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Structural Characterization of PEGylated Hexaphenylalanine Nanostructures Exhibiting Green Photoluminescence Emission (75 views) (PDF restricted 24 views)

Diaferia C, Sibillano T, Altamura D, Roviello V, Vitagliano L, Giannini C, Morelli G, Accardo A

Chemistry (ISSN: 1521-3765electronic, 0947-6539linking), 2017 Oct 09; 23(56): 14039-14048.

Abstract
Peptides containing aromatic residues are known to exhibit spontaneous phenomena of supramolecular organization into ordered nanostructures (NSs). In this work we studied the structural behavior and optoelectronic properties of new biocompatible materials obtained by the self-assembly of a series of hexaphenylalanines (F6) modified at the N terminus by a PEG chain of different lengths. PEG12 -F6, PEG18 -F6, and PEG24 -F6 peptides were synthesized by coupling sequentially two, three, or four units of amino-carboxy-PEG6 blocks, each one containing six oxyethylene repetitions. Changes in the length and composition of the PEG chain were found to modulate the structural organization of the phenylalanine-based nanostructures. An increase in the self-aggregation tendency was observed with longer PEG chains, whereas, independently of the PEG length, the peptide NSs display cross-beta-like secondary structures with an antiparallel beta-strand arrangement. WAXS/GIWAXS diffraction patterns indicate a progressive decrease in fiber order along the series. All the PEG-F6 derivatives present blue photoluminescent (PL) emission at 460 nm, with the adduct with the longest PEG chain (PEG24 -F6) showing an additional green emission at 530 nm.

Affiliations ▼
*** IBB - CNR Affiliation

Department of Pharmacy, Research Centre on Bioactive Peptides (CIRPeB), University of Naples "Federico II" and DFM Scarl, Via Mezzocannone 16, 80134, Naples, Italy., Institute of Crystallography (IC), CNR, Via Amendola 122, 70126, Bari, Italy., Analytical Chemistry for the Environment and Centro Servizi Metrologici Avanzati, University of Naples "Federico II", Corso Nicolangelo Protopisani, 80146, Naples, Italy., Institute of Biostructures and Bioimaging (IBB), CNR, Via Mezzocannone 16, 80134, Naples, Italy.,

Details ▼
Impact factor: 5.317, 5-year impact factor: 5.184

Paper type: Journal Article,

Keywords: Aggregation, Luminescence, Nanostructures, Peptides, Polymers, Wide-Angle X-Ray Scattering,

Url: Not available.

References ▼
Not available.

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Structural Characterization of PEGylated Hexaphenylalanine Nanostructures Exhibiting Green Photoluminescence Emission (restricted access) (24 views)

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* Effects of the Known Pathogenic Mutations on the Aggregation Pathway of the Amyloidogenic Peptide of Apolipoprotein A-I (59 views)
Raimondi S, Guglielmi F, Giorgetti S, Di Gaetano S, Arciello A, Monti DM, Relini A, Nichino D, Doglia SM, Natalello A, Pucci P, Mangione P, Obici L, Merlini G, Stoppini M, Robustelli P, Tartaglia GG, Vendruscolo M, Dobson CM, Piccoli R, Bellotti V
J Mol Biol Journal Of Molecular Biology (ISSN: 0022-2836, 1089-8638, 1089-8638electronic), 2011 Apr 1; 407(3): 465-476.
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* Nanoparticles containing octreotide peptides and gadolinium complexes for MRI applications (89 views)
Accardo A, Morisco A, Gianolio E, Tesauro D, Mangiapia G, Radulescu A, Brandt A, Morelli G
J Pept Sci (ISSN: 1075-2617, 1099-1387, 1075-2617print), 2011 Feb; 17(2): 154-162.
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* 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 (94 views)
Mazzaglia A, Micali N, Scolaro LM, Attanasio F, Magrí A, Pappalardo G, Villari V
J Phys Chem B (ISSN: 1520-6106, 1520-5207, 1520-5207electronic), 2010 Jan 21; 114(2): 705-713.
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* The Role of Linear Carbon Chains in the Aggregation of Copper, Silver, and Gold Nanoparticles (60 views)
D'Urso L, Grasso G, Messina E, Bongiorno C, Scuderi V, Scalese S, Puglisi O, Spoto G, Compagnini G
J Phys Chem C (ISSN: 1932-7447), 2010 Jan 21; 114(2): 907-915.
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* Are fibril growth and membrane damage linked processes? An experimental and computational study of IAPP(12-18) and IAPP(21-27) peptides (46 views)
Sciacca MFM, Pappalardo M, Attanasio F, Milardi D, La Rosa C, Grasso DM
New Journal Of Chemistry (ISSN: 1144-0546), 2010; 34(2): 200-207.
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* The monomer state of beta-amyloid: where the Alzheimer's disease protein meets physiology (80 views)
Giuffrida ML, Caraci F, De Bona P, Pappalardo G, Nicoletti F, Rizzarelli E, Copani A
Rev Neurosci (ISSN: 0334-1763), 2010; 21(2): 83-93.
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* Unveiling the unfolding pathway of FALS associated G37R SOD1 mutant: A computational study (51 views)
Milardi D, Pappalardo M, Grasso DM, La Rosa C
Mol Biosyst (ISSN: 1742-206x), 2010; 6(6): 1032-1039.
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* Beta-Amyloid Monomers Are Neuroprotective (100 views)
Giuffrida ML, Caraci F, Pignataro B, Cataldo S, De Bona P, Bruno V, Molinaro G, Pappalardo G, Messina A, Palmigiano A, Garozzo D, Nicoletti F, Rizzarelli E, Copani A
The Journal Of Neuroscience (ISSN: 1529-2401), 2009 Sep 26; 29(34): 10582-10587.
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* Copper-triggered aggregation of ubiquitin (86 views)
Arnesano F, Scintilla S, Calò V, Bonfrate E, Ingrosso C, Losacco M, Pellegrino T, Rizzarelli E, Natile G
Plos One (ISSN: 1932-6203, 1932-6203electronic), 2009 Sep 16; 4(9): e7052-e7052.
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* Peptide Fragment Approach to Prion Misfolding: The Alpha-2 Domain (75 views)
Palladino P, Ronga L, Benedetti E, Rossi F, Ragone R
International Journal Of Peptide Research And Therapeutics (ISSN: 1573-3149, 0929-5666), 2009 Sep; 15(3): 165-176.
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* Supramolecular aggregates containing lipophilic Gd(III) complexes as contrast agents in MRI (62 views)
Accardo A, Tesauro D, Aloj L, Pedone C, Morelli G
Coordination Chemistry Reviews (ISSN: 0010-8545), 2009 Sep; 253(17-18): 2193-2213.
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* Conformational preferences of the full chicken prion protein in solution and its differences with respect to mammals (61 views)
Pietropaolo A, Muccioli L, Zannoni C, Rizzarelli E
Chemphyschem (ISSN: 1439-7641, 1439-4235, 1439-7641electronic), 2009 Jul 13; 10(9-10): 1500-1510.
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* Micelles obtained by aggregation of gemini surfactants containing the CCK8 peptide and a gadolinium complex (80 views)
Accardo A, Tesauro D, Morisco A, Mangiapia G, Vaccaro M, Gianolio E, Heenan RK, Paduano L, Morelli G
J Biol Inorg Chem (ISSN: 0949-8257, 1432-1327electronic, 0949-8257linking), 2009 May; 14(4): 587-599.
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* Maldi, Ap/Maldi And Esi Techniques For The Ms Detection Of Amyloid Beta-Peptides (68 views)
Grasso G, Mineo P, Rizzarelli E, Spoto G
Int J Mass Spectrom (ISSN: 1387-3806), 2009 Apr 15; 282(1-2): 50-55.
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* Design And Synthesis Of New Trehalose-Conjugated Pentapeptides As Inhibitors Of Abeta (1-42) Fibrillogenesis And Toxicity (102 views)
De Bona P, Giuffrida ML, Caraci F, Copani A, Pignataro B, Attanasio F, Cataldo S, Pappalardo G, Rizzarelli E
J Pept Sci (ISSN: 1075-2617, 1099-1387, 1075-2617print), 2009 Mar; 15(3): 220-228.
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* Role of side chains in collagen triple helix stabilization and partner recognition (98 views)
Berisio R, De Simone A, Ruggiero A, Improta R, Vitagliano L
J Pept Sci (ISSN: 1075-2617, 1099-1387, 1075-2617print), 2009 Mar; 15(3): 131-140.
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* Self-assembling properties of ionic-complementary peptides (74 views)
D'Auria G, Vacatello M, Falcigno L, Paduano L, Mangiapia G, Calvanese L, Gambaretto R, Dettin M, Paolillo L
J Pept Sci (ISSN: 1075-2617, 1099-1387, 1075-2617print), 2009 Mar; 15(3): 210-219.
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* Colloidal particles composed of amphiphilic molecules binding gadolinium complexes and peptides as tumor-specific contrast agents in MRI: physico-chemical characterization (112 views)
Vaccaro M, Mangiapia G, Radulescu A, Schillen K, D'Errico G, Morelli G, Paduano L
Soft Matter (ISSN: 1744-683x), 2009; 5(13): 2504-2512.
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* Stability of single sheet GNNQQNY aggregates analyzed by replica exchange molecular dynamics: antiparallel versus parallel association (78 views)
Vitagliano L, Esposito L, Pedone C, De Simone A
Biochem Biophys Res Commun (ISSN: 1090-2104, 0006-291x, 1090-2104electronic), 2008 Dec 26; 377(4): 1036-1041.
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* The role of the Cys2-Cys7 disulfide bridge in the early steps of Islet amyloid polypeptide aggregation: A molecular dynamics study (55 views)
Milardi D, Pappalardo M, Pannuzzo M, Grasso DM, Rosa CL
Chemical Physics Letters (ISSN: 0009-2614), 2008 Oct 1; 463(4-6): 396-399.
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* Kinetic investigation of porphyrin interaction with chiral templates reveals unexpected features of the induction and self-propagation mechanism of chiral memory (57 views)
Lauceri R, Fasciglione G, D'Urso A, Marini S, Purrello R, Coletta M
J Am Chem Soc (ISSN: 0002-7863, 0002-2786, 1520-5126), 2008 Sep 13; 130(32): 10476-10477.
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* Micelles by self-assembling peptide-conjugate amphiphile: Synthesis and structural characterization (90 views)
Accardo A, Tesauro D, Del Pozzo L, Mangiapia G, Paduano L, Morelli G
J Pept Sci (ISSN: 1075-2617, 1099-1387, 1075-2617print), 2008 Sep; 14(8): 903-910.
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* Structure, dynamics, and stability of assemblies of the human prion fragment SNQNNF (68 views)
De Simone A, Pedone C, Vitagliano L
Biochem Biophys Res Commun (ISSN: 1090-2104, 0006-291x, 1090-2104electronic), 2008 Feb 15; 366(3): 800-806.
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* Reversible "chiral memory" in ruthenium tris(phenanthroline)- anionic porphyrin complexes (56 views)
Randazzo R, Mammana A, D'Urso A, Lauceri R, Purrello R
Angew Chem Int Ed (ISSN: 1433-7851, 1521-3773electronic, 1433-7851linking), 2008; 47(51): 9879-9882.
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* Structural characterization of a neurotoxic threonine-rich peptide corresponding to the human prion protein α2-helical 180-195 segment and comparison with full-length α2-helix-derived peptides (55 views)
Ronga L, Palladino P, Saviano G, Tancredi T, Benedetti E, Ragone R, Rossi F
J Pept Sci (ISSN: 1075-2617, 1099-1387, 1075-2617print), 2008; 14(10): 1096-1102.
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* Structural determinants of the unusual helix stability of a de novo engineered vascular endothelial growth factor (VEGF) mimicking peptide (69 views)
Diana D, Ziaco B, Colombo G, Scarabelli G, Romanelli A, Fedone C, Fattorusso R, D'Andrea LD
Chemistry (ISSN: 0947-6539, 1521-3765, 1521-3765electronic), 2008; 14(14): 4164-4166.
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* Structural and relaxometric characterization of peptide aggregates containing gadolinium complexes as potential selective contrast agents in MRI (70 views)
Vaccaro M, Mangiapia G, Paduano L, Gianolio E, Accardo A, Tesauro D, Morelli G
Chemphyschem (ISSN: 1439-4235, 1439-7641, 1439-7641electronic), 2007 Dec 3; 8(17): 2526-2538.
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* Carnosine interaction with nitric oxide and astroglial cell protection (197 views)
Nicoletti VG, Santoro AM, Grasso G, Vagliasindi LI, Giuffrida ML, Cuppari C, Purrello VS, Stella AMG, Rizzarelli E
Journal Of Neuroscience Research (ISSN: 0360-4012), 2007 Sep 1; 85(10): 2239-2245.
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* Absorption flattening as one cause of distortion of circular dichroism spectra of Δ-RuPhen3·H2TPPS complex (76 views)
Castiglioni E, Abbate S, Longhi G, Gangemi R, Lauceri R, Purrello R
Chirality (ISSN: 0899-0042), 2007 Sep; 19(8): 642-646.
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* Peptides and gd complexes containing colloidal assemblies as tumor-specific contrast agents in MRI: Physicochemical characterization (50 views)
Vaccaro M, Accardo A, D'Errico G, Schillen K, Radulescu A, Tesauro D, Morelli G, Paduano L
Biophysical Journal (ISSN: 0006-3495, 1542-0086), 2007 Sep; 93(5): 1736-1746.
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* Peptide derivatized lamellar aggregates as target-specific MRI contrast agents (97 views)
Tesauro D, Accardo A, Gianolio E, Paduano L, Teixeira J, Schillén K, Aime S, Morelli G
Chembiochem (ISSN: 1439-4227, 1439-7633, 1439-7633electronic), 2007 May 25; 8(8): 950-955.
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* Trehalose Effects On Alpha-Crystallin Aggregates (97 views)
Attanasio F, Cascio C, Fisichella S, Nicoletti VG, Pignataro B, Savarino A, Rizzarelli E
(ISSN: 0006-291x), 2007 Mar 23; 354(4): 899-905.
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* Abeta(25-35) And Its C- And/Or N-Blocked Derivatives: Copper Driven Structural Features And Neurotoxicity (81 views)
Giuffrida ML, Grasso G, Ruvo M, Pedone C, Saporito A, Marasco D, Pignataro B, Cascio C, Copani A, Rizzarelli E
Journal Of Neuroscience Research (ISSN: 0360-4012), 2007 Feb 15; 85(3): 623-633.
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* High-relaxivity supramolecular aggregates containing peptides and Gd complexes as contrast agents in MRI (55 views)
Accardo A, Tesauro D, Morelli G, Gianolio E, Aime S, Vaccaro M, Mangiapia G, Paduano L, Schillén K
J Biol Inorg Chem (ISSN: 0949-8257, 1432-1327electronic, 0949-8257print), 2007 Feb; 12(2): 267-276.
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* Environmental factors differently affect human and rat IAPP: Conformational preferences and membrane interactions of IAPP17-29 peptide derivatives (94 views)
Pappalardo G, Milardi D, Magrì A, Attanasio F, Impellizzeri G, La Rosa C, Grasso D, Rizzarelli E
Chemistry (ISSN: 0947-6539, 1521-3765, 1521-3765electronic), 2007; 13(36): 10204-10215.
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* Steered molecular dynamics studies reveal different unfolding pathways of prions from mammalian and non-mammalian species (53 views)
Pappalardo M, Milardi D, Grasso D, La Rosa C
New Journal Of Chemistry (ISSN: 1144-0546), 2007; 31(6): 901-905.
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* The chemical synthesis of the GstI protein by NCL on a X-Met site (71 views)
Saporito A, Marasco D, Chambery A, Botti P, Monti SM, Pedone C, Ruvo M
Biopolymers (ISSN: 0006-3525, 0006-6352, 0006-3525print), 2006 Dec 5; 83(5): 508-518.
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* Molecular dynamics analyses of cross-beta-spine steric zipper models: beta-sheet twisting and aggregation (84 views)
Esposito L, Pedone C, Vitagliano L
Proc Natl Acad Sci U S A (ISSN: 0027-8424, 1091-6490, 0027-8424print), 2006 Sep 1; 103(31): 11533-11538.
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* Supramolecular aggregates of amphiphilic gadolinium complexes as blood pool MRI/MRA contrast agents: Physicochemical characterization (71 views)
Vaccaro M, Accardo A, Tesauro D, Mangiapia G, Loef D, Schillen K, Soederman O, Morelli G, Paduan L
Langmuir (ISSN: 0743-7463), 2006 Jul 18; 22(15): 6635-6643.
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* Polyglutamine Repeats And Beta-Helix Structure: Molecular Dynamics Study (66 views)
Merlino A, Esposito L, Vitagliano L
Proteins (ISSN: 0887-3585, 1097-0134, 1097-0134electronic), 2006 Jun 1; 63(4): 918-927.
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* Water molecules as structural determinants among prions of low sequence identity (54 views)
De Simone A, Dodson GG, Fraternali F, Zagari A
Febs Lett (ISSN: 0014-5793print, 0014-5793linking, 1873-3468electronic), 2006 May 1; 580(10): 2488-2494.
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* Structure/function of KRAB repression domains: Structural properties of KRAB modules inferred from hydrodynamic, circular dichroism, and FTIR spectroscopic analyses (75 views)
Mannini R, Rivieccio V, D'Auria S, Tanfani F, Ausili A, Pedone C, Grimaldi G, Facchiano A
Proteins (ISSN: 0887-3585, 1097-0134, 1097-0134electronic), 2006 Feb 15; 62(3): 604-616.
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* Induction and memory of chirality in porphyrin hetero-aggregates: The role of the central metal ion (62 views)
Angela M, Massimo De N, Rosaria L, Roberto P
Bioorg Med Chem (ISSN: 0968-0896, 1464-3391, 1464-3391electronic), 2005 Sep 1; 13(17): 5159-5163.
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* On the thermal stability of the two dimeric forms of ribonuclease (54 views)
Bucci E, Vitagliano L, Barone R, Sorrentino S, D'Alessio G, Graziano G
Biophysical Chemistry (ISSN: 0301-4622), 2005 Jul 1; 116(2): 89-95.
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* The Human Prion Protein Alpha2 Helix: A Thermodynamic Study Of Its Conformational Preferences (63 views)
Tizzano B, Palladino P, De Capua A, Marasco D, Rossi F, Benedetti E, Pedone C, Ragone R, Ruvo M
Proteins (ISSN: 0887-3585, 1097-0134, 1097-0134electronic), 2005 Apr 1; 59(1): 72-79.
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* Molecular mechanism of the inhibition of cytochrome c aggregation by Phe-Gly (62 views)
La Rosa C, Milardi D, Amato E, Pappalardo M, Grasso D
Arch Biochem Biophys (ISSN: 0003-9861), 2005 Mar 1; 435(1): 182-189.
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* Transfer, memory and amplification of chirality in porphyrin aggregates (39 views)
Lauceria R, Purrellob R
Supramol Chem Supramolecular Chemistry (ISSN: 1061-0278), 2005; 17(1-2): 61-66.
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* Mixed micelles composed of peptides and gadolinium complexes as tumor-specific contrast agents in MRI: A sans study (62 views)
Mangiapia G, Accardo A, Celso FL, Tesauro D, Morelli G, Radulescu A, Paduano L
J Phys Chem B (ISSN: 1520-6106, 1520-5207, 1520-5207electronic), 2004; 108(45): 17611-17617.
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* Structural and thermal stability analysis of Escherichia coli and Alicyclobacillus acidocaldarius thioredoxin revealed a molten globule-like state in thermal denaturation pathway of the proteins: an infrared spectroscopic study (63 views)
Pedone E, Bartolucci S, Rossi M, Pierfederici FM, Scire A, Cacciamani T, Tanfani F
Biochem J (ISSN: 0264-6021, 1470-8728electronic, 0264-6021linking), 2003 Sep 1; 373: 875-883.
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* Interaction of prion peptide PrP 180-193 with DPPC model membranes: A thermodynamic study (70 views)
Grasso D, Milardi D, Guantieri V, La Rosa C, Rizzarelli E
New Journal Of Chemistry (ISSN: 1144-0546), 2003; 27(2): 359-364.
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* Template-imprinted chiral porphyrin aggregates [2] (54 views)
Lauceri R, Raudino A, Scolaro LM, Micali N, Purrello R
N/D, 2002 Feb 13; 120(47): 12353-12354.
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Antitumour activity of resveratrol on human melanoma cells: a possible mechanism related to its interaction with malignant cell telomerase (23 views)
Chiara P, Serena G, Laura B, Angelo A, Enzo B, Giampiero Ravagnan Daniela Mont, Giovanni N, R , Domenica M, Maria Pia F
Bba - General Subjects, N/D; N/D: N/D-N/D.
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* Antitumour activity of resveratrol on human melanoma cells: a possible mechanism related to its interaction with malignant cell telomerase (26 views)
Chiara P, Serena G, Laura B, Angelo A, Enzo B, Giampiero R, Daniela Mont, Giovanni N, R , Domenica M, Maria Pia F
Biochimica Et Biophysica Acta, 2017 Online; N/D: N/D-N/D.
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Supporting_information_s2. Docx (76 views)
Saviano M, Pedone C, Romanelli A, Avitabile C, Moggio L, Malgieri G, Capasso D, Di Gaetano S
Figshare, N/D; N/D: N/D-N/D.
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122 Records (117 excluding Abstracts and Conferences).
Total impact factor: 437.988 (426.232 excluding Abstracts and Conferences).
Total 5-year impact factor: 440.483 (431.856 excluding Abstracts and Conferences).



Your bibliography query: (([btitle, keywords, abstract] AGGREGATION)) AND NOT [id] = 53604



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