Napredna pretraga

Pregled bibliografske jedinice broj: 322844

Introduction of an internal dipeptide into PNA oligomers: Thermal melting studies and further functionalization


Kersebohm, Tim; Kirin, Srećko I.; Metzler-Nolte, Nils
Introduction of an internal dipeptide into PNA oligomers: Thermal melting studies and further functionalization // Bioorganic & Medicinal Chemistry Letters, 16 (2006), 11; 2964-2968 (međunarodna recenzija, članak, znanstveni)


Naslov
Introduction of an internal dipeptide into PNA oligomers: Thermal melting studies and further functionalization

Autori
Kersebohm, Tim ; Kirin, Srećko I. ; Metzler-Nolte, Nils

Izvornik
Bioorganic & Medicinal Chemistry Letters (0960-894X) 16 (2006), 11; 2964-2968

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni

Ključne riječi
Artificial nucleases; bis(2-picolyl) amine; peptide nucleic acid (PNA); solid phase peptide synthesis; terpyridine

Sažetak
The solid phase synthesis of PNA oligomers with the internal dipeptide Gly-Phe is presented and the interaction with complementary DNA investigated. UV absorbance melting experiments with different but complementary DNA sequences show that stable PNAradical dotDNA duplexes are only obtained when there is no DNA base opposite the dipeptide unit. Instead, the dipeptide spacer forms a loop-like structure within the duplex. Further functionalization with N-heterocyclic ligands is described. p-Nitro-phenylalanine is introduced in place of Phe during solid phase synthesis and subsequently reduced to p-amino-phenylalanine. Reaction with activated acids provides the ligand conjugates in high yield and purity. This strategy opens a universal route to a large number of internal substitutions in PNA chemistry.

Izvorni jezik
Engleski

Znanstvena područja
Kemija



POVEZANOST RADA


Autor s matičnim brojem:
Srećko Kirin, (192540)

Časopis indeksira:


  • Current Contents Connect (CCC)
  • Web of Science Core Collection (WoSCC)
    • Science Citation Index Expanded (SCI-EXP)
    • SCI-EXP, SSCI i/ili A&HCI
  • Scopus
  • MEDLINE