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Sinteza novih N-alkiliranih sulfonamidov s potencialnim protibakterijskim delovanjem = Synthesis of new N-alkylated sulfonamides with potential antibacterial activity : diplomska nalogaŠink, RomanPeptidoglikan, iz katerega je sestavljena bakterijska celièna stena, s svojo trdnostjo zagotavlja prezivetje bakterije tudi ob neugodnih razmerah v okolju.Zaradi njegove edinstvene sestave in ker ga ... ne najdemo v sesalskih celicah, je peptidoglikan zelo primerna tarèa za naèrtovanje novih protibakterijskih uèinkovin. Pri sintezi peptidoglikana sodelujejo Mur ligaze,ki sintetizirajo znotrajceliène pekurzorje. Znotrajcelièni prekurzor peptidoglikana je UDP-N-acetilmuramil pentapeptid, ki se z lipidnim nosilcem prenese skozi citoplazemsko membrano. Encimi MurC, MurD, MurE in MurF katalizirajo zelo podobne reakcije pripenjanja aminokislin in kot vir energijeuporabljajo ATP, medtem ko se encima MurA in MurB razlikujeta. Ti encimi so zanimive tarèe za razvoj novih protibakterijskih uèinkovin, ki jih lahko pripravimo z bioizosternimi zamenjavami. V sintetiziranih spojinah smo kot bioizosterno zamenjavo za peptidno vez uporabili sulfonamidno vez.Sulfonamide smo sintetizirali z reakcijo med arilsulfonil kloridom in zasèiteno D-glutaminsko kislino ali L-alaninom. Te spojine smo N-alkilirali pod razliènimi pogoji, da smo nasli najbolj primerno pot za pripravo N- alkiliranih sulfonamidov. Tako dobljenim spojinam smo odstranili zasèito na aminokislinskem ostanku D-glutaminske kisline ali L-alanina. S tem smo postavili osnove sistemu, ki bo omogoèal pripravo N-alkiliranih sulfonamidov. Na osnovi teh spoznanj smo pripravili 8 novih N-alkiliranih sulfonamidov (spojine 14, 16, 22, 25, 30, 33, 37 in 40), ki bi lahko bili multisubstratni inhibitorji Mur ligaz.Type of material - undergraduate thesisPublication and manufacture - Ljubljana : [Šink R.], 2006Language - slovenianCOBISS.SI-ID - 1915761
Author
Šink, Roman
Other authors
Gobec, Stanislav, 1970- |
Humljan, Jan
Topics
peptidomimetiki |
sulfonamidi |
inhibitorji Mur ligaz |
sinteza |
metode
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Library/institution |
City | Acronym | For loan | Other holdings |
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Faculty of Pharmacy, Ljubljana | Ljubljana | FFALJ |
reading room 1 cop.
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DRS, in which the journal is indexed
Database name | Field | Year |
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Links to authors' personal bibliographies | Links to information on researchers in the SICRIS system |
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Šink, Roman | 28862 |
Gobec, Stanislav, 1970- | 15284 |
Humljan, Jan | 23599 |
Source: Personal bibliographies
and: SICRIS
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