Cationic porphyrins are tunable gatekeepers of the 20S proteasome
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Cationic porphyrins are tunable gatekeepers of the 20S proteasome (584 visite) (PDF privato 213 visite)

Santoro AM, Cunsolo A, D'Urso A, Sbardella D, Tundo GR, Ciaccio C, Coletta M, Diana D, Fattorusso R, Persico M, Di Dato A, Fattorusso C, Milardi D, Purrello R

Chem Sci (ISSN: 2041-6520, 2041-6520linking, 2041-6520print), 2016; 7(2): 1286-1297.



Tipo di articolo: Journal Article,

Impact factor: 8.668, Impact factor a 5 anni: 8.733

Url: http://dx.doi.org/10.1039/C5SC03312H

Parole chiave: Aromatic Compounds, Binding Energy, Bioinformatics, Enzyme Kinetics, Isomers, Porphyrins, Reconfigurable Hardware, Aromatic Residues, Bioinformatic Analysis, Catalytic Chambers, Cationic Porphyrin, Gating Mechanisms, Ligand Interactions, Negatively Charged, Regulatory Mechanism, Enzyme Inhibition,

Affiliazioni:

*** IBB - CNR ***
Istituto di Biostrutture e Bioimmagini – CNR UOS di Catania, Via P. Gaifami 18, 95126 Catania, Italy.
Dipartimento di Scienze Chimiche, Università di Catania, Viale Andrea Doria 6, 95125 Catania, Italy.
Dipartimento di Farmacia Università di Napoli “Federico II”, Via D. Montesano, 49 I-80131 Napoli, Italy.


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    <span style="font-size: 16px; font-family: 'Times New Roman', Helvetica, sans-serif; line-height: 24px;">The 20S proteasome is a barrel-shaped enzymatic assembly playing a critical role in proteome maintenance. Access of proteasome substrates to the catalytic chamber is finely regulated through gating mechanisms which involve aromatic and negatively charged residues located at the N-terminal tails of α subunits. However, despite the importance of gates in regulating proteasome function, up to now very few molecules have been shown to interfere with the equilibrium by which the catalytic channel exchanges between the open and closed states. In this light, and inspired by previous results evidencing the antiproteasome potential of cationic porphyrins, here we combine experimental (enzyme kinetics, UV stopped flow and NMR) and computational (bioinformatic analysis and docking studies) approaches to inspect proteasome inhibition by </span><span class="italic" style="font-size: 16px; font-style: italic; font-family: 'Times New Roman', Helvetica, sans-serif; line-height: 24px;">meso</span><span style="font-size: 16px; font-family: 'Times New Roman', Helvetica, sans-serif; line-height: 24px;">-tetrakis(4-</span><span class="italic" style="font-size: 16px; font-style: italic; font-family: 'Times New Roman', Helvetica, sans-serif; line-height: 24px;">N</span><span style="font-size: 16px; font-family: 'Times New Roman', Helvetica, sans-serif; line-height: 24px;">-methylpyridyl)-porphyrin (H</span><small style="font-family: 'Times New Roman', Helvetica, sans-serif; line-height: 24px;"><sub>2</sub></small><span style="font-size: 16px; font-family: 'Times New Roman', Helvetica, sans-serif; line-height: 24px;">T4) and its two </span><span class="italic" style="font-size: 16px; font-style: italic; font-family: 'Times New Roman', Helvetica, sans-serif; line-height: 24px;">ortho</span><span style="font-size: 16px; font-family: 'Times New Roman', Helvetica, sans-serif; line-height: 24px;">- and </span><span class="italic" style="font-size: 16px; font-style: italic; font-family: 'Times New Roman', Helvetica, sans-serif; line-height: 24px;">meta</span><span style="font-size: 16px; font-family: 'Times New Roman', Helvetica, sans-serif; line-height: 24px;">-isomers. We show that in a first, fast binding event H</span><small style="font-family: 'Times New Roman', Helvetica, sans-serif; line-height: 24px;"><sub>2</sub></small><span style="font-size: 16px; font-family: 'Times New Roman', Helvetica, sans-serif; line-height: 24px;">T4 accommodates in a pocket made of negatively charged and aromatic residues present in α1 (Asp10, Phe9), α3 (Tyr5), α5 (Asp9, Tyr8), α6 (Asp7, Tyr6) and α7 (Asp9, Tyr8) subunits thereby stabilizing the closed conformation. A second, slower binding mode involves interaction with the grooves which separate the α- from the β-rings. Of note, the proteasome inhibition by </span><span class="italic" style="font-size: 16px; font-style: italic; font-family: 'Times New Roman', Helvetica, sans-serif; line-height: 24px;">ortho</span><span style="font-size: 16px; font-family: 'Times New Roman', Helvetica, sans-serif; line-height: 24px;">- and </span><span class="italic" style="font-size: 16px; font-style: italic; font-family: 'Times New Roman', Helvetica, sans-serif; line-height: 24px;">meta</span><span style="font-size: 16px; font-family: 'Times New Roman', Helvetica, sans-serif; line-height: 24px;">-H</span><small style="font-family: 'Times New Roman', Helvetica, sans-serif; line-height: 24px;"><sub>2</sub></small><span style="font-size: 16px; font-family: 'Times New Roman', Helvetica, sans-serif; line-height: 24px;">T4 decreases significantly if compared to the parent compound, thus underscoring the role played by spatial distribution of the four peripheral positive charges in regulating proteasome–ligand interactions. We think that our results may pave the way to further studies aimed at rationalizing the molecular basis of novel, and more sophisticated, proteasome regulatory mechanisms.</span>
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    Vitagliano L, Ruggiero A, Pedone C, Berisio R
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    J Mol Biol (ISSN: 0022-2836, 1089-8638, 1089-8638electronic), 2007 Apr 6; 367(4): 935-941.
    Impact Factor: 4.472
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    Osz K, Nagy Z, Pappalardo G, Di Natale G, Sanna D, Micera G, Rizzarelli E, Sóvágó I
    * Copper(II) interaction with prion peptide fragments encompassing histidine residues within and outside the octarepeat domain: speciation, stability constants and binding details (325 visite)
    Chemistry (ISSN: 0947-6539, 1521-3765, 1521-3765electronic), 2007; 13(25): 7129-7143.
    Impact Factor: 5.33
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    Matassa R, Carbone M, Lauceri R, Purrello R, Caminiti R
    * Supramolecular structure of extrinsically chiral porphyrin hetero-assemblies and achiral analogues (250 visite)
    Adv Mater (ISSN: 0935-9648), 2007; 19(22): 3961-3967.
    Impact Factor: 8.191
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    Galdiero S, Vitiello M, Amodeo P, D'Isanto M, Cantisani M, Pedone C, Galdiero M
    * Structural requirements for proinflammatory activity of porin P2 loop 7 from Haemophilus influenzae (393 visite)
    Biochemistry (ISSN: 0006-2960, 1520-4995, 1520-4995electronic), 2006 Apr 11; 45(14): 4491-4501.
    Impact Factor: 3.633
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    Arena G, Casnati A, Contino A, Magrì A, Sansone F, Sciotto D, Ungaro R
    * Inclusion of naturally occurring amino acids in water soluble calix[4]arenes: A microcalorimetric and 1H NMR investigation supported by molecular modeling (293 visite)
    Org Biomol Chem (ISSN: 1477-0520, 1477-0539, 1477-0539electronic), 2006 Jan 21; 4(2): 243-249.
    Impact Factor: 2.874
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    Mannini R, Rivieccio V, D'Auria S, Tanfani F, Ausili A, Pedone C, Grimaldi G, Facchiano A
    * Erratum: Structure/function of KRAB repression domains: Structural properties of KRAB modules inferred from hydrodynamic, circular dichroism, and FTIR spectroscopic analyses (Proteins: Structure, Function and Bioinformatics (2006) 62 (604-616)) (179 visite)
    Proteins (ISSN: 0887-3585, 1097-0134, 1097-0134electronic), 2006; 65(2): 524-524.
    Impact Factor: 3.73
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    Berisio R, Loguercio S, De Simone A, Zagari A, Vitagliano L
    * Polyproline helices in protein structures: A statistical survey (243 visite)
    Protein Pept Lett (ISSN: 0929-8665, 1875-5305), 2006; 13(8): 847-854.
    Impact Factor: 1.13
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    Santelli E, Leone M, Li C, Fukushima T, Preece NE, Olson AJ, Ely KR, Reed JC, Pellecchia M, Liddington RC, Matsuzawa S-I
    * Structural analysis of Siah1-Siah-interacting protein interactions and insights into the assembly of an E3 ligase multiprotein complex (286 visite)
    Jbc Papers (ISSN: 0021-9258, 1083-351x, 0021-9258linking), 2005 Oct 7; 280(40): 34278-34287.
    Impact Factor: 5.854
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    Angela M, Massimo De N, Rosaria L, Roberto P
    * Induction and memory of chirality in porphyrin hetero-aggregates: The role of the central metal ion (327 visite)
    Bioorg Med Chem (ISSN: 0968-0896, 1464-3391, 1464-3391electronic), 2005 Sep 1; 13(17): 5159-5163.
    Impact Factor: 2.286
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    De Luca S, Sanseverino M, Zocchi I, Pedone C, Morelli G, Ragone R
    * Receptor fragment approach to the binding between CCK8 peptide and cholecystokinin receptors: A fluorescence study on type B receptor fragment CCKB-R (352-379) (280 visite)
    Biopolymers (ISSN: 0006-3525, 0006-6352, 0006-3525print), 2005 Mar; 77(4): 205-211.
    Impact Factor: 2.545
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    Lauceria R, Purrellob R
    * Transfer, memory and amplification of chirality in porphyrin aggregates (232 visite)
    Supramol Chem (ISSN: 1061-0278), 2005; 17(1-2): 61-66.
    Impact Factor: 1.715
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    Di Costanzo L, Geremia S, Randaccio L, Nastri F, Maglio O, Lombardi A, Pavone V
    * Miniaturized heme proteins: crystal structure of Co(III)-mimochrome IV (255 visite)
    J Biol Inorg Chem (ISSN: 0949-8257, 1432-1327electronic, 0949-8257print), 2004 Dec; 9(8): 1017-1027.
    Impact Factor: 3.3
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    Mansi R, Tesauro D, De Capua A, Fattorusso R, Carac C, Aloj L, Benedetti E, Morelli G
    * Peptide-chelating agent conjugate for selective targeting of somatostatin receptor type 1: Synthesis and characterization (363 visite)
    Biopolymers (ISSN: 0006-3525, 0006-6352, 0006-3525print), 2004; 76(6): 527-534.
    Impact Factor: 2.863
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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 (290 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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    Lauceri R, Raudino A, Scolaro LM, Micali N, Purrello R
    * From achiral porphyrins to template-imprinted chiral aggregates and further. Self-replication of chiral memory from scratch (380 visite)
    J Am Chem Soc (ISSN: 0002-7863print, 0002-7863linking, 1520-5126electronic), 2002 Feb 13; 120(47): 894-895.
    Impact Factor: 9.023
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    Lauceri R, Purrello R, Shetty SJ, Vicente MGH
    * Interactions of anionic carboranylated porphyrins with DNA [3] (238 visite)
    J Am Chem Soc (ISSN: 0002-7863, 0002-2786, 1520-5126), 2001 Jun 20; 123(24): 5835-5836.
    Impact Factor: 6.079
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    De Luca S, Bruno G, Fattorusso R, Isernia C, Pedone C, Morelli G
    New synthetic tools for peptide-tetraphenylporphyrin derivatives (231 visite)
    Int J Pept Res Ther (ISSN: 0929-5666, 1573-3149), 1998 Jul; 5(4): 269-276.
    Impact Factor: 0.557
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    Nastri F, Lombardi A, D'Andrea LD, Sanseverino M, Maglio O, Pavone V
    Miniaturized hemoproteins (296 visite)
    Biopolymers (ISSN: 0006-3525print, 0006-3525linking, 1097-0282electronic), 1998; 47(1): 5-22.
    Impact Factor: 2.086
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    Purrello R, Bellacchio E, Gurrieri S, Lauceri R, Raudino A, Monsù Scolaro L, Santoro AM
    Ph Modulation Of Porphyrins Self-Assembly Onto Polylisine (182 visite)
    Journal Of Physical Chemistry B, 1998; N/D: 8852-8857.
    Impact Factor: 0
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    Colasanti A, Kisslinger A, Kusch D, Liuzzi R, Mastrocinque M, Montforts FP, Quarto M, Riccio P, Roberti G, Villani F
    In vitro photo-activation of newly synthesized chlorin derivatives with red-light-emitting diodes (239 visite)
    J Photochem Photobiol B (ISSN: 1011-1344print, 1011-1344linking), 1997 Mar; 38(1): 54-60.
    Impact Factor: 1.381
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    Mastruzzo L, Woisard A, Ma DD, Rizzarelli E, Favre A, Le Doan T
    TARGETED PHOTOCHEMICAL MODIFICATION OF HIV-DERIVED OLIGORIBONUCLEOTIDES BY ANTISENSE OLIGODEOXYNUCLEOTIDES LINKED TO PORPHYRINS (236 visite)
    Photochem Photobiol (ISSN: 0031-8655), 1994 Oct; 60(4): 316-322.
    Impact Factor: 2.426
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    Bustamante C, Gurrieri S, Pasternack RF, Purrello R, Rizzarelli E
    Interaction of water-soluble porphyrins with single- and double-stranded polyribonucleotides (326 visite)
    Biopolymers (ISSN: 0006-3525, 0006-6352, 0006-3525print), 1994 Sep; 34(8): 1099-1104.
    Impact Factor: 2.425
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    65 Records (64 escludendo Abstract e Conferenze).
    Impact factor totale: 298.261 (294.531 escludendo Abstract e Conferenze).
    Impact factor a 5 anni totale: 315.382 (312.418 escludendo Abstract e Conferenze).







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    Ultima modifica di Marco Comerci in data Sunday 12 July 2020, 13:14:47
    584 visite. Ultima visita in data Monday 12 October 2020, 10:06:28