Chiral open-chain PNAs have been shown to have improved properties in terms of control of helical handedness, DNA affinity, sequence selectivity, and cellular uptake. They can be synthesized either using preformed chiral monomers or by means of a submonomeric strategy. The former is preferred when only a stereogenic center is present at C-5, whereas for PNA-bearing substituents at C-2, the submonomeric approach is preferred, since racemization, generally occurring during the solid-phase synthesis, can be minimized by this procedure. Here we describe the protocols for the synthesis of PNA oligomers containing C-2- or C-5- (or both) modified monomers and a GC method for checking the optical purity of C-2-modified PNAs.

Chiral PNAs with Constrained Open-Chain Backbones / Corradini, Roberto; Tedeschi, Tullia; Sforza, Stefano; Marchelli, Rosangela. - STAMPA. - 1050:(2014), pp. 19-35. [10.1007/978-1-62703-553-8_3]

Chiral PNAs with Constrained Open-Chain Backbones

CORRADINI, Roberto;TEDESCHI, Tullia;SFORZA, Stefano;MARCHELLI, Rosangela
2014

Abstract

Chiral open-chain PNAs have been shown to have improved properties in terms of control of helical handedness, DNA affinity, sequence selectivity, and cellular uptake. They can be synthesized either using preformed chiral monomers or by means of a submonomeric strategy. The former is preferred when only a stereogenic center is present at C-5, whereas for PNA-bearing substituents at C-2, the submonomeric approach is preferred, since racemization, generally occurring during the solid-phase synthesis, can be minimized by this procedure. Here we describe the protocols for the synthesis of PNA oligomers containing C-2- or C-5- (or both) modified monomers and a GC method for checking the optical purity of C-2-modified PNAs.
9781627035521
Chiral PNAs with Constrained Open-Chain Backbones / Corradini, Roberto; Tedeschi, Tullia; Sforza, Stefano; Marchelli, Rosangela. - STAMPA. - 1050:(2014), pp. 19-35. [10.1007/978-1-62703-553-8_3]
File in questo prodotto:
File Dimensione Formato  
Libro_PNA_Chapt_3_corrected_proofs.pdf

non disponibili

Tipologia: Documento in Pre-print
Licenza: NON PUBBLICO - Accesso privato/ristretto
Dimensione 829.26 kB
Formato Adobe PDF
829.26 kB Adobe PDF   Visualizza/Apri   Richiedi una copia
Libro_PNA_Chapt_3_Abstract.pdf

non disponibili

Tipologia: Abstract
Licenza: NON PUBBLICO - Accesso privato/ristretto
Dimensione 20.5 kB
Formato Adobe PDF
20.5 kB Adobe PDF   Visualizza/Apri   Richiedi una copia

I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.

Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11381/2682881
Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus 2
  • ???jsp.display-item.citation.isi??? 2
social impact