Fluorescence labelling of DNA by carboxylic polypyridyl-Ru complexes containing bpy and DIP ligands: A study revisited

Journal of Fluorescence

Volumn 20, Issue 3, 2010, Pages 631-643

  Lamoureux, Michèle ^a   Seksek, Olivier ^a  

^a CNRS   (France)

Author keywords

Coordination complexes; DNA fluorescent marker; Metal complexes; Ru complex internalization

Indexed keywords

ABSORBANCES; BIOLOGICAL APPLICATIONS; CELL INTEGRITY; CIRCULAR DICHROISM; COORDINATION COMPLEX; DNA BINDING; DNA MARKERS; ENHANCED FLUORESCENCE; EXCITATION WAVELENGTH; FLUORESCENCE IMAGING; FLUORESCENCE LABELLING; FLUORESCENCE MAXIMA; FLUORESCENT COMPLEXES; FLUORESCENT MARKERS; IN-VITRO; ISOSBESTIC POINT; NUCLEAR DNA; RU COMPLEXES; UV-VIS ABSORPTIONS;

ABSORPTION SPECTROSCOPY; CYTOLOGY; DICHROISM; DNA; FLOW CYTOMETRY; GENES; LIGANDS; METAL COMPLEXES;

FLUORESCENCE;

3,5 DIISOPROPYLSALICYLIC ACID; 3,5-DIISOPROPYLSALICYLIC ACID; COORDINATION COMPOUND; DNA; LIGAND; SALICYLIC ACID DERIVATIVE;

ABSORPTION; ARTICLE; CHEMISTRY; CIRCULAR DICHROISM; FLUORESCENCE; METABOLISM; SPECTROSCOPY;

ABSORPTION; CIRCULAR DICHROISM; COORDINATION COMPLEXES; DNA; FLUORESCENCE; LIGANDS; SALICYLIC ACIDS; SPECTRUM ANALYSIS;

EID: 77955924875     PISSN: 10530509     EISSN: None     Source Type: Journal    
DOI: 10.1007/s10895-009-0592-6     Document Type: Article

References (37)

1. Barton JK (1986) Metals and DNA: molecular left-handed complements. Science 233(4765):727-734
2. 2+, where L are imidazo[f]-1, 10-phenanthrolines: synthesis, photophysics and binding with DNA. Spectrochim Acta A Mol Biomol Spectrosc 60(1):2635-2641
3. Zeglis BM, Pierre VC, Barton JK (2007) Metallo-intercalators and metallo-insertors. Chem Commun 44:4565-4579
4. Dwyer FP, Gyarfas EC, Rogers WP, Koch JH (1952) Biological activity of complex ions. Nature 170(4318):190-191
5. Musatkina E, Amouri H, Lamoureux M, Chepurnykh T, Cordier C (2007) Mono- and dicarboxylic polypyridyl-Ru complexes as potential cell DNA dyes and transfection agents. J Inorg Biochem 101(7):1086-1089
6. Caspar R, Musatkina L, Tatosyan A, Amouri H, Gruselle M, Guyard-Duhayon C, Duval R, Cordier C (2004) Efficient DNA binding by optically Pure Ruthenium Tris(bipyridyl) complexes incorporating carboxylic functionalities. Solution and structural analysis. Inorg Chem 43(25):7986-7993
7. Kumar CV, Barton JK, Turro NJ (1985) Photophysics of ruthenium complexes bound to double helical DNA. J Am Chem Soc 107:5518-5523
8. Belousoff NMJ, Bhatt AI, Bond AM, Deacon GB, Gasser G, Spiccia L (2007) Synthesis, structure, spectroscopic properties, and electrochemical oxidation of ruthenium(II) complexes Incorporating monocarboxylate bipyridine ligands. Inorg Chem 46 (21):8638-8651
9. Barnard PJ, Vagg RS (2005) A spectroscopic investigation of the self-association and DNA binding properties of a series of ternary ruthenium(II) complexes. J Inorg Biochem 99(5):1009-1017
10. Caspar R, Amouri H, Gruselle M, Cordier C, Malézieux B, Duval R, Lévêque H (2003) Efficient asymmetric synthesis of △- and △-enantiomers of (bipyridyl) ruthenium complexes and crystallographic analysis of △-bis(2, 2'-bipyridine-4, 4'-dicarboxylato) ruthenium: diastereoselective homo- and hetro ion pairing revisited. Eur J Inorg Chem 2003(3):499-505
11. Caspar R, Cordier C, Waern JB, Guyard-Duhayon C, Gruselle M, Le Floch P, Amouri H (2006) A new family of mono- and dicarboxylic ruthenium complexes [Ru(DIP)2(L2)]2+ (DIP = 4, 7- diphenyl-1, 10-phenanthroline): synthesis, solution behavior, and X-ray molecular structure of trans-[Ru(DIP)2(MeOH)2][OTf] 2. Inorg Chem 45(10):4071-4078
12. Srinivasan S, Annaraj J, Athappan PR (2005) Spectral and redox studies on mixed ligand complexes of cobalt(III) phenanthroline/ bipyridyl and benzoylhydrazones, their DNA binding and antimicrobial activity. J Inorg Biochem 99(3):876-882
13. Long EC, Barton JK (1990) On demonstrating DNA intercalation. Acc Chem Res 23(9):271-273
14. Suh D, Chaires JB (1995) Criteria for the mode of binding of DNA binding agents. Bioorg Med Chem 3(6):723-728
15. Jenkins TC (1997) In: Fox KR (ed) Methods in molecular biology, vol.90: drug-DNA interaction protocols. Humana, Totowa, pp 195- 218
16. Murphy-Poulton SF, Vagg RS, Vickery KA, Williams PA (1998) DNA binding of some chiral metallointercalators derived from 9, 10-phenanthrenediamine. Met Based Drugs 5(4):225-231
17. Xi PX, Xu ZH, Liu XH, Chen FJ, Zeng ZZ, Zhang XW, Liu Y (2009) Synthesis, characterization, antioxidant activity and DNAbinding studies of three rare earth (III) complexes with 1-(4- aminoantipyrine)-3-tosylurea ligand. J Fluoresc 19:63-72
18. Guan Y, Shi R, Li X, Zhao M, Li Y (2007) Multiple binding modes for dicationic hoechst 33258 to DNA. J Phys Chem B 111 (25):7336-7344
19. McGhee JD, von Hippel PH (1974) Theoretical aspects of DNAprotein interactions: co-operative and non-co-operative binding of large ligands to a one-dimensional homogeneous lattice. J Mol Biol 86(2):469-489
20. van Holde KE, Johnson WC, Ho PS (2006) In: Carlson G (ed) Principles of physical biochemistry. Pearson, Upper Saddle River, pp 615-654
21. Fielding L (2000) Determination of association constants (Ka) from solution NMR data. Tetrahedron 56(34):6151-6170
22. Graves DE (2001) In: Osheroff N, Bjornsti MA (eds) Methods in molecular biology, vol.95: DNA topoisomerase protocols, part II: enzymology and drugs. Humana, Totowa, pp 161-169
23. Chen LM, Liu J, Chen JC, Tan CP, Shi S, Zheng KC, Ji LN (2008) Synthesis, characterization, DNA-binding and spectral properties of complexes [Ru(L)4(dppz)]2+ (L = Im and MeIm). J Inorg Biochem 102(2):330-341
24. Morgan JL, Buck DP, Turley AG, Collins JG, Keene FR (2006) Selectivity at a three-base bulge site in the DNA binding of △△-[{Ru(phen)2}2(μ- dppm)]4+ [dppm is 4, 6-bis(2-pyridyl)pyrimidine; phen is 1, 10-phenanthroline]. J Biol Inorg Chem 11(7):824-834
25. Dupureur C, Barton JK (1997) Structural studies of △- and △-[Ru (phen)2d ppz]2+ bound to d(GTCGAC)2: characterization of enantioselective intercalation. Inorg Chem 36(1):33-43
26. Bhattacharya PK, Lawson HJ, Barton JK (2003) 1H NMR studies of nickel(II) complexes bound to oligonucleotides: a novel technique for distinguishing the binding locations of metal complexes in DNA. Inorg Chem 42(26):8811-8817
27. Myari A, Hadjiliadis N, Garoufis A (2005) Synthesis and characterization of the diastereomers △- and △-[Ru(bpy)2(mbpy- L-Arg-Gly-L-Asn-L-Ala-L- His-L-Glu-L-Arg)]Cl2 1H NMR studies on their interactions with the deoxynucleotide duplex d [(5'-GCGCTTAAGCGC-3')2] and d[(5'-CGCGATCGCG-3')2]. J Inorg Biochem 99(2):616-626
28. Gaudry E, Aubard J, Amouri H, Levi G, Cordier C (2006) SERRS study of the DNA binding by Ru(II) tris-(Bipyridyl) complexes bearing one carboxylic group. Biopolymers 82 (4):399-404
29. Caspar R, Amouri H, Gruselle M, Cordier C, Malézieux B, Duval R, Lévêque H (2003) CORRECTION Efficient asymmetric synthesis of D- and L-enantiomers of (bipyridyl) ruthenium complexes and crystallographic analysis of D-bis(2,2'-bipyridine-4,4' -dicarboxylato) ruthenium: diastereoselective homo- and hetro ion pairing revisited. Eur J Inorg Chem 2003(16):3055
30. Friedman AE, Kumar CV, Turro NJ, Barton JK (1991) Luminescence of ruthenium(II) polypyridyls: evidence for intercalative binding to Z-DNA. Nucleic Acids Res 19(10):2595-2602
31. Barton JK, Basile LA, Danishefsky A, Alexandrescu A (1984) Chiral probes for the handedness of DNA helices: enantiomers of tris(4, 7- diphenylphenanthroline)ruthenium(II). Proc Natl Acad Sci USA 81(7):1961-1965
32. Kapuscinski J (1995) DAPI: a DNA-specific fluorescent probe. Biotech Histochem 70(5):220-233
33. Nair RB, Teng ES, Kirkland SL, Murphy CJ (1998) Synthesis and DNA-binding properties of [Ru(NH3)4dppz]2+. Inorg Chem 37 (1):139-141
34. Shapiro HM (2003) Practical flow cytometry. Wiley, Hokoben
35. Jiménez-Hernandez ME, Orellana G, Montero F, Portolès MT (2000) A ruthenium probe for cell viability measurement using flow cytometry, confocal microscopy and time-resolved luminescence. Photochem Photobiol 72(1):28-34
36. Puckett CA, Barton JK (2007) Methods to explore cellular uptake of ruthenium complexes. J Am Chem Soc 129(1):46-47
37. Puckett CA, Barton JK (2008) Mechanism of cellular uptake of a ruthenium polypyridyl complex. Biochemistry 47(45):11711-11716