graphene quantum dot-MnO2 nanosheet based optical sensing platform: a sensitive fluorescence “turn off-on” nanosensor for glutathione detection and intracellular imaging. ACS Appl Mater Interfaces 8:21990–2199610.1021/acsami.6b05465 ↗
17. Cai QY, Li J, Ge J, Zhang L, Hu YL, Li ZH, Qu LB (2015) A rapid fluorescence “switch-on” assay for glutathione detection by using carbon dots-MnO2 nanocomposites. Biosens Bioelectron 72:31–3610.1016/j.bios.2015.04.077 ↗
18. Wang YH, Jiang K, Zhu JL, Zhang L, Lin HW (2015) A FRET-based carbon dots-MnO2 nanosheets architecture for glutathione sensing in human whole blood samples. Chem Commun 51:12748–1275110.1039/C5CC04905A ↗
19. Zhang XL, Zheng C, Guo SS, Li J, Yang HH, Chen GN (2014) Turn-on fluorescence sensor for intracellular imaging of glutathione using g-C3N4 nanosheet-MnO2 sandwich nanocomposite. Anal Chem 86:3426–343410.1021/ac500336f ↗
20. Xiao T, Sun J, Zhao JH, Wang S, Liu GY, Yang XR (2018) FRET effect between fluorescent polydopamine nanoparticles and MnO2 nanosheets and its application for sensitive sensing of alkaline phosphatase. ACS Appl Mater Interfaces 10:6560–656910.1021/acsami.7b18816 ↗
21. Deng RR, Xie XJ, Vendrell M, Chang YT, Liu XG (2011) Intracellular glutathione detection using MnO2-nanosheet-modified upconversion nanoparticles. J Am Chem Soc 133:20168–2017110.1021/ja2100774 ↗
22. Estrela JM, Ortega A, Obrador E (2006) Glutathione in cancer biology and therapy. Crit Rev Clin Lab Sci 43:143–18110.1080/10408360500523878 ↗
23. Han L, Liu SG, Zhang XF, Tao BX, Li NB, Luo HQ (2018) A sensitive polymer dots-manganese dioxide fluorescent nanosensor for “turn-on” detection of glutathione in human serum. Sens Actuators B Chem 258:25–3110.1016/j.snb.2017.11.056 ↗
24. Kai K, Yoshida Y, Kageyama H, Saito G, Ishigaki T, Furukawa Y, Kawamata J (2008) Room-temperature synthesis of manganese oxide monosheets. J Am Chem Soc 130:15938–1594310.1021/ja804503f ↗
25. Li GY, Zhang B, Yan J, Wang ZG (2016) The cost-effective synthesis of furan-and thienyl-based microporous polyaminals for adsorption of gases and organic vapors. Chem Commun 52:1143–114610.1039/C5CC08195E ↗
26. Yang GW, Han HY, Du CY, Luo ZH, Wang YJ (2010) Facile synthesis of melamine-based porous polymer networks and their application for removal of aqueous mercury ions. Polymer 51:6193–620210.1016/j.polymer.2010.10.052 ↗
27. Xavier SSJ, Karthikeyan C, Kim AR, Yoo DJ (2014) Colorimetric detection of melamine using β-cyclodextrin-functionalized silver nanoparticles. Anal Methods 6:8165–817210.1039/C4AY01183J ↗
28. Lin XQ, Li XZ, Li F, Fang YY, Tian M, An XC, Fu Y, Jin J, Ma JT (2016) Precious-metal-free Co–Fe–Ox coupled nitrogen-enriched porous carbon nanosheets derived from Schiff-base porous polymers as superior electrocatalysts for the oxygen evolution reaction. J Mater Chem A 4:6505–651210.1039/C5TA10039A ↗
29. Liu JT, Nan Y, Chang XX, Li XZ, Fang YY, Liu Y, Tang Y, Wang X, Li R, Ma JT (2017) Hierarchical nitrogen-enriched porous carbon materials derived from Schiff-base networks supported FeCo2O4 nanoparticles for efficient water oxidation. Int J Hydrogen Energy 42:10802–1081210.1016/j.ijhydene.2017.03.100 ↗
30. Xavier SSJ, Siva G, Ranjani M, Rani SD, Priyanga N, Srinivasan R, Pannipara M, Al-Sehemi AG, Kumar GG (2019) Turn-on fluorescence sensing of hydrazine using MnO2 nanotube-decorated g-C3N4 nanosheets. New J Chem 43:13196–1320410.1039/C9NJ01370A ↗
31. Zhang HJ, Zhang BX, Di CX, Ali MC, Chen J, Li Z, Si J, Zhang H, Qiu HD (2018) Label-free fluorescence imaging of cytochrome c in living systems and anti-cancer drug screening with nitrogen doped carbon quantum dots. Nanoscale 10:5342–534910.1039/C7NR08987B ↗
32. Lakowicz JR (1983) Protein fluorescence. In: Principles of fluorescence spectroscopy. Springer, Boston, pp 341–38110.1007/978-1-4615-7658-7_11 ↗
33. Qin TY, Liu B, Huang YY, Yang K, Zhu KN, Luo ZJ, Pan CJ, Wang L (2018) Ratiometric fluorescent monitoring of methanol in biodiesel by using an ESIPT-based flavonoid probe. Sens Actuators B Chem 277:484–49110.1016/j.snb.2018.09.056 ↗
34. Biju V, Itoh T, Baba Y, Ishikawa M (2006) Quenching of photoluminescence in conjugates of quantum dots and single-walled carbon nanotube. J Phys Chem B 110:26068–2607410.1021/jp0657890 ↗
35. Lin M, Zou HY, Yang T, Liu ZX, Liu H, Huang CZ (2016) An inner filter effect based sensor of tetracycline hydrochloride as developed by loading photoluminescent carbon nanodots in the electrospun nanofibers. Nanoscale 8:2999–300710.1039/C5NR08177G ↗
36. Qu F, Ding YR, Lv XX, Xia L, You JM, Han WL (2019) Emissions of terbium metal-organic frameworks modulated by dispersive/agglomerated gold nanoparticles for the construction of prostate-specific antigen biosensor. Anal Bioanal Chem 411:3979–398810.1007/s00216-019-01883-2 ↗
37. Halawa MI, Wu F, Zafar MN, Mostafa IM, Abdussalam A, Han S, Xu G (2020) Turn-on fluorescent glutathione detection based on lucigenin and MnO2 nanosheets. J Mater Chem B. https://doi.org/10.1039/c9tb02158b10.1039/c9tb02158b ↗
38. Xavier SSJ, Siva G, Annaraj J, Kim AR, Yoo DJ (2018) Sensitive and selective turn-off-on fluorescence detection of Hg2+ and cysteine using nitrogen doped carbon nanodots derived from citron and urine. Sens Actuators B Chem 259:1133–114310.1016/j.snb.2017.12.046 ↗
39. Wang X, Li XB, Chen WF, Wang RL, Bian W, Choi MM (2018) Phosphorus doped graphitic carbon nitride nanosheets as fluorescence probe for the detection of baicalein. Spectrochim Acta A 198:1–610.1016/j.saa.2018.02.062 ↗
40. Lakowicz JR (2013) Principles of fluorescence spectroscopy. Springer, Berlin
41. Garg D, Mehta A, Mishra A, Basu S (2018) A sensitive turn on fluorescent probe for detection of biothiols using MnO2@carbon dots nanocomposites. Spectrochim Acta A 192:411–41910.1016/j.saa.2017.11.041 ↗
42. Zhang Y, Guo ZY, Han L, Zhang Y, Chen XW, Wang JH (2017) Monolayer polymerization of polyhedral oligomeric silsesquioxane on graphene oxide for highly efficient adsorption of β-lactoglobulin. Carbon 122:194–20110.1016/j.carbon.2017.06.051 ↗
43. Yu WG, Gu S, Fu Y, Xiong SH, Pan CY, Liu YN, Yu GP (2018) Carbazole-decorated covalent triazine frameworks: novel nonmetal catalysts for carbon dioxide fixation and oxygen reduction reaction. J Catal 362:1–910.1016/j.jcat.2018.03.021 ↗
44. Zhang LS, Ding N, Wu JH, Iwasaki K, Lin LH, Yamaguchi Y, Shibayama Y, Shi JJ, Wu HJ, Luo YH, Nakata K, Li DM, Wang XC, Fujishima A, Meng QB (2018) New two-dimensional porous graphitic carbon nitride nanosheets for highly efficient photocatalytic hydrogen evolution under visible-light irradiation. Catal Sci Technol 8:3846–385210.1039/C8CY00970H ↗
45. Ramachandran K, Babu KJ (2016) Ni–Co bimetal nanowires filled multiwalled carbon nanotubes for the highly sensitive and selective non-enzymatic glucose sensor applications. Sci Rep 6:3658310.1038/srep36583 ↗
46. Xu YL, Niu XY, Zhang HJ, Xu LF, Zhao SG, Chen HL, Chen XG (2015) Switch-on fluorescence sensing of glutathione in food samples based on a graphitic carbon nitride quantum dot (g-CNQD)-Hg2+ chemosensor. J Agric Food Chem 63:1747–175510.1021/jf505759z ↗
47. Han BY, Yuan JP, Wang EK (2009) Sensitive and selective sensor for biothiols in the cell based on the recovered fluorescence of the CdTe quantum dots-Hg(II) system. Anal Chem 81:5569–557310.1021/ac900769h ↗
48. Tian DH, Qian ZS, Xia YS, Zhu CQ (2012) Gold nanocluster-based fluorescent probes for near-infrared and turn-on sensing of glutathione in living cells. Langmuir 28:3945–395110.1021/la204380a ↗
49. Jacobsen DW, Gatautis VJ, Green R, Robinson K, Savon SR, Secic M, Ji J, Otto JM, Taylor L (1994) Rapid HPLC determination of total homocysteine and other thiols in serum and plasma: sex differences and correlation with cobalamin and folate concentrations in healthy subjects. Clin Chem 40:873–88110.1093/clinchem/40.6.873 ↗
50. Michelet F, Gueguen R, Leroy P, Wellman M, Nicolas A, Siest G (1995) Blood and plasma glutathione measured in healthy subjects by HPLC: relation to sex, aging, biological variables, and life habits. Clin Chem 41:1509–151710.1093/clinchem/41.10.1509 ↗