Ispitivanje interakcija derivata cijanina i piperazina s dvolančanim DNA i RNA spektroskopskim metodama

master's thesis

• Title (english): Study of interactions of cyanine-piperazine derivatives with double-stranded DNA and RNA by spectroscopic methods
• Author: Silvia Pšeničnik
• Mentor: Lidija-Marija Tumir (mentor)
• Committee member: Iva Juranović Cindrić (predsjednik povjerenstva)
• Committee member: Ines Primožič (član povjerenstva)
• Committee member: Željka Soldin (član povjerenstva)
• Committee member: Snežana Miljanić (član povjerenstva)
• Granter: University of Zagreb; Faculty of Science; (Department of Chemistry); Zagreb
• Defense date and country: 2019-09-24, Croatia
• Scientific / art field, discipline and subdiscipline: NATURAL SCIENCES; Chemistry

Abstract

U okviru ovog diplomskog rada spektroskopski su okarakterizirane vodene otopine šest novosintetiziranih cijaninskih boja koje sadržavaju benzotiazolnu podjedinicu i metilpiperazinsku, odnosno fenilpiperazinsku podjedinicu. Ispitane su njihove interakcije s dvolančanim polinukleotidima. Interakcije cijaninskih boja s različitim polinukleotidima ispitane su koristeći standardne spektrofotometrijske metode UV/Vis-spektroskopije, termičke denaturacije, fluorimetrije i CD spektroskopije. Otopine spojeva imaju UV/Vis spektar u području od 220 nm do 600 nm i velike molarne ekstincijske koeficijente, a slabi intenzitet fluorescencije spojeva značajno se povećao dodatkom polinukleotida. Ispitani spojevi su akiralni te nemaju CD spektar. Novosintetizirani derivati različito se vežu za polinukleotide različite sekundarne strukture, uz odgovarajuće različite intenzitete fluorescencije. Općenito, fenilpiperazinski spojevi pokazuju slabije vezanje od metilpiperazinskih spojeva. Spektrofotometrijska ispitivanja upućuju većinom na vezanje cijaninske boje u utore DNA/RNA, no kod fenilpiperazinskih derivata može se pretpostaviti interkalativni način vezanja.

Abstract (english)

In the scope of thesis water solution of six newly synthesized cyanine dyes containing the benzothiazole subunit and the methylpiperazine or phenylpiperazine subunits were characterized spectroscopicaly. Their interactions with double-stranded polynucleotides were studied. The interactions of the conjugates with different polynucleotides were studied using standard spectroscopic methods of UV/Vis spectroscopy, thermal denaturation experiments, fluorescence and CD spectroscopy. Aqueous solutions of compounds absorbed in the UV/Vis region 220-600 nm and had a high molar extinction coefficients. Compounds had a large increase in fluorescence intensity upon addition of polynucleotides. Aqueous solutions of compounds had no intrinsic CD spectrum. Novel cyano 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. In general, phenylpiperazine compounds show weaker binding than metylpiperazine compounds. Mostly, new compounds bind to the polynucleotide minor groove, while in case of phenyl-piperazine derivatives intercalation into DNA/RNA was observed.

• Keywords: apsorbancija; cirkularni dikroizam; cijaninske boje; DNA; fluorescencija; RNA
• Keywords (english): absorbance; circular dichroism; cyanine dyes; DNA; fluorescence; RNA
• Language: croatian
• URN:NBN: urn:nbn:hr:217:696021
• Study programme: Title: 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 resource: Text
• File origin: Born digital
• Access conditions: Open access; Embargo expiration date: 2020-03-24
• Created on: 2019-09-27 09:03:58