Ispitivanje interakcija imidazo-piridinskih derivata s DNA i RNA spektroskopskim metodama

master's thesis

• Title (english): Study of the interaction of imidazo-pyridine derivatives with DNA and RNA by spectroscopic methods
• Author: Lea Grgić
• Mentor: Marijana Radić Stojković (mentor)
• Committee member: Iva Juranović Cindrić (predsjednik povjerenstva)
• Committee member: Vesna Petrović Peroković (član povjerenstva)
• Committee member: Dubravka Matković-Čalogović (član povjerenstva)
• Committee member: Nives Galić (član povjerenstva)
• Granter: University of Zagreb; Faculty of Science; (Department of Chemistry); Zagreb
• Defense date and country: 2021-09-23, Croatia
• Scientific / art field, discipline and subdiscipline: NATURAL SCIENCES; Chemistry

Abstract

U ovom diplomskom radu spektroskopski su okarakterizirane vodene otopine šest derivata imidazo[4,5-b]piridina s molekulama DNA i RNA. Spojevi apsorbiraju u području 230 ̶ 500 nm i utvrđeno je da u tom koncentracijskom području, ne agregiraju. Ispitane su interakcije spojeva s različitim dvolančanim polinukleotidima koristeći UV/Vis-spektroskopiju (termička denaturacija polinukleotida), fluorimetriju i spektroskopiju cirkularnog dikroizma (CD). Zamijećeno je da na promjenu fluorescencije u titracijama s DNA i RNA utječe položaj amino bočnih ogranaka na tetracikličkom prstenu. Na jačinu interakcije s DNA/RNA utjecali su i položaj amino bočnog ogranka i naboj liganda. Ispitivani spojevi su akiralni te nemaju CD spektar. Mjerenja CD sa spojevima s amino bočnim ogrankom na C2 položaju upućuju na mješoviti način vezanja tih derivata u DNA i RNA. Promjene u CD spektrima s piperazinskim derivatima upućuju na interkalativni način vezanja, dok kod spojeva s amino bočnim ogrankom na položaju C5 upućuju na nespecifično vezanje agregiranih spojeva uz okosnicu DNA/RNA.

Abstract (english)

Water solutions of six imidazo[4,5-b]pyridine derivatives with DNA and RNA were spectroscopically characterized. The compounds absorb in the 230-500 nm range and do not aggregate in that concentration range. Interactions of compounds with different double-stranded polynucleotides were studied using UV/Vis spectroscopy (thermal denaturation of polynucleotides), fluorimetry and CD spectroscopy. The change in fluorescence in the titrations with DNA and RNA was influenced by the position of the amino side pendants on the tetracyclic ring. DNA/RNA interaction strength was also influenced by the position of the amino side pendant and lingand's charge. These compunds are achiral and do not have CD spectrum. CD measurements of derivatives with an amino side pendant at the C2 position suggest a mixed binding mode to DNA and RNA. Changes in the CD spectra with piperazine derivatives indicate intercalation binding, whereas compounds with an amino side pendant at the C5 position indicate nonspecific binding of aggregated compounds along the DNA/RNA backbone.

• Keywords: apsorbancija; cirkularni dikroizam; fluorescencija; imidazo[4; 5-b]piridini
• Keywords (english): absorbance; circular dichroism; fluorescence; imidazo[4; 5-b]derivatives
• Language: croatian
• URN:NBN: urn:nbn:hr:217:567642
• Project: Number: IP-2018-01-4694; Title: Molekularno prepoznavanje DNA:RNA hibridnih i višelančanih struktura u bioanalitičkim i in vitro sustavima; Acronym: DNARNAHyB-MolBio; Leader: Marijana Radić Stojković; Jurisdiction: Croatia; Funder: HRZZ; Funding stream: IP
• 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: 2023-09-23
• Created on: 2021-09-30 09:11:04