prikaz prve stranice dokumenta MULTIFUNCTIONAL MOLECULAR RECOGNITION OF DNA/RNA SECONDARY STRUCTURE BY MOLECULAR SENZORS
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doctoral thesis
MULTIFUNCTIONAL MOLECULAR RECOGNITION OF DNA/RNA SECONDARY STRUCTURE BY MOLECULAR SENZORS
2019. urn:nbn:hr:193:797904
Šmidlehner, Tamara
University of Rijeka
Faculty of Biotechnology and Drug Development

Cite this document

Šmidlehner, T. (2019). MULTIFUNCTIONAL MOLECULAR RECOGNITION OF DNA/RNA SECONDARY STRUCTURE BY MOLECULAR SENZORS (Doctoral thesis). Rijeka: University of Rijeka. Retrieved from https://urn.nsk.hr/urn:nbn:hr:193:797904

Šmidlehner, Tamara. "MULTIFUNCTIONAL MOLECULAR RECOGNITION OF DNA/RNA SECONDARY STRUCTURE BY MOLECULAR SENZORS." Doctoral thesis, University of Rijeka, 2019. https://urn.nsk.hr/urn:nbn:hr:193:797904

Šmidlehner, Tamara. "MULTIFUNCTIONAL MOLECULAR RECOGNITION OF DNA/RNA SECONDARY STRUCTURE BY MOLECULAR SENZORS." Doctoral thesis, University of Rijeka, 2019. https://urn.nsk.hr/urn:nbn:hr:193:797904

Šmidlehner, T. (2019). 'MULTIFUNCTIONAL MOLECULAR RECOGNITION OF DNA/RNA SECONDARY STRUCTURE BY MOLECULAR SENZORS', Doctoral thesis, University of Rijeka, accessed 05 April 2025, https://urn.nsk.hr/urn:nbn:hr:193:797904

Šmidlehner T. MULTIFUNCTIONAL MOLECULAR RECOGNITION OF DNA/RNA SECONDARY STRUCTURE BY MOLECULAR SENZORS [Doctoral thesis]. Rijeka: University of Rijeka; 2019 [cited 2025 April 05] Available at: https://urn.nsk.hr/urn:nbn:hr:193:797904

T. Šmidlehner, "MULTIFUNCTIONAL MOLECULAR RECOGNITION OF DNA/RNA SECONDARY STRUCTURE BY MOLECULAR SENZORS", Doctoral thesis, University of Rijeka, Rijeka, 2019. Available at: https://urn.nsk.hr/urn:nbn:hr:193:797904

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Metadata
TitleMULTIFUNCTIONAL MOLECULAR RECOGNITION OF DNA/RNA SECONDARY STRUCTURE BY MOLECULAR SENZORS
Title (english)MULTIFUNKCIONALNO MOLEKULSKO PREPOZNAVANJE SEKUNDARNE STRUKTURE DNA/RNA MOLEKULSKIM SENZORIMA
AuthorTamara Šmidlehner
MentorIvo Piantanida (mentor)
Committee memberDražen Vikić-Topić (predsjednik povjerenstva)
Committee memberElitza Petkova Markova - Car (član povjerenstva)
Committee memberKarlo Wittine (član povjerenstva)
GranterUniversity of Rijeka
(Faculty of Biotechnology and Drug Development)
Rijeka
Defense date and country2019, Croatia
Scientific / art field,
discipline and subdiscipline		BIOTECHNICAL SCIENCES
Biotechnology
Universal decimal classification
(UDC)		577 - Biochemistry. Molecular biology. Biophysics
Abstract
By simple synthetic procedures were prepared various novel conjugates of cyanine dyes linked to amino acid side chains (Cy-aa), designed for easy incorporation into any position within peptide backbone. The proof of principle was confirmed by the first peptide-bond coupling with pyrene-fluorophore, to give peptidic cyanine-pyrene (Cy-aa-Pyr) conjugates. In general, all new conjugates revealed micromolar affinities toward ds-DNA or ds-RNA, accompanied by moderate thermal stabilization of... More polynucleotide double helix. However, conjugates showed recognition of various DNA or RNA secondary structures by two highly sensitive methods, fluorescence and CD spectropolarimetry. Detailed analysis of all results revealed several most important structural variations, which can be used for the fine tuning of DNA/RNA selectivity. The length of a linker between cyanine and amino acid is proportional to aggregation ability of a cyanine dye within polynucleotide binding site, at variance to addition of fluorine or chlorine on cyanine core, which hampered aggregation. Furthermore, fluorine or chlorine on cyanine switched the selectivity of fluorescence response in favour of GC-DNA, in respect to non-halogenated conjugates being fluorescently selective toward AU-RNA. Change of cyanine, from thiazole orange (TO) into oxazole yellow (YO), induced an Abstract Doctoral dissertation ii inversion of the induced CD sign only for GC-DNA, as a consequence of different aggregation pattern of Cy-aa within the DNA binding site. Two newly prepared cyanine-pyrene (Cy-aa-Pyr) conjugates proved the concept of linking two FRET-paired chromophores. The FRET-system was fluorescently silent in a free solution but selectively switched-on upon binding to the target (DNA, RNA, protein). Namely, the efficiency of FRET was dependent on DNA or RNA secondary structure, as well as on the structure of Cy-aa-Pyr conjugate. Moreover, FRET was only observed for protein (BSA) binding of one conjugate linked over quinoline moiety of cyanine, while its Cy-aa-Pyr analogue linked over benzothiazole remained FRET silent. Both Cy-aa-Pyr revealed strong fluorescence changes of pyrene for protein (BSA) binding and strong emission of cyanine only for DNA/RNA binding, thus behaving as double-headed fluoro-probes. Some of new conjugates were applicable also in in vitro staining experiments due to their low cytotoxicity and showed specific staining of mitochondria within living cells. Less
Abstract (english)
Rad ne sadrži sažetak na drugom jeziku.
Keywords
Keywords (english)
Languagecroatian
URN:NBNurn:nbn:hr:193:797904
Study programmeTitle: Medicinal chemistry
Study programme type: university
Study level: postgraduate
Academic / professional title: doktor/doktorica znanosti, interdisciplinarna područja znanosti, polje biotehnologija u biomedicini (doktor/doktorica znanosti, interdisciplinarna područja znanosti, polje biotehnologija u biomedicini)
Type of resourceText
File originBorn digital
Access conditionsAccess restricted to students and staff of home institution
Terms of useLicence In copyright icon
Created on2019-01-09 10:58:54
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