Adamantoylated biologically active small peptides and glycopeptides structurally related to the bacterial peptidoglycan (CROSBI ID 48813)
Prilog u knjizi | izvorni znanstveni rad
Podaci o odgovornosti
Frkanec, Ruža ; Vranešić, Branka ; Tomić, Srđanka
engleski
Adamantoylated biologically active small peptides and glycopeptides structurally related to the bacterial peptidoglycan
A large number of novel synthetic compounds representing smaller parts of original peptidoglycan molecules, has been synthesized and found to possess versatile biological activity, particularly immunomodulating properties. A series of compounds containing the adamantyl residues coupled to peptides and glycopeptides characteristic for bacterial peptidoglycan was described. The new adamantylpeptides and adamantylglycopeptides were prepared starting from N-protected racemic adamantylglycine and dipeptide L-Ala-D-isoglutamine. The adamantyl glycopeptides were obtained by coupling the adamantyltripeptides with alpha-D-mannose moiety through spacer molecule of fixed chirality. Since the starting material was D, L-(adamantyl-glycine) the condensation products with the dipeptide were mixtures of diastereoisomers. The obtained diastereoisomers were separated, characterized and tested for immunostimulating activity. An HPLC method for purity testing was developed and adapted for the particular compounds.
adamantane, mannose, adamantylglycine, peptidoglycan monomer, adamantyltripeptide, bacterial peptydoglycan, adjuvant
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Podaci o prilogu
91-106.
objavljeno
Podaci o knjizi
Peptide modifications to increase metabolic stability and activity
Čudić, Predrag
New York (NY): Humana Press
2013.
978-1-62703-651-1