406 KB47 KB199820252022Frlan, RokHrast, MartinaKuzmič, Samo<v tisku>številka:vol. 69DOI:10.17344/acsi.2021.6673COBISSID_HOST:108102659ISSN:1580-3155URN:URN:NBN:SI:doc-GAHRKIS5enSlovenian Chemical SocietySlovensko kemijsko društvoActa chimica slovenicaantibacterial agentsantibakterijska sredstvaaziridinesaziridinibiomarkerjibiomarkersbojne glavedipeptidesdipeptidiPeptidiwarheadsThe synthesis of (2R)-aziridine-2-carboxylic acid containing dipeptides|Optimized conditions for the synthesis of fully deprotected (2R)-aziridine containing dipeptides are described. Preparation of fully protected N- and C- terminal aziridine containing dipeptides was found to be straightforward and high yielding for the majority of compounds, whereas their full deprotection was possible only for C-terminal analogs. Deprotection of N-terminal derivatives using standard procedures of peptide chemistry was found difficult providing only mixtures of unidentifiable products. The described molecules have potential as building blocks in synthetic chemistry, in the chemical biology arena, as covalent modifiers, and as biomarkersV prispevku so opisani optimizirani pogoji za sintezo dipeptidov, ki vsebujejo popolnoma odščiten (2R)-aziridin. Priprava popolnoma zaščitenih N- in C- terminalnih dipeptidov, ki vsebujejo aziridin, je enostavna in poteka z visokim izkoristkom za večino spojin, medtem ko je njihova popolna odščita možna le za C-terminalne analoge. Odstranjevanje zaščite z N-terminalnih derivatov z uporabo standardnih postopkov peptidne kemije se je izkazalo kot težko, saj vodi do mešanice nedoločljivih produktov. Opisane molekule imajo velik potencial kot gradniki v sintezni kemiji, na področju kemijske biologije, kot kovalentni modifikatorji in kot biomarkerjiTEXTznanstveno časopisjejournalsSlovenian National E-content AggregatorNational and University Library of SloveniaSlovensko kemijsko društvo