Spectroscopic study on the interaction between mononaphthalimide spermidine (MINS) and bovine serum albumin (BSA)

Journal of Photochemistry and Photobiology B: Biology

Volumn 142, Issue , 2015, Pages 103-109

  Tian, Zhiyong ^a   Zang, Fenglei ^a   Luo, Wen ^a   Zhao, Zhonghua ^a   Wang, Yueqiao ^a   Xu, Xuejun ^a   Wang, Chaojie ^a  

^a HENAN UNIVERSITY   (China)

Author keywords

Bovine serum albumin (BSA); Molecular docking; Mononaphthalimide spermidine; Spectroscopic methods

Indexed keywords

BOVINE SERUM ALBUMIN; MONONAPHTHALIMIDE SPERMIDINE; NAPHTHALIMIDE DERIVATIVE; SPERMIDINE DERIVATIVE; TRYPTOPHAN; TYROSINE; UNCLASSIFIED DRUG; PROTEIN BINDING; SPERMIDINE;

ARTICLE; BINDING AFFINITY; CHROMATOPHORE; CIRCULAR DICHROISM; COMPLEX FORMATION; CONFORMATIONAL TRANSITION; CONTROLLED STUDY; FLUORESCENCE SPECTROSCOPY; HYDROPHOBICITY; MOLECULAR DOCKING; MOLECULAR MODEL; PH; PRIORITY JOURNAL; PROTEIN INTERACTION; PROTEIN SECONDARY STRUCTURE; THERMODYNAMICS; ULTRAVIOLET SPECTROSCOPY; ANIMAL; BINDING SITE; BOVINE; CHEMICAL PHENOMENA; CHEMISTRY; METABOLISM; PROTEIN TERTIARY STRUCTURE; TEMPERATURE; ULTRAVIOLET SPECTROPHOTOMETRY;

BOVINAE;

ANIMALS; BINDING SITES; CATTLE; CIRCULAR DICHROISM; HYDROPHOBIC AND HYDROPHILIC INTERACTIONS; MOLECULAR DOCKING SIMULATION; PROTEIN BINDING; PROTEIN STRUCTURE, TERTIARY; SERUM ALBUMIN, BOVINE; SPECTROPHOTOMETRY, ULTRAVIOLET; SPERMIDINE; TEMPERATURE; THERMODYNAMICS;

EID: 84921684209     PISSN: 10111344     EISSN: 18732682     Source Type: Journal    
DOI: 10.1016/j.jphotobiol.2014.10.013     Document Type: Article

References (55)

1. F.L. Cui, J. Fan, J.P. Li, Z.D. Hu, Interactions between 1-benzoyl-4-p-chlorophenyl thiosemicarbazide and serum albumin: investigation by fluorescence spectroscopy, Bioorg. Med. Chem. 12 (2004) 151-157.
2. Y. Sun, S. Wei, C. Yin, L.S. Liu, C.M. Hu, Y.Y. Zhao, Y.X. Ye, X.Y. Hu, J. Fan, Synthesis and spectroscopic characterization of 4-butoxyethoxy-N-octadecyl-1,8-naphthalimide as a new fluorescent probe for the determination of proteins, Bioorg. Med. Chem. Lett. 21 (2011) 3798-3804.
3. X.S. Zhu, J. Sun, Y.Y. Hu, Determination of protein by hydroxypropyl -b-cyclodextrin sensitized fluorescence quenching method with erythrosine sodium as a fluorescence probe, Anal. Chim. Acta 596 (2007) 298-302.
4. K.P. Shrivastaw, S. Singh, S.B. Sharma, Quantitation of protein content by biuret method during production of yellow fever vaccine, J. Sokhey. Biolo. 23 (1995) 299-300.
5. M.M. Bradford, A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein-dye binding, Anal. Biochem. 72 (1976) 248-254.
6. X.X. Wang, H.X. Shen, Y.M. Hao, Resonance light scattering of protein-amaranth system and its analytical application, Chin. J. Anal. Chem. 28 (2000) 1388-1390.
7. 3+-benzoyl-acetone-sodium dodecyl benzene sulfonate-protein system, J. Photochem. Photobiol., A 181 (2006) 50-51.
8. R. Flores, A rapid and reproducible for quantitative estimation bromphenol blue, Anal. Biochem. 88 (1978) 605-611.
9. M.F. Braña, A. Ramos, Naphthalimides as anticancer agents: synthesis and biological activity, Curr. Med. Chem. (2001) 237-255 (Anti-Cancer Agents 1).
10. M.F. Braña, M. Cacho, A. Gradillas, B. de Pascual-Teresa, A. Ramos, Intercalators as anticancer drugs, Curr. Pharm. Des. 7 (2001) 1745-1780.
11. R. Beauchemin, C.N. N'soukpoe-Kossi, T. Thomas, T.J. Thomas, R. Carpentier, H.A. Tajmir-Riahi, Polyamine analogues bind human serum albumin, Biomacromolecules 8 (2007) 3177-3183.
12. A. Ahmed Ouameur, E. Mangier, S. Diamantoglou, R. Rouillon, R. Carpentier, H.A. Tajmir-Riahi, Effects of organic and inorganic polyamine cations on the structure of human serum albumin, Biopolymers 73 (2004) 503-509.
13. J. Essemine, I. Hasni, R. Carpentier, T.J. Thomas, H.A. Tajmir-Riahi, Binding of biogenic and synthetic polyamines to β-lactoglobulin, Int. J. Biol. Macromol. 49 (2011) 201-209.
14. S. Dubeau, P. Bourassa, T.J. Thomas, H.A. Tajmir-Riahi, Biogenic and synthetic polyamines bind bovine serum albumin, Biomacromolecules 11 (2010) 1507-1515.
15. L.H. Yang, J. Zhao, Y.Q. Zhu, Z.Y. Tian, C.J. Wang, Reactive oxygen species (ROS) accumulation induced by mononaphthalimide-spermidine leads to intrin and AIF-mediated apoptosis in HeLa cells, Oncol. Rep. 25 (2011) 1099-1107.
16. Z.Y. Tian, Z.H. Zhao, F.L. Zang, Y.Q. Wang, C.J. Wang, Spectroscopic study on the interaction between naphthalimide - polyamine conjugates and DNA, J. Photochem. Photobiol., B 138 (2014) 202-210.
17. Z.Y. Tian, L.P. Su, S.Q. Xie, J. Zhao, C.J. Wang, Synthesis, biological activity and fluorescence spectroscopy of naphthalimide-polyamine conjugates, China J. Org. Chem. 33 (2013) 1514-1521.
18. Z.Y. Tian, J.H. Li, Q. Li, F.L. Zang, Z.H. Zhao, C.J. Wang, Study on the synthesis, biological activity and spectroscopy of naphthalimide-diamine conjugates, Molecules 19 (2014) 7646-7668.
19. Z.Y. Tian, S.Q. Xie, Y.W. Du, Y.F. Ma, J. Zhao, W.Y. Gao, C.J. Wang, Synthesis, cytotoxicity and apoptosis of naphthalimide polyamine conjugates as antitumor agents, Eur. J. Med. Chem. 44 (2009) 393-399.
20. A. Mittal, S. Paliwal, M. Sharma, A. Singh, S. Sharma, D. Yadav, Pharmacophore based virtual screening, molecular docking and biological evaluation to identify novel PDE5 inhibitors with vasodilatory activity, Bioorg. Med. Chem. Lett. 24 (2014) 3137-3141.
21. W.L. DeLano, The PyMOL Molecular Graphics System, DeLano Scientific, San Carlos, CA, 2002.
22. Z. Chen, D.D. Wu, Spectroscopic studies on the interaction between ZnSe nanoparticles with bovine serum albumin, J. Lumin. 132 (2012) 2968-2974.
23. Y. Sun, S. Wei, Y.Y. Zhao, X.Y. Hu, J. Fan, Interactions between 4-(2-dimethyl-aminoethyloxy)-N-octadecyl-1,8-naphthalimide and serum albumins: Investiga-tion by spectroscopic approach, J. Lumin. 132 (2012) 879-886.
24. F. Ge, C.Y. Chen, D.Q. Liu, B.Y. H, X.F. Xiong, S.L. Zhao, Study on the interaction between theasinesin and human serum albumin by fluorescence spectroscopy, J. Lumin. 130 (2010) 168-173.
25. Y. Sun, Z. Liu, X.H. Liang, J. Fan, Q. Han, Study on photophysical and aggregation induced emission recognition of 1,8-naphthalimide probe for casein by spectroscopic method, Spectrochim. Acta A 108 (2013) 8-15.
26. M. Sirajuddin, S. Ali, A. Badshah, Drug-DNA interactions and their study by UV-visible, fluorescence spectroscopies and cyclic voltametry, J. Photochem. Photobiol. Biol. 124 (2013) 1-19.
27. B.K. Sahoo, K.S. Ghosh, R. Bera, S. Dasgupta, Studies on the interaction of diacetylcurcumin with calf thymus-DNA, Chem. Phys. 351 (2008) 163-169.
28. S.S. Bhat, A.A. Kumbhar, H. Heptullah, A.A. Khan, V.V. Gobre, S.P. Gejji, V.G. Puranik, Synthesis, electronic structure, DNA and protein binding, DNA cleavage, and anticancer activity of fluorophore-labeled copper(II) complexes, Inorg. Chem. 50 (2011) 545-558.
29. Spectroscopic studies on the interaction between methylene blue and bovine serum albumin, J. Photochem. Photobiol., A 179 (2006) 324-329.
30. E.L. Gelamo, C.H. Silva, H. Imasato, M. Tabak, Interaction of bovine (BSA) and human (HSA) serum albumins with ionic surfactants: spectroscopy and modeling, Biochim. Biophys. Acta 1594 (2002) 84-89.
31. J.R. Lakowicz, Principles of Fluorescence Spectroscopy, Plenum Press, New York, USA, 1999. p. 237-265.
32. Y.-J. Hu, Y. Liu, L.-X. Zhang, R.-M. Zhao, S.-S. Qu, Study of interaction between colchicines and bovine serum albumin by fluorescence quenching method, J. Mol. Struct. 750 (2005) 174-178.
33. J. Zhang, L.N. Chen, B.-R. Zeng, Q.-L. Kang, L.Z. Dai, Study on the binding of chloramphenicol with bovine serum albumin by fluorescence and UV-vis spectroscopy, Spectrochim. Acta A 77 (2010) 430-436.
34. J.-J. Xue, Q.-Y. Chen, The interaction between ionic liquids modified magnetic nanoparticles and bovine serum albumin and the cytotoxicity to HepG-2 cells, Spectrochim. Acta A 120 (2014) 161-166.
35. H. Xu, Q.-W. Liu, Y.-Q. Wen, Spectroscopic studies on the interaction between nicotinamide and bovine serum albumin, Spectrochim. Acta A 71 (2008) 984-988.
36. H. Lin, J.-F. Lan, M. Guan, F.-L. Sheng, H.-X. Zhang, Spectroscopic investigation of interaction between mangiferin and bovine serum albumin, Spectrochim. Acta A 73 (2009) 936-941.
37. Q. Feng, N.Q. Li, Y.-Y. Jiang, Electrochemical studies of porphyrin interacting with DNA and determination of DNA, Anal. Chim. Acta 344 (1997) 97-104.
38. Y.-J. Hu, Y. Liu, X.-H. Xiao, Investigation of the interaction between berberine and human serum albumin, Biomacromolecules 10 (2009) 517-521.
39. P.D. Ross, S. Subramanian, Thermodynamics of protein association reactions: forces contributing to stability, Biochemistry 20 (1981) 3096-3102.
40. Y.H. Liu, G.J. Zhao, G.Y. Li, K.L. Han, Fluorescence quenching phenomena facilitated by excited-state hydrogen bond strengthening for fluorenone derivatives in alcohols, J. Photochem. Photobiol., A 209 (2010) 181-184.
41. D.S. Horne, in: A. Thompson, M. Boland, H. Singh (Eds.), Casein Micelle Structure and Stability, Milk proteins-from expression to food academic press, New York, 2008, pp. 133-162.
42. Y.Z. Zhang, X.X. Chen, J. Dai, X.P. Zhang, Y.X. Liu, Y. Liu, Spectroscopic studies on the interaction of lanthanum(III) 2-oxo-propionic acid salicyloyl hydrazone complex with bovine serum albumin, Luminescence 23 (2008) 150-156.
43. Y.X. Zhang, X. Xiang, P. Mei, J. Dai, L.L. Zhang, Y. Liu, Spectroscopic studies on the interaction of congo red with bovine serum albumin, Spectrochim. Acta A, Mol. Biomol. Spectrosc. 72 (2009) 907-914.
44. N.L. Zhang, F.Y. Wu, A.H. Liu, Study of the interaction between 2,5-di-[2- (4-hydroxy-phenyl)ethylene]-terephthalonitril and bovine serum albumin by fluorescence spectroscopy, Spectrochim. Acta A, Mol. Biomol. Spectrosc. 79 (2011) 97-103.
45. Y.Q. Wang, B.P. Tang, H.M. Zhang, Q.H. Zhou, G.C. Zhang, Studies on the interaction between imidacloprid and human serum albumin: Spectroscopic approach, J. Photochem. Photobiol. B: Biol. 94 (2009) 183-190.
46. B. Sandhya, A.H. Hegde, S.S. Kalanur, U. Katrahalli, J. Seetharamap, Interaction of triprolidine hydrochloride with serum albumins: thermodynamic and binding characteristics, and influence of site probes, J. Pharm. Biomed. Anal. 54 (2011) 1180-1186.
47. S. Muller-Renaud, D. Dupont, P. Dulieu, Development of a biosensor immunoassay for the quantification of alphas1-casein in milk, J. Dairy Res. 72 (2005) 57-64.
48. X.M. Zhou, Y.Y. Yue, Q. Yang, N. Y, X.G. Chen, Complexes between C.I. acid orange 6 and human serum albumin, a multi-spectroscopic approach to investigate the binding behavior, J. Lumin. 131 (2011) 1222-1228.
49. H. Mahaki, M. Memarpoor-Yazdi, J. Chamani, M.R. Saberi, Interaction between ropinirole hydrochloride and aspirin with human serum albumin as binary and ternary systems by multi-spectroscopic, molecular modeling and zeta potential, J. Lumin. 134 (2013) 758-771.
50. M. Li, J. Liu, X. Ran, M. Fang, J. Shi, H. Qin, J.-M. Goh, J. Song, Resurrecting abandoned proteins with pure water: CD and NMR studies of protein fragments solubilized in salt-free water, Biophys. J. 91 (2006) 4201-4209.
51. Z. Chi, R. Liu, Phenotypic characterization of the binding of tetracycline to human serum albumin, Biomacromolecules 12 (2011) 203-209.
52. P.F.J. Fuchs, A.M.J.J. Bonvin, B. Bochicchio, A. Pepe, A.J.P. Alix, A.M. Tamburro, Kinetics and thermodynamics of type VIII beta-turn formation: a CD, NMR, and microsecond explicit molecular dynamics study of the GDNP tetrapeptide, Biophys. J. 90 (2006) 2745-2759.
53. H. Ojhaa, K. Mishraa, M.I. Hassanb, N.K. Chaudhury, Spectroscopic and isothermal titration calorimetry studies of binding interaction of ferulic acid with bovine serum albumin, Thermochim. Acta 548 (2012) 56-64.
54. G.W. Zhang, N. Zhao, L. Wang, Fluorescence spectrometric studies on the binding of puerarin to human serum albumin using warfarin, ibuprofen and digitoxin as site markers with the aid of chemometrics, J. Lumin. 131 (2011) 2716-2724.
55. H. Ojha, B.M. Murari, S. Anand, M.I. Hassan, F. Ahmad, N.K. Chaudhury, Interaction of DNA minor groove binder Hoechst 33258 with bovine serum albumin, Chem. Pharm. Bull. 57 (2009) 481-486.