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Pregled bibliografske jedinice broj: 974192

Ten-membered rings as key interaction motifs in folding of desmuramyl di-, tri-, and tetrapeptides


Ribić, Rosana; Kodrin, Ivan; Biljan, Ivana; Paurević, Marija; Tomić-Pisarović, Srđanka
Ten-membered rings as key interaction motifs in folding of desmuramyl di-, tri-, and tetrapeptides // Structural chemistry, 30 (2019), 743-754 doi:10.1007/s11224-018-1234-x (međunarodna recenzija, članak, znanstveni)


Naslov
Ten-membered rings as key interaction motifs in folding of desmuramyl di-, tri-, and tetrapeptides

Autori
Ribić, Rosana ; Kodrin, Ivan ; Biljan, Ivana ; Paurević, Marija ; Tomić-Pisarović, Srđanka

Izvornik
Structural chemistry (1040-0400) 30 (2019); 743-754

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

Ključne riječi
Desmuramyl peptides ; Adamantane ; Adjuvants ; Conformational analysis ; β-Turn-like folding

Sažetak
Muropeptides are fragments of polymeric peptidoglycan, unique constituent of bacterial cell walls, acting as immunostimulators (adjuvants). The smallest biologically active unit of peptidoglycan is N-acetylmuramyl-L-alanyl-D-isoglutamine. In this paper, the synthesis and conformational analysis of desmuramyl peptides, derivatives lacking the N-acetylmuramyl moiety, is described. Systematic conformational analysis (bottom-up approach) of peptides in zwitterionic and non-zwitterionic forms of corresponding desmuramyl di-, tri-, and tetrapeptides was performed and results were compared with experimental data obtained by NMR study. Ten-membered ring (C10, N1bH⋯O3) formed between isoGln amide group and C=O of AdGly was found to be a key interaction that constitutes the central structural spine and initiates β-turn-like folding in our model peptide systems.

Izvorni jezik
Engleski

Znanstvena područja
Kemija



POVEZANOST RADA


Projekt / tema
HRZZ-IP-2013-11-7444 - Organske molekule u kondenziranoj fazi: međudjelovanja i modeliranje (Hrvoj Vančik, )
HRZZ-IP-2014-09-7899 - Sinteza, strukturna analiza i biološka evaluacija peptidomimetika i glikonjugata (Srđanka Tomić-Pisarović, )

Ustanove
Prirodoslovno-matematički fakultet, Zagreb

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


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