Solid Phase Synthesis And Rna-Binding Studies Of A Serum-Resistant Nucleo-Epsilon-Peptide(435 views) Roviello GN, Musumeci D, Castiglione M, Bucci EM, Pedone C, Benedetti E
Istituto di Biostrutture e Bioimmagini, CNR, Via Mezzocannone 16, Napoli 80134, Italy
Bionucleon Srl, via Montesano 49, Napoli, Italy
Università degli Študi di Napoli Federico II, Dip. Scienze Biologiche, Sez. Biostrutture, via Mezzocannone 16, Napoli, Italy
Universit degli tudi di Napoli Federico II, Dip. Scienze Biologiche, Sez. Biostrutture, via Mezzocannone 16, Napoli, Italy
References: Nielsen, P.E., Egholm, M., Berg, R.H., Buchardt, O., Sequence-selective recognition of DNA by strand displacement with a thymine-substituted polyamide (1991) Science, 254, pp. 1497-150
Ray, A., Norden, B., Peptide nucleic acid (PNA): Its medical and biotechnical applications and promise for the future (2000) FASEB J, 14, pp. 1041-1060
Silvester, N.C., Bushell, G.R., Searles, D.J., Brown, C.L., Effect of terminal amino acids on the stability and specificity of PNA-DNA hybridisation (2007) Org. Biomol. Chem, 5, pp. 917-923
Sforza, S., Corradini, R., Ghirardi, S., Dossena, A., Marchelli, R., DNA binding of a D-Lysine-Based chiral PNA: Direction control and mismatch recognition (2000) Eur. J. Org. Chem, 16, pp. 2905-2913
Eom, K.D., Park, S.M., Tran, H.D., Kim, M.S., Yu, R.N., Yoo, H., Dendritic α,ε-poly(L-lysine)s as delivery agents for antisense oligonucleotides (2007) Pharm. Res, 24 (8), pp. 1581-1589
Saimura, M., Takehara, M., Mizukami, S., Kataoka, K., Hirohara, H., Biosynthesis of nearly monodispersed poly(epsilon-L-lysine) in Streptomyces species (2008) Biotechnol. Lett, 30 (3), pp. 377-385
Kito, M., Takimoto, R., Onji, Y., Yoshida, T., Nagasawa, T., Purification and characterization of an ε-poly-L-lysine-degrading enzyme from the ε-poly-L-lysine-tolerant Chryseobacterium sp. OJ7 (2003) J. Biosci. Bioeng, 96 (1), pp. 92-94
Roviello, G.N., Moccia, M., Sapio, R., Valente, M., Bucci, E.M., Castiglione, M., Pedone, C., Musumeci, D., Synthesis, characterization and hybridization studies of new nucleo-gamma-peptides based on diaminobutyric acid (2006) J. Pept. Sci, 12, pp. 829-835
Sforza, S., Galaverna, G., Dossena, A., Corradini, R., Marchelli, R., Role of chirality and optical purity in nucleic acid recognition by PNA and PNA analogs (2002) Chirality, 14, pp. 591-598
Nelson, K.E., Levy, M., Miller, S.L., Peptide nucleic acids rather than RNA may have been the first genetic molecule (2000) Proc. Natl. Acad. Sci. U.S.A, 97, pp. 3868-3871
Vdovykin, G.P., The Mighei meteorite (1973) Space Sci. Rev, 14, pp. 832-879
Temussi, P.A., Paolillo, L., Ferrara, L., Benedetti, L., Andini, S., Structural characterization of thermal prebiotic polypeptides (1976) J. Mol. Evol, 7, pp. 105-110
Nielsen, P. E., Egholm, M., Berg, R. H., Buchardt, O., Sequence-selective recognition of DNA by strand displacement with a thymine-substituted polyamide (1991) Science, 254, pp. 1497-150
Silvester, N. C., Bushell, G. R., Searles, D. J., Brown, C. L., Effect of terminal amino acids on the stability and specificity of PNA-DNA hybridisation (2007) Org. Biomol. Chem, 5, pp. 917-923
Eom, K. D., Park, S. M., Tran, H. D., Kim, M. S., Yu, R. N., Yoo, H., Dendritic, -poly (L-lysine) s as delivery agents for antisense oligonucleotides (2007) Pharm. Res, 24 (8), pp. 1581-1589
Roviello, G. N., Moccia, M., Sapio, R., Valente, M., Bucci, E. M., Castiglione, M., Pedone, C., Musumeci, D., Synthesis, characterization and hybridization studies of new nucleo-gamma-peptides based on diaminobutyric acid (2006) J. Pept. Sci, 12, pp. 829-835
Nelson, K. E., Levy, M., Miller, S. L., Peptide nucleic acids rather than RNA may have been the first genetic molecule (2000) Proc. Natl. Acad. Sci. U. S. A, 97, pp. 3868-3871
Vdovykin, G. P., The Mighei meteorite (1973) Space Sci. Rev, 14, pp. 832-879
Temussi, P. A., Paolillo, L., Ferrara, L., Benedetti, L., Andini, S., Structural characterization of thermal prebiotic polypeptides (1976) J. Mol. Evol, 7, pp. 105-110
Solid Phase Synthesis And Rna-Binding Studies Of A Serum-Resistant Nucleo-Epsilon-Peptide
In the present work we report the synthesis of a new Fmoc-protected L-lysine-based nucleo-amino acid suitable for the solid phase assembly and its oligomerisation to the corresponding nucleo-epsilon-peptide that we called epsilon-lysPNA. The ability to bind complementary RNA and the stability in serum of this synthetic nucleo-epsilon-peptide were studied to explore its possible use in antisense or diagnostic applications. Our interest to the presented oligonucleotide analogue was also supported by the importance of epsilon-peptides and other epsilon-amino acid-containing compounds in natural products with biological activity such as the poly-epsilon-lysines produced by Streptomyces albulus that possess a highly selective antimicrobial activity. Another aspect we intended to evaluate by this work is the possible prebiotic implication of these nucleopeptides, since epsilon-pepticles, and not alpha-peptides, were mainly obtained among the other thermal prebiotic polypeptides in pyrocondensation of lysine, a diamino acid also detected in Mighei meteorite. Besides this intriguing question, all the remarkable properties emerged from the present investigation on epsilon-lysPNAs encourage, without doubts, interest in the therapeutic and diagnostic potential of these bioinspired nucleopeptides. Copyright (C) 2008 European Peptide Society and John Wiley & Sons, Ltd
Solid Phase Synthesis And Rna-Binding Studies Of A Serum-Resistant Nucleo-Epsilon-Peptide
Kállay C, Dávid A, Timári S, Nagy EM, Sanna D, Garribba E, Micera G, De Bona P, Pappalardo G, Rizzarelli E, Sóvágó I * Copper(II) complexes of rat amylin fragments(360 views) Dalton T (ISSN: 1477-9234, 1477-9226, 1477-9234electronic), 2011 Oct 14; 40(38): 9711-9721. Impact Factor:3.838 ViewExport to BibTeXExport to EndNote
Aloj L, Aurilio M, Rinaldi V, D'Ambrosio L, Tesauro D, Peitl PK, Maina T, Mansi R, Von Guggenberg E, Joosten L, Sosabowski JK, Breeman WA, De Blois E, Koelewijn S, Melis M, Waser B, Beetschen K, Reubi JC, De Jong M * The EEE project(449 views) Proc Int Cosm Ray Conf Icrc Universidad Nacional Autonoma De Mexico, 2007; 5(HEPART2): 977-980. Impact Factor:0 ViewExport to BibTeXExport to EndNote