Pregled bibliografske jedinice broj: 974192
Ten-membered rings as key interaction motifs in folding of desmuramyl di-, tri-, and tetrapeptides
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)
CROSBI ID: 974192 Za ispravke kontaktirajte CROSBI podršku putem web obrasca
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 (1572-9001) 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
Projekti:
HRZZ-IP-2013-11-7444 - Organske molekule u kondenziranoj fazi: međudjelovanja i modeliranje (ORGMOL) (Vančik, Hrvoj, HRZZ - 2013-11) ( CroRIS)
HRZZ-IP-2014-09-7899 - Sinteza, strukturna analiza i biološka evaluacija peptidomimetika i glikonjugata (PEPTGLYCOSAR) (Tomić-Pisarović, Srđanka, HRZZ - 2014-09) ( CroRIS)
Ustanove:
Prirodoslovno-matematički fakultet, Zagreb,
Sveučilište u Osijeku - Odjel za kemiju,
Sveučilište Sjever, Koprivnica
Profili:
Marija Paurević
(autor)
Ivana Biljan
(autor)
Rosana Ribić
(autor)
Ivan Kodrin
(autor)
Srđanka Tomić-Pisarović
(autor)
Citiraj ovu publikaciju:
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