Sains Malaysiana 46(9)(2017): 1369–1377

http://dx.doi.org/10.17576/jsm-2017-4609-03

 

Fluorescence Quenching Reaction of Chlorophyll a by Tris(acetylacetonate)Iron(III) in Various Solvents

(Tindak Balas Pemelindapan Kependarfluoran Klorofil a oleh Tris(asetilacetonat)Iron(III) dalam Pelbagai Pelarut)

 

 

NARARAK LEESAKUL¹*, DAWEENA MASEN² & GUENTER GRAMPP³

 

¹Department of Chemistry and Center for Innovation in Chemistry, Faculty of Science, Prince of Songkla University, Hat-Yai, Songkhla 90110, Thailand

 

²Public Health Program, Faculty of Science and Technology, Southern College of Technology

Nakorn Si Thammarat 80110, Thailand

 

³Institute of Physical and Theoretical Chemistry, Graz University of Technology, Graz, A-8010

Austria

 

Received: 31 August 2016/Accepted: 17 January 2017

 

ABSTRACT

Chlorophyll a is known as the prevailing light absorbing pigment giving a strong absorption and fluorescence emission in visible region. Quenching reactions of the chlorophyll a fluorescence by Fe(acac)₃ were precisely investigated in various organic solvents which are benzene toluene, ethanol, methanol, dmf, dmso and acetonitrile. Electron transfer performance of chlorophyll a by Fe(acac)₃ was investigated from oxidative quenching reaction. Herein, the simplified Rehm-Weller relationship was used to calculate the free energy change of the photo-induced electron transfer reaction. Emission intensity decreased when the concentration of Fe(acac)₃ quencher was increased. Non-linear Stern-Volmer plots are found to be affected by inner filter effect more than the ground state complex formation. Rate of quenching reactions (kq) were determined from the Stern-Volmer equation with corrected inner filter effect. The rates of quenching reactions occurred faster in high viscous solvents.

 

Keywords: Chlorophyll a; oxidative quenching reaction; Stern-Volmer plotting

 

ABSTRAK

Klorofil a dikenali sebagai pigmen penyerap cahaya yang memberikan penyerapan yang kuat dan pelepasan kependarfluoran kawasan yang boleh dilihat. Tindak balas pemelindapan klorofil a oleh Fe(acac)₃ dikaji secara tepat dalam pelbagai pelarut organik seperti benzena toluen, etanol, metanol, dmf, dmso dan asetonitril. Prestasi pemindahan elektron klorofil a oleh Fe(acac)₃ telah dikaji daripada tindak balas pemelindapan oksidatif. Di sini, hubungan Rehm-Weller dipermudah telah digunakan untuk mengira perubahan tenaga bebas tindak balas pemindahan elektron teraruh-foto. Keamatan pelepasan menurun apabila kepekatan pelindap Fe(acac)₃ meningkat. Plot Stern-Volmer tak linear terjejas oleh kesan turas dalaman lebih daripada pembentukan keadaan asas yang kompleks. Kadar tindak balas pemelindapan (kq) telah ditentukan daripada persamaan Stern-Volmer kesan turas dalaman diperbetulkan. Kadar tindak balas pemelindapan berlaku dengan lebih cepat dalam pelarut likat yang tinggi.

 

Kata kunci: Klorofil a; plot Stern-Volmer; tindak balas sepuhlindap oksidatif

REFERENCES

Amao, Y., Yamada, Y. & Aoki, K. 2004. Preparation and properties of dye-sensitized solar cell using chlorophyll derivative immobilized TiO2 film electrode. J. Photo. Photobiol. A: Chem. 164: 47-51.

Ar?k, M., Celebi, N. & Onganer, Y. 2005. Fluorescence quenching of fluorescein with molecular oxygen in solution. J. Photo. Photobiol. A: Chem. 170: 105-111.

Borissevitch, I.E. 1999. More about the inner filter effect: Corrections of Stern-Volmer fluorescence quenching constants are necessary at very low optical absorption of the quencher. Journal of Luminescence 81: 219-224.

Durrant, J.R., Haque, S.A. & Palomares, E. 2004. Towards optimisation of electron transfer processes in dye-sensitized solar cells. Coord. Chem. Rev. 248: 1247-1257.

Falco, W.F., Queiroz, A.M., Fernandes, J., Botero, E.R., Falcão, E.A., Guimarães, F.E.G., Peko, J.C.M., Oliveira, S.L., Colbeck, I. & Caires, A.R.L. 2015. Interaction between chlorophyll and silver nanoparticles: A close analysis of chlorophyll fluorescence quenching. J. Photochem. Photobiol. A: Chemistry 299: 203-209.

Gazdaru, D. 2001. Characterization of the fluorescence quenching of chlorophyll a by 1, 4 benzoquinone using the nonlinear. Journal of Optoelectronics and Advanced Materials 3(1): 145-148.

Kathiravan, A., Chandramohan, M., Renganathan, R. & Sekar, S. 2009. Spectro Chimica Acta Part A: Molecular and Biomolecular Spectroscopy 71: 1783-1787.

Lakowicz, J.R. 2006. Principles of Fluorescence Spectroscopy. 3rd ed. Springer: New York.

Landgraf, S. 2004. Use of ultrabright LEDs for the determination of static and time-resolved fluorescence information of liquid and solid crude oil samples J. Biochem. Biophysics Methods 61: 125-134.

Leesakul, N. 2007. Kinetics of fast photo - induced electron transfer from Tris(bpy)ruthenium(II) and Tris(bpy) osmium(II) complexes to iron (III) in water and n-alcohols.

Li, S. & Inoue, H. 1991. Separation of manganese(II, III) chlorophylls. Anal. Science 7: 121-124.

Liu, B.Q., Zhao, X.P. & Luo, W. 2008. The synergistic effect of two photosynthetic pigments in dye - sensitized mesoporous TiO2 solar cells, Dye and Pigments 76: 327-331.

Medforth, C., Muzzi, C.M., Shea, K.M., Smith, K.M., Abraham, R.J., Jia, S. & Shelnutt, J.A. 1997. NMR studies of nonplanar porphyrins. Part 2. Effect of nonplanar conformational distortions on the porphyrins ring current. J. Chem. Soc. Perkin Trans. 2: 839-844.

Nandre, J., Patil, S., Patil, V., Yu, F., Chen, L., Sahoo, S., Prior, T., Redshaw, C., Mahulikar, P. & Patil, U. 2014. A novel fluorescent “turn-on” chemosensor for nanomolar detection of Fe(III) from aqueous solution and its application in living cells imaging. Biosens. Bioelectron. 61: 612-617.

Nanomura, Y., Hatano, H., Fukuda, K. & Inoue, H.1994. Preparation and determination of cobalt(II)chlorophylls by high-performance liquid chromatography. Anal. Science 10: 117-119.

Nanomura, Y., Igarashi, S., Yoshioka, N. & Inoue, H. 1997. Spectroscopic properties of chlorophylls and their derivatives. Influence of molecular structure on the electronic state. Chemical Physics 220: 155-166.

Richert, S.A., Tsang, P.K.S. & Sawyer, D.T. 1989. Ligand - Centered Redox Processes for MnL3, FeL3, and CoL3 Complexes (L = Acetylacetonate, 8-Quinolinate, Picolinate, 2,2’-Bipyridyl, 1,10-Phenanthroline) and for Their Tetrakis (2,6-dichlorophenyl) porphinato Complexes [(Por)]. Inorg. Chem. 28: 2471-2475.

Trifunac, A.D. & Katz, J.J. 1974. State of chlorophyll a in vitro and in vivo from electronic transition spectra, and the nature of antenna chlorophyll. Biochimica et Biophysica Acta (BBA) - Bioenergetics 368(2): 181-198.

Wang, X.F., Matsuda, A., Koyama, Y., Nagae, H., Sasaki, S.I., Tamiaki, H. & Wada, Y. 2006. Effects of plant carotenoid spacers on the performance of a dye-sensitized solar cell using a chlorophyll derivative: Enhancement of photocurrent determined by one electron-oxidation potential of each carotenoid. Chem. Phys. Lett. 423: 470-475.

Xiaoqing, L., Mingyu, S., Chao, L., Lu, Z., Wenhui, S. & Fashui, H. 2007. Effects of CeCl3 on energy transfer and oxygen evolution in spinach photosystem II. J. Rare Earths 25: 624-630.

Yamashita, H. & Inoue, H. 1991. Determination of zinc(II) chlorophylls and their derivatives by high performance liquid chromatography with fluoro metric detection. Anal. Science 7: 1371-1374.

Zheng, T. & Nolan, E.M. 2012. Siderophore-based detection of Fe(III) and microbial pathogens. Metallomics 4: 866-880.

Zvezdanovic´, J. & Markovic´, D. 2008. Bleaching of chlorophylls by UV - irradiation in vitro: The effects on chlorophyll organization in acetone and n - hexane. J. Serb. Chem. Soc. 73(3): 271-282.

 

*Corresponding author; email: nararak.le@psu.ac.th