A short, efficient and high-yielding approach for the diastereoselective syntheses of the four (5'S)- and (5'R)-5',8-cyclopurine lesions and their phosphoramidites has been developed. The intermediates prepared by these synthetic pathways provide an easy access to those modified nucleosides that constitute an important molecular library for recognition of DNA damage. With respect to previous synthesis, the key methodologies for cyclization steps and phosphoramidite synthesis were ameliorated.

Problem solving approach for the diastereoselective synthesis of (5'S)-and (5'R)-5',8 cyclopurine lesions

Chryssostomos Chatgilialoglu;Annalisa Masi;Anna Sansone;
2014

Abstract

A short, efficient and high-yielding approach for the diastereoselective syntheses of the four (5'S)- and (5'R)-5',8-cyclopurine lesions and their phosphoramidites has been developed. The intermediates prepared by these synthetic pathways provide an easy access to those modified nucleosides that constitute an important molecular library for recognition of DNA damage. With respect to previous synthesis, the key methodologies for cyclization steps and phosphoramidite synthesis were ameliorated.
2014
Istituto per la Sintesi Organica e la Fotoreattivita' - ISOF
DNA LESIONS; RADICAL CYCLIZATION; (5'R)-5'
8-CYCLO-2'-DEOXYGUANOSINE; (5'S)-5'
8-CYCLO-2'-DEOXYGUANOSINE; GENERATION
File in questo prodotto:
Non ci sono file associati a questo prodotto.

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/20.500.14243/278494
Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus 10
  • ???jsp.display-item.citation.isi??? 11
social impact