Synthesis of a thymine-functionalized nucleoamino acid for the solid phase assembly of cationic nucleopeptides (865 views)
Amino Acids (ISSN: 1438-2199, 0939-4451, 1438-2199electronic), 2013 Oct; 45(4): 779-784.
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Paper type: Journal Article, Research Support, Non-U. S. Gov'T,
Impact factor: 3.653, 5-year impact factor: 3.489
Url: http://www.scopus.com/inward/record.url?eid=2-s2.0-84885216747&partnerID=40&md5=f6cb23337d6159a04e2841f0d8b81099
Keywords: L-Lysine, Nucleopeptide, Amino Acid Derivative, Cationic Nucleopeptide Derivative, Monomer, Nucleic Acid Base, Nucleoamino Acid, Oligomer, Peptide Nucleic Acid, Resin, Thymine, Unclassified Drug, Water, Amino Acid Synthesis, Article, Carbon Nuclear Magnetic Resonance, Circular Dichroism, Electrospray Mass Spectrometry, High Performance Liquid Chromatography, Priority Journal, Proton Nuclear Magnetic Resonance, Purification, Solid Phase Synthesis, Solubility, Temperature Measurement, Molecular Structure, Oligopeptides,
Affiliations:
*** IBB - CNR ***
Istituto di Biostrutture e Bioimmagini, CNR, Via Mezzocannone 16, 80134, Naples, Italy, giovanni.roviello@cnr.it.
Dipartimento di Scienze Chimiche, Università di Napoli Federico II, 80126 Naples, Italy
Dipartimento Delle Scienze Biologiche, Università di Napoli Federico II, 80134 Naples, Italy
References:
Not available.
Amino Acids (ISSN: 1438-2199, 0939-4451, 1438-2199electronic), 2013 Oct; 45(4): 779-784.
Export to BibTeX Export to EndNote
Paper type: Journal Article, Research Support, Non-U. S. Gov'T,
Impact factor: 3.653, 5-year impact factor: 3.489
Url: http://www.scopus.com/inward/record.url?eid=2-s2.0-84885216747&partnerID=40&md5=f6cb23337d6159a04e2841f0d8b81099
Keywords: L-Lysine, Nucleopeptide, Amino Acid Derivative, Cationic Nucleopeptide Derivative, Monomer, Nucleic Acid Base, Nucleoamino Acid, Oligomer, Peptide Nucleic Acid, Resin, Thymine, Unclassified Drug, Water, Amino Acid Synthesis, Article, Carbon Nuclear Magnetic Resonance, Circular Dichroism, Electrospray Mass Spectrometry, High Performance Liquid Chromatography, Priority Journal, Proton Nuclear Magnetic Resonance, Purification, Solid Phase Synthesis, Solubility, Temperature Measurement, Molecular Structure, Oligopeptides,
Affiliations:
*** IBB - CNR ***
Istituto di Biostrutture e Bioimmagini, CNR, Via Mezzocannone 16, 80134, Naples, Italy, giovanni.roviello@cnr.it.
Dipartimento di Scienze Chimiche, Università di Napoli Federico II, 80126 Naples, Italy
Dipartimento Delle Scienze Biologiche, Università di Napoli Federico II, 80134 Naples, Italy
References:
Not available.
Synthesis of a thymine-functionalized nucleoamino acid for the solid phase assembly of cationic nucleopeptides
In this work, we report the synthesis of a thymine-functionalized nucleoamino acid suitable for the solid phase synthesis of nucleopeptides. The monomer was obtained in solution starting from commercial compounds and after NMR ((1)H and (13)C) and ESIMS (positive ions) characterization it was used for the assembly of a cationic nucleopeptide obtained by sequentially introducing underivatized L-lysine units and nucleoamino acid monomers. After detachment from the resin, performed in acidic conditions, the oligomer was purified by HPLC and characterized by LC-ESIMS (positive ions) which confirmed the identity of the thymine-based nucleopeptide. The cationic nucleobase-containing peptide, well soluble in water, was studied by CD spectroscopy which allowed us to exclude any helical pre-organization of the nucleopeptide in the experimental conditions used. Furthermore, CD behavior of the oligomer at different temperatures was also studied as described in this work.
In this work, we report the synthesis of a thymine-functionalized nucleoamino acid suitable for the solid phase synthesis of nucleopeptides. The monomer was obtained in solution starting from commercial compounds and after NMR ((1)H and (13)C) and ESIMS (positive ions) characterization it was used for the assembly of a cationic nucleopeptide obtained by sequentially introducing underivatized L-lysine units and nucleoamino acid monomers. After detachment from the resin, performed in acidic conditions, the oligomer was purified by HPLC and characterized by LC-ESIMS (positive ions) which confirmed the identity of the thymine-based nucleopeptide. The cationic nucleobase-containing peptide, well soluble in water, was studied by CD spectroscopy which allowed us to exclude any helical pre-organization of the nucleopeptide in the experimental conditions used. Furthermore, CD behavior of the oligomer at different temperatures was also studied as described in this work.
Synthesis of a thymine-functionalized nucleoamino acid for the solid phase assembly of cationic nucleopeptides
Synthesis of a thymine-functionalized nucleoamino acid for the solid phase assembly of cationic nucleopeptides
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Roviello GN, Musumeci D, Roviello V, Pirtskhalava M, Egoyan A, Mirtskhulava M
* Natural and artificial binders of polyriboadenylic acid and their effect on RNA structure (732 views)
Beilstein J Nanotech (ISSN: 2190-4286), 2015; 6(1): 1338-1347.
Impact Factor: 2.778
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Roviello GN, Musumeci D, D'Alessandro C, Pedone C
* Binding ability of a thymine-functionalized oligolysine towards nucleic acids (603 views)
Bioorg Med Chem (ISSN: 0968-0896, 1464-3391, 0968-0896linking), 2014 Feb 1; 22(3): 997-1002.
Impact Factor: 2.793
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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 (688 views)
J Chem Res (ISSN: 0162-0134, 1873-3344, 0162-0134print), 2014 Feb; 131: 30-36.
Impact Factor: 3.444
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Roviello GN, Musumeci D, Bucci EM, Pedone C
* Synthesis of a diaminopropanoic acid-based nucleoamino acid and assembly of cationic nucleopeptides for biomedical applications (898 views)
Amino Acids (ISSN: 0939-4451, 1438-2199, 1438-2199electronic), 2012 Dec; 43(6): 2537-2543.
Impact Factor: 3.914
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Accardo A, Mansi R, Salzano G, Morisco A, Aurilio M, Parisi A, Maione F, Cicala C, Ziaco B, Tesauro D, Aloj L, De Rosa G, Morelli G
* Bombesin peptide antagonist for target-selective delivery of liposomal doxorubicin on cancer cells (599 views)
Journal Of Drug Targeting (ISSN: 1061-186x), 2012 Nov 21; 21(3): 240-249.
Impact Factor: 2.768
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Roviello GN, Roviello G, Musumeci D, Bucci EM, Pedone C
* Dakin-West reaction on 1-thyminyl acetic acid for the synthesis of 1, 3-bis(1-thyminyl)-2-propanone, a heteroaromatic compound with nucleopeptide-binding properties (838 views)
Amino Acids (ISSN: 1438-2199, 0939-4451, 1438-2199electronic), 2012 Oct; 43(4): 1615-1623.
Impact Factor: 3.914
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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 (693 views)
Amino Acids (ISSN: 0939-4451, 1438-2199, 1438-2199electronic), 2012 Oct; 43(4): 1465-1470.
Impact Factor: 3.914
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Squeglia F, Marchetti R, Ruggiero A, Lanzetta R, Marasco D, Dworkin J, Petoukhov M, Molinaro A, Berisio R, Silipo A
* Chemical basis of peptidoglycan discrimination by PrkC, a key kinase involved in bacterial resuscitation from dormancy (589 views)
J Am Chem Soc (ISSN: 0002-7863, 0002-2786, 1520-5126), 2011 Dec 28; 133(51): 20676-20679.
Impact Factor: 9.907
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Roviello GN, Musumeci D, Bucci EM, Pedone C
* Synthesis and characterization of a novel ester-based nucleoamino acid for the assembly of aromatic nucleopeptides for biomedical applications (1106 views)
Int J Pharm (ISSN: 0378-5173, 1873-3476), 2011 Sep 30; 415(1-2): 206-210.
Impact Factor: 3.35
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Roviello GN, Musumeci D, Bucci EM, Pedone C
* Evidences for supramolecular organization of nucleopeptides: Synthesis, spectroscopic and biological studies of a novel dithymine l-serine tetrapeptide (897 views)
Mol Biosyst (ISSN: 1742-206x, 1742-2051, 1742-2051electronic), 2011 Apr; 7(4): 1073-1080.
Impact Factor: 3.534
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Roviello GN, Crescenzo C, Capasso D, Di Gaetano S, Franco S, Bucci EM, Pedone C
* Synthesis of a novel Fmoc-protected nucleoaminoacid for the solid phase assembly of 4-piperidyl glycine/L-arginine-containing nucleopeptides and preliminary RNA interaction studies (798 views)
Amino Acids (ISSN: 0939-4451, 1438-2199, 1438-2199electronic), 2010 Sep; 39(3): 795-800.
Impact Factor: 4.106
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Roviello GN, Benedetti E, Pedone C, Bucci EM
* Nucleobase-containing peptides: An overview of their characteristic features and applications (1213 views)
Amino Acids (ISSN: 0939-4451, 1438-2199, 1438-2199electronic), 2010 Jun; 39(1): 45-57.
Impact Factor: 4.106
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Roviello GN, Gröschel S, Pedone C, Diederichsen U
* Synthesis of novel MMT/acyl-protected nucleo alanine monomers for the preparation of DNA/alanyl-PNA chimeras (1546 views)
Amino Acids (ISSN: 1438-2199, 0939-4451, 1438-2199electronic), 2010 May; 38(5): 1301-1309.
Impact Factor: 4.106
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Roviello GN, Di Gaetano S, Capasso D, Cesarani A, Bucci EM, Pedone C
* Synthesis, spectroscopic studies and biological activity of a novel nucleopeptide with Moloney murine leukemia virus reverse transcriptase inhibitory activity (907 views)
Amino Acids (ISSN: 0939-4451, 1438-2199, 1438-2199electronic), 2010 May; 38(5): 1489-1496.
Impact Factor: 4.106
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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 (924 views)
Amino Acids (ISSN: 0939-4451, 1438-2199, 1438-2199electronic), 2010 Jan; 38(1): 103-111.
Impact Factor: 4.106
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Pensato S, Saviano M, Romanelli A
* New peptide nucleic acid analogues: synthesis and applications (922 views)
Expert Opinion On Biological Therapy (ISSN: 1471-2598), 2007 Sep; 7(8): 1219-1232.
Impact Factor: 2.815
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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 (642 views)
Nucleosides Nucleotides Nucleic Acids (ISSN: 1525-7770), 2007; 26(10-12): 1307-1310.
Impact Factor: 0.723
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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 (1597 views)
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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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 (840 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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Vander Borght T, Asenbaum S, Bartenstein P, Halldin C, Kapucu O, Van Laere K, Varrone A, Tatsch K
* EANM procedure guidelines for brain tumour imaging using labelled amino acid analogues (948 views)
Eur J Nucl Med (ISSN: 1619-7070, 1619-7089, 0340-6997), 2006 Nov; 33(11): 1374-1380.
Impact Factor: 4.041
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De Luca S, Della Moglie R, De Capua A, Morelli G
* New synthetic strategy for o-NBS protected amino acids and their use in synthesis of mono-benzylated peptides (711 views)
Tetrahedron Lett (ISSN: 0040-4039), 2005 Sep 26; 46(39): 6637-6640.
Impact Factor: 2.477
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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 (629 views)
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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D'Amore M, Improta R, Barone V
* Conformational behavior and magnetic properties of a nitroxide amino acid derivative in vacuo and in aqueous solution (431 views)
J Phys Chem A (ISSN: 1089-5639, 1520-5215electronic, 1089-5639linking), 2003; 107(32): 6264-6269.
Impact Factor: 2.792
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Peggion C, Formaggio F, Crisma M, Toniolo C, Jimenez AI, Cativiela C, Kaptein B, Broxterman QB, Saviano M, Benedetti E
* Folding of peptides characterized by c3Val, a highly constrained analogue of valine (1078 views)
Biopolymers (ISSN: 0006-3525, 0006-6352, 0006-3525print), 2003; 68(2): 178-191.
Impact Factor: 2.733
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Crisma M, Formaggio F, Valle G, Toniolo C, Saviano M, Iacovino R, Zaccaro L, Benedetti E
Experimental evidence at atomic resolution for intramolecular N- H···π (phenyl) interactions in a family of amino acid derivatives (925 views)
Biopolymers (ISSN: 0006-3525, 0006-6352, 0006-3525print), 1997; 42(1): 1-6.
Impact Factor: 2.425
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42 Records (42 excluding Abstracts).
Total impact factor: 162.065 (162.065 excluding Abstracts).
Total 5 year impact factor: 163.677 (163.677 excluding Abstracts).
Total impact factor: 162.065 (162.065 excluding Abstracts).
Total 5 year impact factor: 163.677 (163.677 excluding Abstracts).
865 views. Last view on Saturday 19 April 2025, 9:11:55
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