Effect of amino substitution on the excited state dynamics of uracil
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Effect of amino substitution on the excited state dynamics of uracil (135 visite)

Banyasz A, Gustavsson T, Keszei E, Improta R, Markovitsi D

Photochem Photobiol Sci (ISSN: 1474-905x), 2008 Jul; 7(7): 765-768.



Tipo di articolo: Journal Article, Research Support, Non-U. S. Gov'T,

Impact factor: 2.144, Impact factor a 5 anni: 2.448

Url: http://www.scopus.com/inward/record.url?eid=2-s2.0-46449125837&partnerID=40&md5=d45cf650b6821d6b29e602e44cbbb6fd

Parole chiave: 5 Amino 2, 4 Dihydroxypyrimidine, 5 Aminouracil Derivative, 6 Aminouracil, Pyrimidine Derivative, Anisotropy, Aqueous Solution, Article, Chemical Analysis, Chemical Reaction Kinetics, Fluorescence, Priority Journal, Waveform, Fluorescence Polarization, Time Factors, Water, Analogs, Chemistry,

Affiliazioni:

*** IBB - CNR ***
Laboratoire Francis Perrin, CEA/DSM/IRAMIS/SPAM - CNRS URA 2453, CEA Saclay, F-91191, Gif-sur-Yvette, France
Eötvös Lorand University Budapest, Department of Physical Chemistry, P.O. Box 32, 1518 Budapest 112, Hungary
Dipartimento di Chimica, Università Federico II, Complesso Universitario Monte S. Angelo, Via Cintia, I, 80126, Napoli, Italy
Istituto Biostrutture e Bioimmagini/CNR, V. Mezzocannone, 6, 80134, Napoli, Italy
E tv s Lorand University Budapest, Department of Physical Chemistry, P. O. Box 32, 1518 Budapest 112, Hungary


Riferimenti:

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Zgierski, M.Z., Fujiwara, T., Kofron, W.G., Lim, E.C., Highly effective quenching of the ultrafast radiationless decay of photoexcited pyrimidine bases by covalent modification: Photophysics of 5,6-trimethylenecytosine and 5,6-trimethyleneuracil (2007) Phys. Chem. Chem. Phys., 9, pp. 3206-3209

Gustavsson, T., Banyasz, A., Lazzarotto, E., Markovitsi, D., Scalmani, G., Frisch, M.J., Barone, V., Improta, R., Singlet excited-state behavior of uracil and thymine in aqueous solution: A combined experimental and computational study of 11 uracil derivatives (2006) J. Am. Chem. Soc., 128, pp. 607-619

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Crespo-Hern ndez, C. E., Cohen, B., Hare, P. M., Kohler, B., Ultrafast Excited-State Dynamics in Nucleic Acids (2004) Chem. Rev., 104, pp. 1977-202

Zgierski, M. Z., Patchkovskii, S., Fujiwara, T., Lim, E. C., On the Origin of the Ultrafast Internal Conversion of Electronically Excited Pyrimidine Bases (2005) J. Phys. Chem. a, 109, pp. 9384-9387

Merch n, M., Gonzalez-Luque, R., Climent, T., Serrano-Andres, L., Rodriguez, E., Reguero, M., Pelaez, D., Unified Model for the Ultrafast Decay of Pyrimidine Nucleobases (2006) J. Phys. Chem. B, 110, pp. 26471-26476

Zgierski, M. Z., Fujiwara, T., Kofron, W. G., Lim, E. C., Highly effective quenching of the ultrafast radiationless decay of photoexcited pyrimidine bases by covalent modification: Photophysics of 5, 6-trimethylenecytosine and 5, 6-trimethyleneuracil (2007) Phys. Chem. Chem. Phys., 9, pp. 3206-3209

Subbarao, S. N., Bray, P. J., Nitrogen-14 nuclear quadrupole resonance study of several hydroxypyrimidines (1977) J. Chem. Phys., 67, pp. 1085-1090

Chandra, A. K., Uchimaru, T., Zeegers-Huyskens, T., Theoretical study on protonated and deprotonated 5-substituted uracil derivatives and their complexes with water (2002) J. Mol. Struct., 605, pp. 213-220

Whittleton, S. R., Hunter, K. C., Wetmore, S. D., Effects of Hydrogen Bonding on the Acidity of Uracil Derivatives (2004) J. Phys. Chem. a, 108, pp. 7709-7718

Palafox, M. A., Tardajos, G., Guerrero-Martinez, A., Rastogi, V. K., Mishra, D., Ojha, S. P., Kiefer, W., FT-IR, FT-Raman spectra, density functional computations of the vibrational spectra and molecular geometry of biomolecule 5-aminouracil (2007) Chem. Phys., 340, pp. 17-31

Estrin, D. A., Paglieri, L., Corongiu, G., A density functional study of tautomerism of uracil and cytosine (1994) J. Phys. Chem., 98, pp. 5653-5660

Marian, C. M., Schneider, F., Kleinschmidt, M., Tatchen, J., Electronic excitation and singlet-triplet coupling in uracil tautomers and uracil-water complexes. a quantum chemical investigation (2002) Eur. Phys. J. D: Atom. Mol. Opt. Phys., 20, pp. 357-367

Becker, R. S., Kogan, G., Photophysical properties of nucleic acid components. 1. the pyrimidines: Thymine, uracil, N, N-dimethyl derivatives, and thymidine (1980) Photochem. Photobiol., 31, pp. 5-13

T th, A., Billes, F., Ultraviolet spectroscopic study of the acid base equilibrium of pyrimidine derivatives. I. Uracil derivatives. (1968) Acta Chim. Acad. Sci. Hung., 56, pp. 229-250

Pal, S. K., Peon, J., Zewail, A. H., Ultrafast decay and hydration dynamics of DNA bases and mimics (2002) Chem. Phys. Lett., 363, pp. 57-63



The excited state deactivation of two amino-substituted uracils, 5-aminouracil (5AU) and 6-aminouracil (6AU) in aqueous solution was studied by femtosecond fluorescence upconversion. The fluorescence of 6AU decays as fast as that of uracil with a unique time constant of about 100 femtoseconds. The fluorescence of 5AU exhibits a more complex behavior, fundamentally different from what we found in any other uracils: the decays are globally slower (up to several picoseconds) and depend strongly on the wavelength. This difference is attributed to the particular character of the amino group, affecting the out-of-plane motion of the 5-substituent which has been shown to be crucial for the ultrafast internal conversion occurring in uracils. Our observations indicate instead the formation of a transient fluorescent state which in turn is deactivated by a different relaxation process specific to the amino group. © The Royal Society of Chemistry and Owner Societies.
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Mazzaglia A, Micali N, Scolaro LM, Attanasio F, Magrí A, Pappalardo G, Villari V
* Aggregation properties of the peptide fragments derived from the 17-29 region of the human and rat IAPP: A comparative study with two PEG-conjugated variants of the human sequence (177 visite)
J Phys Chem B (ISSN: 1520-6106, 1520-5207, 1520-5207electronic), 2010 Jan 21; 114(2): 705-713.
Impact Factor: 3.603
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Santoro F, Barone V, Lami A, Improta R
* The excited electronic states of adenine-guanine stacked dimers in aqueous solution: A PCM/TD-DFT study (113 visite)
Phys Chem Chem Phys (ISSN: 1463-9076, 1463-3907, 1463-9084electronic), 2010; 12(19): 4934-4948.
Impact Factor: 3.454
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Improta R, Santoro F, Barone V, Lami A
* Vibronic model for the quantum dynamical study of the competition between bright and charge-transfer excited states in single-strand polynucleotides: the adenine dimer case (89 visite)
J Phys Chem A (ISSN: 1089-5639, 1520-5215electronic, 1089-5639linking), 2009 Dec 31; 113(52): 15346-15354.
Impact Factor: 2.899
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Puglisi A, Rizzarelli E, Vecchio G, Iacovino R, Benedetti E, Pedone C, Saviano M
* Crystal And Molecular Structure Of Beta-Cyclodextrins Functionalized With The Anti-Inflammatory Drug Etodolac (144 visite)
Biopolymers (ISSN: 0006-3525, 0006-6352, 0006-3525print), 2009 Dec; 91(12): 1227-1235.
Impact Factor: 2.605
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Improta R, Barone V, Lami A, Santoro F
* Quantum dynamics of the ultrafast ππ*/nπ* population transfer in uracil and 5-fluoro-uracil in water and acetonitrile (123 visite)
J Phys Chem B (ISSN: 1520-6106, 1520-5207, 1520-5207electronic), 2009 Oct 29; 113(43): 14491-14503.
Impact Factor: 3.471
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Karunakaran V, Kleinermanns K, Improta R, Kovalenko SA
* Photoinduced dynamics of guanosine monophosphate in water from broad-band transient absorption spectroscopy and quantum-chemical calculations (117 visite)
J Am Chem Soc (ISSN: 0002-7863, 0002-2786, 1520-5126), 2009; 131(16): 5839-5850.
Impact Factor: 8.58
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Sgarlata C, Bonaccorso C, Gulino FG, Zito V, Arena G, Sciotto D
* Sterochemistry And Thermodynamics Of The Inclusion Of Aliphatic And Aromatic Anionic Guests In A Tetracationic Calix [4] Arene In Acidic And Neutral Aqueous Solutions (105 visite)
New Journal Of Chemistry, 2009; 33: 991-991.
Impact Factor: 3.159
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Santoro F, Barone V, Improta R
* The Excited States Decay Of The A-T Dna: A Pcm/Td-Dft Study In Aqueous Solution Of The (9-Methyl-Adenine) 2 (1-Methyl-Thymine) 2 Stacked Tetramer (90 visite)
J Am Chem Soc (ISSN: 0002-7863, 0002-2786, 1520-5126), 2009; 131(42): 15232-15245.
Impact Factor: 8.58
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Dalla Serra M, Cirioni O, Vitale RM, Renzone G, Coraiola M, Giacometti A, Potrich C, Baroni E, Guella G, Sanseverino M, De Luca S, Scalise G, Amodeo P, Scaloni A
* Structural features of distinctin affecting peptide biological and biochemical properties (126 visite)
Biochemistry (ISSN: 0006-2960, 1520-4995, 1520-4995electronic), 2008 Jul 29; 47(30): 7888-7899.
Impact Factor: 3.379
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Improta R, Barone V
* The excited states of adenine and thymine nucleoside and nucleotide in aqueous solution: A comparative study by time-dependent DFT calculations (97 visite)
Theor Chem Acc (ISSN: 1432-881x), 2008 Jul; 120(4-6): 491-497.
Impact Factor: 2.37
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Improta R
The Excited States Of Pi-Stacked 9-Methyl Adenine Oligomers: A Td-Dft Study In Aqueous Solution (85 visite)
Physical Chemistry Chemical Physics, 2008; 10: 2656-2664.
Impact Factor: 2.028
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Pappata S
* Tracking the dynamics of secondary degeneration after stroke (98 visite)
J Neurol Neurosurg Psychiatry (ISSN: 0022-3050), 2007 Jun; 78(6): 554-554.
Impact Factor: 3.857
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Agostini S, Bolzati C, Didonè E, Cavazza-Ceccato M, Refosco F, Aloj L, Arra C, Aurilio M, Tornesello AL, Tesauro D, Morelli G
* The (Tc(N)(PNP))2+ metal fragment labeled cholecystokinin-8 (CCK8) peptide for CCK-2 receptors imaging: In vitro and in vivo studies (149 visite)
J Pept Sci (ISSN: 1075-2617, 1099-1387, 1075-2617print), 2007 Apr; 13(4): 211-219.
Impact Factor: 1.768
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Santoro F, Barone V, Gustavsson T, Improta R
* Solvent effect on the singlet excited-state lifetimes of nucleic acid bases: A computational study of 5-fluorouracil and uracil in acetonitrile and water (88 visite)
J Am Chem Soc (ISSN: 0002-7863, 0002-2786, 1520-5126), 2006 Dec 20; 128(50): 16312-16322.
Impact Factor: 7.696
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Nuernberger P, Vogt G, Gerber G, Improta R, Santoro F
* Femtosecond study on the isomerization dynamics of NK88. I. Ground-state dynamics after photoexcitation (123 visite)
J Chem Phys (ISSN: 0021-9606, 0021-9606print, 0897-690online), 2006 Jul 28; 125(4): 44512-44544.
Impact Factor: 3.247
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Vogt G, Nuernberger P, Gerber G, Improta R, Santoro F, Nuernberger P, Vogt G, Gerber G, Improta R, Santoro F
* Femtosecond study on the isomerization dynamics of NK88. II. Excited-state dynamics (144 visite)
J Chem Phys (ISSN: 0021-9606, 0897-690online), 2006 Jul 28; 125(4): 44512-44512.
Impact Factor: 3.166
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Gustavsson T, Banyasz A, Lazzarotto E, Markovitsi D, Scalmani G, Frisch MJ, Barone V, Improta R
* Singlet excited-state behavior of uracil and thymine in aqueous solution: A combined experimental and computational study of 11 uracil derivatives (153 visite)
J Am Chem Soc (ISSN: 0002-7863, 0002-2786, 1520-5126), 2006 Jan 18; 128(2): 607-619.
Impact Factor: 7.696
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Gustavsson T, Lazzarotto E, Markovitsi D, Banyasz AA, Improta R, Scalmani G
* A combined femtosecond fluorescence and TD-DFT study of uracil derivatives in aqueous solution (92 visite)
Femtochemistry Vii Elsevier (ISSN: 9780-4445), 2006; N/D: 254-257.
Impact Factor: 0
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Autiero M, Liuzzi R, Riccio P, Roberti G
* Determination of the concentration scaling law of the scattering coefficient of water solutions of intralipid at 832 nm by comparison between collimated detection measurements and Monte Carlo simulations (104 visite)
Lasers Surg Med (ISSN: 0196-8092, 0196-8092print, 0196-8092linking), 2005 Jun; 36(5): 414-422.
Impact Factor: 2.249
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Buffon F, Molko N, Hervé D, Porcher R, Denghien I, Pappata S, Le Bihan D, Bousser MG, Chabriat H
* Longitudinal diffusion changes in cerebral hemispheres after MCA infarcts (94 visite)
J Cereb Blood Flow Metab (ISSN: 0271-678x, 0271-678xlinking), 2005 May; 25(5): 641-650.
Impact Factor: 4.786
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Hervé D, Molko N, Pappata S, Buffon F, LeBihan D, Bousser MG, Chabriat H
* Longitudinal thalamic diffusion changes after middle cerebral artery infarcts (79 visite)
J Neurol Neurosurg Psychiatry (ISSN: 0022-3050), 2005 Feb; 76(2): 200-205.
Impact Factor: 3.122
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Zubrzak P, Banas A, Kaczmarek K, Leplawy MT, Sochacki M, Kowalski ML, Szkudlinska B, Zabrocki J, Di Lello P, Isernia C, Saviano M, Pedone C, Benedetti E
* Analogues of cyclolinopeptide A containing alpha-hydroxymethyl amino acid residues (93 visite)
Biopolymers (ISSN: 0006-3525, 0006-6352, 0006-3525print), 2005; 80(2-3): 347-356.
Impact Factor: 2.425
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Improta R, Barone V
* Absorption and fluorescence spectra of uracil in the gas phase and in aqueous solution: A TD-DFT quantum mechanical study (185 visite)
J Am Chem Soc (ISSN: 0002-7863, 0002-2786, 1520-5126), 2004 Nov 10; 126(44): 14320-14321.
Impact Factor: 6.903
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Farrera-Sinfreu J, Zaccaro L, Vidal D, Salvatella X, Giralt E, Pons M, Albericio F, Royo M
* A New Class of Foldamers Based on cis-γ-Amino-L-proline (127 visite)
J Am Chem Soc (ISSN: 0002-7863, 0002-2786, 1520-5126), 2004 May 19; 126(19): 6048-6057.
Impact Factor: 6.903
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Accardo A, Tesauro D, Roscigno P, Gianolio E, Paduano L, D'Errico G, Pedone C, Morelli G
* Physicochemical Properties of Mixed Micellar Aggregates Containing CCK Peptides and Gd Complexes Designed as Tumor Specific Contrast Agents in MRI (138 visite)
J Am Chem Soc (ISSN: 0002-7863, 0002-2786, 1520-5126), 2004 Mar 17; 126(10): 3097-3107.
Impact Factor: 6.903
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De Luca S, Ragone R, Bracco C, Digilio G, Aloj L, Tesauro D, Saviano M, Pedone C, Morelli G
* A cyclic CCK8 analogue selective for the cholecystokinin type A receptor: design, synthesis, NMR structure and binding measurements (129 visite)
Chembiochem (ISSN: 1439-7633, 1439-4227, 1439-7633electronic), 2003 Nov 7; 4(11): 1176-1187.
Impact Factor: 3.992
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D'Auria G, Flores G, Falcigno L, Oliva R, Vacatello M, Corsaro MM, Parrilli M, Paolillo L
* Hyaluronate tetrasaccharide-Cu(II) interaction: A NMR study (118 visite)
Biopolymers (ISSN: 0006-3525, 0006-6352, 0006-3525print), 2003 Oct; 70(2): 260-269.
Impact Factor: 2.733
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D'Amore M, Improta R, Barone V
* Conformational behavior and magnetic properties of a nitroxide amino acid derivative in vacuo and in aqueous solution (99 visite)
J Phys Chem A (ISSN: 1089-5639, 1520-5215electronic), 2003; 107(32): 6264-6269.
Impact Factor: 2.792
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Grasso D, Milardi D, Guantieri V, La Rosa C, Rizzarelli E
* Interaction of prion peptide PrP 180-193 with DPPC model membranes: A thermodynamic study (128 visite)
New J Chem (ISSN: 1144-0546), 2003; 27(2): 359-364.
Impact Factor: 2.272
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Tabbì G, Cassino C, Cavigiolio G, Colangelo D, Ghiglia A, Viano I, Osella D
* Water stability and cytotoxic activity relationship of a series of ferrocenium derivatives. ESR insights on the radical production during the degradation process (146 visite)
J Med Chem (ISSN: 0022-2623, 1520-4804, 0022-2623print), 2002 Dec 19; 45(26): 5786-5796.
Impact Factor: 4.566
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Moschetto A, Lauceri R, Gulino FG, Sciotto D, Purrello R
* Non-covalent synthesis in aqueous solution of discrete multi-porphyrin aggregates with programmable stoichiometry and sequence (130 visite)
J Am Chem Soc (ISSN: 0002-7863, 0002-2786, 1520-5126), 2002 Dec 11; 124(49): 14536-14537.
Impact Factor: 6.201
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Cucinotta V, Giuffrida A, Grasso G, Maccarrone G, Messina M
* The Simultaneous Separation Of Different Enantiomeric Pairs In Capillary Electrophoresis By Mixing Different Hemispherodextrins, A Very Versatile Class Of Receptors (123 visite)
J Chromatogr A (ISSN: 0021-9673), 2002 Dec 6; 979(1-2): 137-145.
Impact Factor: 3.098
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Langella E, Improta R, Barone V
* Conformational and spectroscopic analysis of the tyrosyl radical dipeptide analogue in the gas phase and in aqueous solution by a density functional/continuum solvent model (115 visite)
J Am Chem Soc (ISSN: 0002-7863, 0002-2786, 1520-5126), 2002 Sep 25; 124(38): 11531-11540.
Impact Factor: 6.201
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Improta R, Mele F, Crescenzi O, Benzi C, Barone V
* Understanding the role of stereoelectronic effects in determining collagen stability. 2. A quantum mechanical/molecular mechanical study of (Proline-Proline-Glycine)n polypeptides (128 visite)
J Am Chem Soc (ISSN: 0002-7863, 0002-2786, 1520-5126), 2002 Jul 3; 124(26): 7857-7865.
Impact Factor: 6.201
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Langella E, Rega N, Improta R, Crescenzi O, Barone V
* Conformational analysis of the tyrosine dipeptide analogue in the gas phase and in aqueous solution by a density functional/continuum solvent model (120 visite)
J Comput Chem (ISSN: 0192-8651, 1096-987xelectronic), 2002 Apr 30; 23(6): 650-661.
Impact Factor: 2.931
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Benzi C, Improta R, Scalmani G, Barone V
* Quantum mechanical study of the conformational behavior of proline and 4R-hydroxyproline dipeptide analogues in vacuum and in aqueous solution (91 visite)
J Comput Chem (ISSN: 0192-8651, 1096-987xelectronic), 2002 Feb; 23(3): 341-350.
Impact Factor: 2.931
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Pappalardo G, Impellizzeri G, Bonomo RP, Campagna T, Grasso G, Saita MG
* Copper(II) and nickel(II) binding modes in a histidine-containing model dodecapeptide (120 visite)
New J Chem (ISSN: 1144-0546), 2002; 26(5): 593-600.
Impact Factor: 2.06
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Mineo P, Vitalini D, La Mendola D, Rizzarelli E, Scamporrino E, Vecchio G
* Electrospray mass spectrometric studies of L-carnosine (β-alanyl-L-histidine) complexes with copper(II) or zinc ions in aqueous solution (117 visite)
Rapid Commun Mass Spectrom (ISSN: 0951-4198, 1097-0231electronic, 0951-4198linking), 2002; 16(7): 722-729.
Impact Factor: 2.372
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Monti SM, Ritieni A, Sacchi R, Skog K, Borgen E, Fogliano V
* Characterization of phenolic compounds in virgin olive oil and their effect on the formation of carcinogenic/mutagenic heterocyclic amines in a model system (134 visite)
J Agric Food Chem (ISSN: 0021-8561), 2001 Sep; 49(8): 3969-3975.
Impact Factor: 1.576
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Molko N, Pappata S, Mangin JF, Poupon C, Vahedi K, Jobert A, LeBihan D, Bousser MG, Chabriat H
* Diffusion tensor imaging study of subcortical gray matter in CADASIL (99 visite)
Stroke (ISSN: 0039-2499), 2001 Sep; 32(9): 2049-2054.
Impact Factor: 5.33
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Le Bihan D, Mangin JF, Poupon C, Clark CA, Pappata S, Molko N, Chabriat H
* Diffusion tensor imaging: Concepts and applications (163 visite)
J Magn Reson Imaging (ISSN: 1053-1807, 1522-2586electronic), 2001 Apr; 13(4): 534-546.
Impact Factor: 2.41
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Esposito L, Vitagliano L, Sica F, Sorrentino G, Zagari A, Mazzarella L
The ultrahigh resolution crystal structure of ribonuclease A containing an isoaspartyl residue: Hydration and sterochemical analysis (172 visite)
J Mol Biol (ISSN: 0022-2836, 1089-8638, 1089-8638electronic), 2000 Mar 31; 297(3): 713-732.
Impact Factor: 5.388
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Monti SM, Bailey RG, Ames JM
The influence of pH on the non-volatile reaction products of aqueous Maillard model systems by HPLC with diode array detection (122 visite)
Food Chem (ISSN: 0308-8146, 0308-8146print, 0308-8146linking), 1998 Jul; 62(3): 369-375.
Impact Factor: 0.889
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Arena G, Impellizzeri G, Maccarrone G, Pappalardo G, Sciotto D, Rizzarelli E
Thermodynamic and 1H-NMR Study of Proton Complex Formation of Histidine-Containing Cyclodipeptides in Aqueous Solution (119 visite)
J Chem Soc, 1992; N/D: 371-376.
Impact Factor: 0
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Arena G, Impellizzeri G, Maccarrone G, Pappalardo G, Sciotto D, Rizzarelli E
Non-Covalent Interactions in Cyclopeptide Proton Complex Formation in Aqueous Solution (89 visite)
Thermochim Acta, 1989; 154: 97-106.
Impact Factor: 0
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Valora G, Bonomo RP, Tabbì G
* An EPR and voltammetric study of simple and mixed copper(II) complexes with L- or D-glutamate and L-arginate in aqueous solution (97 visite) (PDF 84 visite)
Inorganica Chimica Acta, 2016 Lug 19; 453(2016): 62-68.
Impact Factor: 0
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78 Records (72 escludendo Abstract e Conferenze).
Impact factor totale: 316.001 (297.585 escludendo Abstract e Conferenze).
Impact factor a 5 anni totale: 367.311 (348.578 escludendo Abstract e Conferenze).







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