New artificial biomimetic enzyme analogues based on iron(II/III) Schiff Base complexes: an effect of (benz)imidazole organic moieties on phenoxazinone synthase and DNA recognition (355 views)
Molecules (ISSN: 1420-3049linking, 1420-3049electronic), 2019 Aug 31; 24(17): 3173-3173.
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Paper type: Research Journal Article,
Impact factor: 3.06, 5-year impact factor: 3.38
Url: https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6749401/
Keywords: 2-Aminophenol , Dna Binding , Schiff Base , Biomimetic Activity , Iron, Aminophenols Metabolism , Animals , Benzimidazoles Chemistry , Competitive , Biomimetic Materials Chemistry , Catalysis , Cattle , Dna Metabolism , Fluorescence , Iron Chemistry , Kinetics , Ligands , Oxazines , Oxidation-Reduction , Oxidoreductases Metabolism , Schiff Bases Chemical Synthesis Chemistry , Transition Elements Metabolism,
Affiliations:
*** IBB - CNR ***
Faculty of Chemistry, Adam Mickiewicz University, Uniwersytetu Poznanskiego 8, 61-614 Poznan, Poland.
Institute of Biostructures and Bioimaging - CNR, via Mezzocannone 16, 80134 Napoli, Italy.
References:
Not available.
Molecules (ISSN: 1420-3049linking, 1420-3049electronic), 2019 Aug 31; 24(17): 3173-3173.
Export to BibTeX Export to EndNote
Paper type: Research Journal Article,
Impact factor: 3.06, 5-year impact factor: 3.38
Url: https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6749401/
Keywords: 2-Aminophenol , Dna Binding , Schiff Base , Biomimetic Activity , Iron, Aminophenols Metabolism , Animals , Benzimidazoles Chemistry , Competitive , Biomimetic Materials Chemistry , Catalysis , Cattle , Dna Metabolism , Fluorescence , Iron Chemistry , Kinetics , Ligands , Oxazines , Oxidation-Reduction , Oxidoreductases Metabolism , Schiff Bases Chemical Synthesis Chemistry , Transition Elements Metabolism,
Affiliations:
*** IBB - CNR ***
Faculty of Chemistry, Adam Mickiewicz University, Uniwersytetu Poznanskiego 8, 61-614 Poznan, Poland.
Institute of Biostructures and Bioimaging - CNR, via Mezzocannone 16, 80134 Napoli, Italy.
References:
Not available.
New artificial biomimetic enzyme analogues based on iron(II/III) Schiff Base complexes: an effect of (benz)imidazole organic moieties on phenoxazinone synthase and DNA recognition
Elucidation of the structure and function of biomolecules provides us knowledge that can be transferred into the generation of new materials and eventually applications in e.g., catalysis or bioassays. The main problems, however, concern the complexity of the natural systems and their limited availability, which necessitates utilization of simple biomimetic analogues that are, to a certain degree, similar in terms of structure and thus behaviour. We have, therefore, devised a small library of six tridentate N -heterocyclic coordinating agents ( L 1 – L 6 ), which, upon complexation, form two groups of artificial, monometallic non-heme iron species. Utilization of iron(III) chloride leads to the formation of the 1:1 (Fe: L n ) ‘open’ complexes, whereas iron(II) trifluoromethanosulfonate allows for the synthesis of 1:2 (M: L n ) ‘closed’ systems. The structural differences between the individual complexes are a result of the information encoded within the metallic centre and the chosen counterion, whereas the organic scaffold influences the observed properties. Indeed, the number and nature of the external hydrogen bond donors coming from the presence of (benz)imidazole moieties in the ligand framework are responsible for the observed biological behaviour in terms of mimicking phenoxazinone synthase activity and interaction with DNA.
Elucidation of the structure and function of biomolecules provides us knowledge that can be transferred into the generation of new materials and eventually applications in e.g., catalysis or bioassays. The main problems, however, concern the complexity of the natural systems and their limited availability, which necessitates utilization of simple biomimetic analogues that are, to a certain degree, similar in terms of structure and thus behaviour. We have, therefore, devised a small library of six tridentate N -heterocyclic coordinating agents ( L 1 – L 6 ), which, upon complexation, form two groups of artificial, monometallic non-heme iron species. Utilization of iron(III) chloride leads to the formation of the 1:1 (Fe: L n ) ‘open’ complexes, whereas iron(II) trifluoromethanosulfonate allows for the synthesis of 1:2 (M: L n ) ‘closed’ systems. The structural differences between the individual complexes are a result of the information encoded within the metallic centre and the chosen counterion, whereas the organic scaffold influences the observed properties. Indeed, the number and nature of the external hydrogen bond donors coming from the presence of (benz)imidazole moieties in the ligand framework are responsible for the observed biological behaviour in terms of mimicking phenoxazinone synthase activity and interaction with DNA.
New artificial biomimetic enzyme analogues based on iron(II/III) Schiff Base complexes: an effect of (benz)imidazole organic moieties on phenoxazinone synthase and DNA recognition
| ▼ Structural characterization of proteins and enzymes isolated from organisms living under unusual conditions |
New artificial biomimetic enzyme analogues based on iron(II/III) Schiff Base complexes: an effect of (benz)imidazole organic moieties on phenoxazinone synthase and DNA recognition
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Musumeci D, Ullah S, Ikram A, Roviello GN
* Novel insights on nucleopeptide binding: a spectroscopic and in silico investigation on the interaction of a thymine-bearing tetrapeptide with a homoadenine DNA (250 views)
Journal Of Molecular Liquids, 2021 Dec; 117975: 14140-14148.
Impact Factor: 6.165
View Export to BibTeX Export to EndNote
Platella C, Gaglione R, Napolitano E, Arciello A, Pirota V, Doria F, Musumeci D, Montesarchio D
* DNA Binding Mode Analysis of a Core-Extended Naphthalene Diimide as a Conformation-Sensitive Fluorescent Probe of G-Quadruplex Structures (163 views)
Int J Mol Sc (ISSN: 1422-0067linking, 1422-0067electronic), 2021 Sep 30; 22 (19 ): N/D-N/D.
Impact Factor: 2.598
View Export to BibTeX Export to EndNote
Riccardi C, Capasso D, Coppola A, Platella C, Montesarchio D, Di Gaetano S, Roviello GN, Musumeci D
* Synthesis, Antiproliferative Activity, and DNA Binding Studies of Nucleoamino Acid-Containing Pt(II) Complexes (274 views)
Pharmaceuticals (ISSN: 1424-8247linking, 1424-8247print), 2020 Sep 30; 13(10): 284-284.
Impact Factor: 4.421
View Export to BibTeX Export to EndNote
Fik-jaskółka MA, Mkrtchyan AF, Saghyan AS, Palumbo R, Belter A, Hayriyan LA, Simonyan H, Roviello V, Roviello GN
* Spectroscopic and SEM evidences for G4-DNA binding by a synthetic alkyne-containing amino acid with anticancer activity (416 views) (PDF 110 views)
Spectrochim Acta A (ISSN: 1386-1425linking), 2020 Mar 15; 229: 117884-117884.
Impact Factor: 3.232
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Riccardi C, Capasso D, Rozza GM, Platella C, Montesarchio D, Di Gaetano S, Marzo T, Pratesi A, Messori L, Roviello GN, Musumeci D
* Synthesis, DNA binding studies, and antiproliferative activity of novel Pt(II)- complexes with an L-alanyl-based ligand (406 views)
J Chem Res (ISSN: 0162-0134linking, 0162-0134print, 1873-3344), 2020 Feb; 203: 110868-110868.
Impact Factor: 3.224
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Esposito MV, Minopoli G, Esposito L, D'Argenio V, Di Maggio F, Sasso E, D'Aiuto M, Zambrano N, Salvatore F
* A Functional Analysis of the Unclassified Pro2767Ser BRCA2 Variant Reveals Its Potential Pathogenicity that Acts by Hampering DNA Binding and Homology-Mediated DNA Repair (431 views)
Cancers (ISSN: 2072-6694linking), 2019 Sep 28; 11(10): N/D-N/D.
Impact Factor: 6.102
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Carella A, Roviello V, Iannitti R, Palumbo R, La Manna S, Marasco D, Trifuoggi M, Diana R, Roviello GN
* Evaluating the biological properties of synthetic 4-nitrophenyl functionalized benzofuran derivatives with telomeric DNA binding and antiproliferative activities (540 views)
Int J Biol Macromol (ISSN: 0141-8130linking, 1879-0003electronic), 2019 Jan; 121: 77-88.
Impact Factor: 4.784
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Roviello GN
* Novel insights into nucleoamino acids: biomolecular recognition and aggregation studies of a thymine-conjugated L-phenyl alanine (536 views)
Amino Acids (ISSN: 1438-2199electronic, 0939-4451linking), 2018 May 15; DOI10.1007/s00726-01: 933-941.
Impact Factor: 3.173
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Musumeci D, Roviello V, Roviello GN
* DNA- and RNA-binding ability of oligoDapT, a nucleobase-decorated peptide, for biomedical applications (2511 views)
Int J Nanomed (ISSN: 1176-9114linking, 1178-2013electronic), 2018 May 1; 2018:13: 2613-2629.
Impact Factor: 4.3
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Angapelly S, Ramya PVS, Angeli A, Monti SM, Buonanno M, Alvala M, Supuran CT, Arifuddin M
* Discovery of 4-sulfamoyl-phenyl-β-lactams as a new class of potent carbonic anhydrase isoforms I, II, IV and VII inhibitors: The first example of subnanomolar CA IV inhibitors (334 views)
Bioorg Med Chem (ISSN: 0968-0896, 1464-3391, 0968-0896linking), 2017; 25(2): 539-544.
Impact Factor: 2.881
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Autiero I, Saviano M, Langella E
* Conformational studies of chiral D-Lys-PNA and achiral PNA system in binding with DNA or RNA through a molecular dynamics approach (696 views)
Eur J Med Chem (ISSN: 0223-5234, 1768-3254, 0223-5234linking), 2015 Feb 16; 91: 109-117.
Impact Factor: 3.902
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Ceruso M, Carta F, Osman SM, Alothman Z, Monti SM, Supuran CT
* Inhibition studies of bacterial, fungal and protozoan β-class carbonic anhydrases with Schiff bases incorporating sulfonamide moieties (498 views)
Bioorg Med Chem (ISSN: 0968-0896, 1464-3391, 0968-0896linking), 2015; 23(15): 4181-4187.
Impact Factor: 2.923
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Milardi D, Pappalardo M
* Molecular dynamics: New advances in drug discovery (570 views)
Eur J Med Chem (ISSN: 0223-5234, 1768-3254, 0223-5234linking), 2015; 91: 1-3.
Impact Factor: 3.902
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Russo L, Palmieri M, Caso JV, Abrosca GD, Diana D, Malgieri G, Baglivo I, Isernia C, Pedone PV, Fattorusso R
* Towards understanding the molecular recognition process in prokaryotic zinc-finger domain (929 views)
Eur J Med Chem (ISSN: 0223-5234, 1768-3254, 0223-5234linking), 2015; 91: 100-108.
Impact Factor: 3.902
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Scognamiglio PL, Di Natale C, Leone M, Poletto M, Vitagliano L, Tell G, Marasco D
* G-quadruplex DNA recognition by nucleophosmin: new insights from protein dissection (808 views)
Bba-Gen Subjects (ISSN: 0005-2728, 0006-3002print, 1570-9639print), 2014 Jun; 1840(6): 2050-2059.
Impact Factor: 5.353
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Antoniali G, Lirussi L, D'Ambrosio C, Dal Piaz F, Vascotto C, Casarano E, Marasco D, Scaloni A, Fogolari F, Tell G
* SIRT1 gene expression upon genotoxic damage is regulated by APE1 through nCaRE-promoter elements (699 views)
Mol Biol Cell (ISSN: 1059-1524), 2014 Feb 15; 25(4): 532-547.
Impact Factor: 4.466
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Palmieri M, Russo L, Malgieri G, Esposito S, Baglivo I, Rivellino A, Farina B, de Paola I, Zaccaro L, Milardi D, Isernia C, Pedone PV, Fattorusso R
* Deciphering the zinc coordination properties of the prokaryotic zinc finger domain: The solution structure characterization of Ros87 H42A functional mutant (551 views)
J Chem Res (ISSN: 0162-0134, 1873-3344, 0162-0134print), 2014 Feb; 131: 30-36.
Impact Factor: 3.444
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Malgieri G, Palmieri M, Esposito S, Maione V, Russo L, Baglivo I, De Paola I, Milardi D, Diana D, Zaccaro L, Pedone PV, Fattorusso R, Isernia C
* Zinc To Cadmium Replacement In The Prokaryotic Zinc-Finger Domain (667 views)
Metallomics (ISSN: 1756-591x, 1756-5901, 1756-591xelectronic), 2013 Dec 18; 6(1): 96-104.
Impact Factor: 3.978
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Roviello GN, Mottola A, Musumeci D, Bucci EM, Pedone C
* Synthesis and aggregation properties of a novel enzymatically resistant nucleoamino acid (585 views)
Amino Acids (ISSN: 0939-4451, 1438-2199, 1438-2199electronic), 2012 Oct; 43(4): 1465-1470.
Impact Factor: 3.914
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Avitabile C, Moggio L, Malgieri G, Capasso D, Di Gaetano S, Saviano M, Pedone C, Romanelli A
* Gamma Sulphate Pna (pna S): Highly Selective Dna Binding Molecule Showing Promising Antigene Activity (714 views)
Plosone (ISSN: 1932-6203, 1932-6203electronic, 1932-6203linking), 2012 May 7; 7(5): e35774-e35774.
Impact Factor: 3.73
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Malgieri G, Zaccaro L, Leone M, Bucci E, Esposito S, Baglivo I, Del Gatto A, Russo L, Scandurra R, Pedone PV, Fattorusso R, Isernia C
* Zinc to Cadmium Replacement in the A. thaliana SUPERMAN Cys(2)His(2) Zinc Finger Induces Structural Rearrangements of Typical DNA Base Determinant Positions (555 views)
Biopolymers (ISSN: 0006-3525, 0006-6352, 0006-3525print), 2011 Nov; 95(11): 801-810.
Impact Factor: 2.87
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Roviello GN, Di Gaetano S, Capasso D, Franco S, Crescenzo C, Bucci EM, Pedone C
* RNA-binding and viral reverse transcriptase inhibitory activity of a novel cationic diamino acid-based peptide (871 views)
J Med Chem (ISSN: 0022-2623, 1520-4804, 0022-2623print), 2011 Apr 14; 54(7): 2095-2101.
Impact Factor: 5.248
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Contursi P, D'Ambrosio K, Pirone L, Pedone E, Aucelli T, She Q, De Simone G, Bartolucci S
* C68 from the Sulfolobus islandicus plasmid-virus pSSVx is a novel member of the AbrB-like transcription factor family (1214 views)
Biochem J (ISSN: 0264-6021, 1470-8728electronic, 0264-6021linking), 2011 Apr 1; 435(1): 157-166.
Impact Factor: 4.897
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D'Auria G, Esposito C, Falcigno L, Calvanese L, Iaccarino E, Ruggiero A, Pedone C, Pedone E, Berisio R
* Dynamical properties of cold shock protein A from Mycobacterium tuberculosis (582 views)
Biochem Biophys Res Commun (ISSN: 0006-291x, 1090-2104, 1090-2104electronic), 2010 Nov 26; 402(4): 693-698.
Impact Factor: 2.595
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Moccia M, Roviello GN, Bucci EM, Pedone C, Saviano M
* Synthesis of a l-lysine-based alternate alpha, epsilon-peptide: A novel linear polycation with nucleic acids-binding ability (706 views)
Int J Pharm (ISSN: 0378-5173, 1873-3476), 2010 Sep 15; 397(1-2): 179-183.
Impact Factor: 3.607
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Pensato S, Saviano M, Bianchi N, Borgatti M, Fabbri E, Gambari R, Romanelli A
* Gamma-Hydroxymethyl Pnas: Synthesis, Interaction With Dna And Inhibition Of Protein/Dna Interactions (453 views)
Bioorg Chem, 2010 Sep; 38(5): 196-201.
Impact Factor: 2.141
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Roviello GN, Benedetti E, Pedone C, Bucci EM
* Nucleobase-containing peptides: An overview of their characteristic features and applications (1047 views)
Amino Acids (ISSN: 0939-4451, 1438-2199, 1438-2199electronic), 2010 Jun; 39(1): 45-57.
Impact Factor: 4.106
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Pensato S, Renda M, Leccia F, Saviano M, D'Andrea LD, Pedone C, Pedone PV, Romanelli A
* PNA zipper as a dimerization tool: development of a bZip mimic (762 views)
Biopolymers (ISSN: 0006-3525, 0006-6352, 0006-3525print), 2010 May; 93(5): 434-441.
Impact Factor: 2.572
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Roviello GN, Musumeci D, Pedone C, Bucci EM
* Synthesis, Characterization And Hybridization Studies Of An Alternate Nucleo-Epsilon/Gamma-Peptide: Complexes Formation With Natural Nucleic Acids (760 views)
Amino Acids (ISSN: 0939-4451, 1438-2199, 1438-2199electronic), 2010 Jan; 38(1): 103-111.
Impact Factor: 4.106
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Di Fiore A, Fiorentino G, Vitale RM, Ronca R, Amodeo P, Pedone C, Bartolucci S, De Simone G
* Structural analysis of BldR from Sulfolobus solfataricus provides insights into the molecular basis of transcriptional activation in Archaea by MarR family proteins (786 views)
J Mol Biol (ISSN: 1089-8638, 0022-2836, 1089-8638electronic), 2009 May 8; 388(3): 559-569.
Impact Factor: 3.871
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Roviello GN, Musumeci D, Bucci EM, Castiglione M, Cesarani A, Pedone C, Piccialli G
* Evidences for complex formation between l-dabPNA and aegPNA (489 views)
Bioorg Med Chem Lett (ISSN: 0960-894x, 1464-3405, 1464-3405electronic), 2008 Sep 1; 18(17): 4757-4760.
Impact Factor: 2.531
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Malaguarnera R, Vella V, Pandini G, Sanfilippo M, Pezzino V, Vigneri R, Frasca F
* TAp73α increases p53 tumor suppressor activity in thyroid cancer cells via the inhibition of Mdm2-mediated degradation (553 views)
Mol Cancer Res (ISSN: 1541-7786), 2008; 6(1): 64-77.
Impact Factor: 4.533
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Malgieri G, Russo L, Esposito S, Baglivo I, Zaccaro L, Pedone EM, Di Blasio B, Isernia C, Pedone PV, Fattorusso R
* The Prokaryotic Cys2his2 Zinc Finger Domain Adopts A Novel Fold As Revealed By The Solution Structure Of Agrobacterium Tumefaciens Ros Dna Binding Domain (630 views)
P Natl Acad Sci Usa (ISSN: 0027-8424, 1091-6490, 0027-8424print), 2007 Oct 30; 104(44): 17341-17346.
Impact Factor: 9.598
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Roviello GN, Musumeci D, Moccia M, Castiglione M, Sapio R, Valente M, Bucci EM, Perretta G, Pedone C
* Dabpna: Design, Synthesis And Nucleic Acids Binding Studies (549 views)
Nucleosides Nucleotides Nucleic Acids (ISSN: 1525-7770), 2007; 26(10-12): 1307-1310.
Impact Factor: 0.723
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Bucci EM, Valente M, Musumeci D, Sapio R, Anrò V, Roviello GN, Moccia M
* ODN-based drugs for targeting of extracellular proteins (426 views)
Nucleosides Nucleotides Nucleic Acids (ISSN: 1525-7770), 2007; 26(8-9): 1047-1050.
Impact Factor: 0.723
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Roviello GN, Moccia M, Sapio R, Valente M, Bucci EM, Castiglione M, Pedone C, Perretta G, Benedetti E, Musumeci D
* Synthesis, Characterization And Hybridization Studies Of New Nucleo-Gamma-Peptides Based On Diaminobutyric Acid (667 views)
J Pept Sci (ISSN: 1075-2617, 1099-1387, 1075-2617print), 2006 Dec; 12(12): 829-835.
Impact Factor: 1.801
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Esposito S, Baglivo I, Malgieri G, Russo L, Zaccaro L, D'Andrea LD, Mammucari M, Di Blasio B, Isernia C, Fattorusso R, Pedone PV
* A novel type of zinc finger DNA binding domain in the Agrobacterium tumefaciens transcriptional regulator Ros (1114 views)
Biochemistry (ISSN: 0006-2960, 1520-4995, 1520-4995electronic), 2006 Sep 29; 45(34): 10394-10405.
Impact Factor: 3.633
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Saviano M, Isernia C, Bassarello C, Di Lello P, Galdiero S, Mierke DF, Benedetti E, Pedone C
* Conformational analysis by NMR and distance geometry techniques of a peptide mimetic of the third helix of the Antennapedia homeodomain (604 views)
J Pept Res (ISSN: 1397-002x), 2005 Feb; 65(2): 200-208.
Impact Factor: 1.741
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Rivieccio V, Mannini R, Concilio L, D'Auria S, Pedone C, Grimaldi G
* Expression, purification and partial characterization of the Krüppel-associated box (KRAB) from the human ZNF2 protein (453 views)
Protein Pept Lett (ISSN: 0929-8665, 1875-5305), 2005; 12(6): 527-532.
Impact Factor: 0.84
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Menchise V, De Simone G, Tedeschi T, Corradini R, Sforza S, Marchelli R, Capasso D, Saviano M, Pedone C
* Insights into peptide nucleic acid (PNA) structural features: The crystal structure of a D-lysine-based chiral PNA-DNA duplex (2484 views)
P Natl Acad Sci Usa (ISSN: 0027-8424, 1091-6490, 0027-8424print), 2003 Oct 14; 100(21): 12021-12026.
Impact Factor: 10.272
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Isernia C, Bucci E, Leone M, Zaccaro L, Di Lello P, Digilio G, Esposito S, Saviano M, Di Blasio B, Pedone C, Pedone PV, Fattorusso R
* NMR structure of the single QALGGH zinc finger domain from the Arabidopsis thaliana SUPERMAN protein (608 views)
Chembiochem (ISSN: 1439-4227, 1439-7633, 1439-7633electronic), 2003 Mar 3; 4(2-3): 171-180.
Impact Factor: 3.992
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Borgatti M, Lampronti I, Romanelli A, Pedone C, Saviano M, Bianchi N, Mischiati C, Gambari R
* Transcription factor decoy molecules based on a peptide nucleic acid (PNA)-DNA chimera mimicking Sp1 binding sites (1046 views)
Jbc Papers (ISSN: 0021-9258, 1083-351x, 0021-9258linking), 2003 Feb 28; 278(9): 7500-7509.
Impact Factor: 6.482
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Borgatti M, Romanelli A, Saviano M, Pedone C, Lampronti I, Breda L, Nastruzzi C, Bianchi N, Mischiati C, Gambari R
* Resistance of decoy PNA-DNA chimeras to enzymatic degradation in cellular extracts and serum (545 views)
Oncology Research (ISSN: 0965-0407), 2003; 13(5): 279-287.
Impact Factor: 1.794
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Dathan N, Zaccaro L, Esposito S, Isernia C, Omichinski JG, Riccio A, Pedone C, Di Blasio B, Fattorusso R, Pedone PV
* The Arabidopsis SUPERMAN protein is able to specifically bind DNA through its single Cys(2)-His(2) zinc finger motif (1316 views)
Nucleic Acids Res (ISSN: 0305-1048, 1362-4962, 1362-4962electronic), 2002 Nov 15; 30(22): 4945-4951.
Impact Factor: 7.051
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Saviano M, Romanelli A, Bucci E, Pedone C, Mischiati C, Bianchi N, Feriotto G, Borgatti M, Gambari R
Computational procedures to explain the different biological activity of DNA/DNA, DNA/PNA and PNA/PNA hybrid molecules mimicking NF-κB binding sites (770 views)
J Biomol Struct Dyn (ISSN: 0739-1102, 1538-0254electronic, 0739-1102linking), 2000 Dec; 18(3): 353-362.
Impact Factor: 1.826
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47 Records (46 excluding Abstracts).
Total impact factor: 184.755 (181.025 excluding Abstracts).
Total 5 year impact factor: 170.111 (165.867 excluding Abstracts).
Total impact factor: 184.755 (181.025 excluding Abstracts).
Total 5 year impact factor: 170.111 (165.867 excluding Abstracts).
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