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master's thesis
Sinteza konjugata cijaninskih boja i aminokiselina i istraživanje njihovih interakcija s DNA i RNA
Zagreb: University of Zagreb, Faculty of Science, 2018. urn:nbn:hr:217:397206
Slade, Jakov
University of Zagreb
Faculty of Science
Department of Chemistry

Institutional repository: Repository of the Faculty of Science

Cite this document

Slade, J. (2018). Sinteza konjugata cijaninskih boja i aminokiselina i istraživanje njihovih interakcija s DNA i RNA (Master's thesis). Zagreb: University of Zagreb, Faculty of Science. Retrieved from https://urn.nsk.hr/urn:nbn:hr:217:397206

Slade, Jakov. "Sinteza konjugata cijaninskih boja i aminokiselina i istraživanje njihovih interakcija s DNA i RNA." Master's thesis, University of Zagreb, Faculty of Science, 2018. https://urn.nsk.hr/urn:nbn:hr:217:397206

Slade, Jakov. "Sinteza konjugata cijaninskih boja i aminokiselina i istraživanje njihovih interakcija s DNA i RNA." Master's thesis, University of Zagreb, Faculty of Science, 2018. https://urn.nsk.hr/urn:nbn:hr:217:397206

Slade, J. (2018). 'Sinteza konjugata cijaninskih boja i aminokiselina i istraživanje njihovih interakcija s DNA i RNA', Master's thesis, University of Zagreb, Faculty of Science, accessed 22 November 2024, https://urn.nsk.hr/urn:nbn:hr:217:397206

Slade J. Sinteza konjugata cijaninskih boja i aminokiselina i istraživanje njihovih interakcija s DNA i RNA [Master's thesis]. Zagreb: University of Zagreb, Faculty of Science; 2018 [cited 2024 November 22] Available at: https://urn.nsk.hr/urn:nbn:hr:217:397206

J. Slade, "Sinteza konjugata cijaninskih boja i aminokiselina i istraživanje njihovih interakcija s DNA i RNA", Master's thesis, University of Zagreb, Faculty of Science, Zagreb, 2018. Available at: https://urn.nsk.hr/urn:nbn:hr:217:397206

Metadata
TitleSinteza konjugata cijaninskih boja i aminokiselina i istraživanje njihovih interakcija s DNA i RNA
Title (english)Syntesis of cyanine dyes-amino acid conjugates and study of their interactions with DNA and RNA
AuthorJakov Slade
MentorIvo Piantanida (mentor)
Committee memberSnežana Miljanić (predsjednik povjerenstva)
Committee memberVesna Petrović Peroković (član povjerenstva)
Committee memberJosip Požar (član povjerenstva)
Committee memberSanda Rončević (član povjerenstva)
GranterUniversity of Zagreb
Faculty of Science
(Department of Chemistry)
Zagreb
Defense date and country2018-06-13, Croatia
Scientific / art field,
discipline and subdiscipline		NATURAL SCIENCES
Chemistry
Abstract
Cijaninske boje su važne fluorescentne probe za nukleinske kiseline koje pokazuju veliki afinitet za vezanje prema DNA i RNA. Sintetizirani su konjugati cijaninske boje i aminokiseline krenuvši od polaznih spojeva: benzotiazola, lepidina i DL-propargilglicina. Ključan korak sinteze je bakrom katalizirana cikloadicija azida i alkina (tzv. „klik“ reakcija). Dobivena su tri spoja s etilnim, propilnim i butilnim veznim lancem između cijaninskog i triazolnog dijela konjugata. Ispitane su interakcije dobivenih spojeva s različitim polinukleotidima, koristeći standardne spektrofotometrijske metode UV/Vis-spektroskopije, termičke denaturacije i fluorimetrije. Nove aminokiselinske boje, iako intrinzično ne-fluorescentne, daju snažan fluorimetrijski odgovor nakon vezanja na dvolančane (ds)-DNA ili (ds)-RNA, pri čemu se selektivnost u odgovoru emisije različitih polinukleotidnih sekundarnih struktura kontrolira dužinom poveznice. Novosintetizirani konjugati se različito vežu za polinukleotide različite sekundarne strukture, uz odgovarajuće različite intenzitete fluorescencijske emisije. Spektrofotometrijska ispitivanja upućuju većinom na vezanje cijaninske boje u utore DNA/RNA, no neki derivati u određene DNA/RNA interkaliraju.
Abstract (english)
Cyanine dyes are important fluorescence probes for nucleic acids exhibiting high affinity for binding to DNA and RNA. Conjugates of cyanine dye and amino acid were synthesized from the starting compounds: benzothiazole, lepidine and DL-propargylglycine. The key step of synthesis is copper-catalyzed cycloaddition of azide and alkynes, a so called “click” reaction. Three compounds were obtained with the ethyl, propyl and butyl linkers between the cyanine part and the triazole part of the conjugate. The interactions of the conjugates with different polynucleotides were investigated using standard spectroscopic methods of UV/Vis spectroscopy, thermal denaturation experiments and fluorescence. Novel amino acid dyes, although intrinsically non-fluorescent, give rise to strong fluorimetric response upon binding to double-stranded (ds)-DNAs or (ds)-RNA, whereby selectivity in emission response to various polynucleotide secondary structures is controlled by linker length. Mostly, new compounds bind to the polynucleotide minor groove, while in some specific cases intercalation into DNA/RNA was observed.
Keywords
Keywords (english)
Languagecroatian
URN:NBNurn:nbn:hr:217:397206
Study programmeTitle: Graduate university studies in chemistry; specializations in: Research programme
Course: Research programme
Study programme type: university
Study level: graduate
Academic / professional title: magistar/magistra kemije (magistar/magistra kemije)
Type of resourceText
File originBorn digital
Access conditionsOpen access
Terms of useLicence In copyright icon
Created on2018-07-06 10:36:39