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Original title:
Separation of cyclic diadenosine diphosphorothioate and the diastereomers of its difluorinated derivative and estimation of binding constants of their complexes with 2-hydroxypropyl-β-cyclodextrin by affinity capillary electrophoresis
Authors: Štěpánová, Sille ; Břehová, Petra ; Kašička, Václav
Document type: Papers
Conference/Event: Advances in Chromatography and Electrophoresis & Chiranal 2024, Olomouc (CZ), 20240617
Year: 2024
Language: eng
Abstract: Cyclic dinucleotides (CDNs) are known to activate the stimulator of interferon genes (STING), a protein that is a member of the cyclic-guanosine-adenosine synthase-STING signaling pathway and that is important for the innate immune response in eukaryotic cells. CDNs contain two ribonucleoside monophosphates linked via 3′–5′ or 2′–5′ phosphodiester bonds. Many therapeutic oligonucleotides contain phosphorothioate modification. The aim of this work was to develop a new affinity capillary electrophoresis (ACE) method for the separation of a potential anticancer drug, 2′,3′-cyclic diadenosine diphosphorothioate (Rp, Rp) (ADU-S100), and three recently synthesized diastereomers of its difluorinated derivative, 3′,3′-cyclic di(2′-fluoro,2′-deoxyadenosine phosphorothioate) [1] (see Fig. 1) using native (α-, β-, and γ-cyclodextrins (CDs)) or modified CDs (2-hydroxypropyl-β-CD (HP-β-CD) and 2-hydroxypropyl-γ-CD (HP-γ-CD)) as chiral selectors. In addition, the background electrolyte (BGE) composition and the concentration of the suitable CD should be optimized. Moreover, ACE should be applied for the estimation of the average apparent binding constants of the complexes of the analyzed CDNs with the chiral selector providing best separation.
Keywords: affinity capillary electrophoresis; binding constant; cyclic dinucleotides
Host item entry: Advances in Chromatography and Electrophoresis & Chiranal 2024, ISBN 978-80-244-6478-7
Institution: Institute of Organic Chemistry and Biochemistry AS ČR (web)
Document availability information: Fulltext is available at external website.
External URL: https://doivup.upol.cz/pdfs/doi/9900/06/7500.pdf
Original record: https://hdl.handle.net/11104/0365819
Permalink: http://www.nusl.cz/ntk/nusl-678767
The record appears in these collections:
Research > Institutes ASCR > Institute of Organic Chemistry and Biochemistry
Conference materials > Papers
Authors: Štěpánová, Sille ; Břehová, Petra ; Kašička, Václav
Document type: Papers
Conference/Event: Advances in Chromatography and Electrophoresis & Chiranal 2024, Olomouc (CZ), 20240617
Year: 2024
Language: eng
Abstract: Cyclic dinucleotides (CDNs) are known to activate the stimulator of interferon genes (STING), a protein that is a member of the cyclic-guanosine-adenosine synthase-STING signaling pathway and that is important for the innate immune response in eukaryotic cells. CDNs contain two ribonucleoside monophosphates linked via 3′–5′ or 2′–5′ phosphodiester bonds. Many therapeutic oligonucleotides contain phosphorothioate modification. The aim of this work was to develop a new affinity capillary electrophoresis (ACE) method for the separation of a potential anticancer drug, 2′,3′-cyclic diadenosine diphosphorothioate (Rp, Rp) (ADU-S100), and three recently synthesized diastereomers of its difluorinated derivative, 3′,3′-cyclic di(2′-fluoro,2′-deoxyadenosine phosphorothioate) [1] (see Fig. 1) using native (α-, β-, and γ-cyclodextrins (CDs)) or modified CDs (2-hydroxypropyl-β-CD (HP-β-CD) and 2-hydroxypropyl-γ-CD (HP-γ-CD)) as chiral selectors. In addition, the background electrolyte (BGE) composition and the concentration of the suitable CD should be optimized. Moreover, ACE should be applied for the estimation of the average apparent binding constants of the complexes of the analyzed CDNs with the chiral selector providing best separation.
Keywords: affinity capillary electrophoresis; binding constant; cyclic dinucleotides
Host item entry: Advances in Chromatography and Electrophoresis & Chiranal 2024, ISBN 978-80-244-6478-7
Institution: Institute of Organic Chemistry and Biochemistry AS ČR (web)
Document availability information: Fulltext is available at external website.
External URL: https://doivup.upol.cz/pdfs/doi/9900/06/7500.pdf
Original record: https://hdl.handle.net/11104/0365819
Permalink: http://www.nusl.cz/ntk/nusl-678767
The record appears in these collections:
Research > Institutes ASCR > Institute of Organic Chemistry and Biochemistry
Conference materials > Papers
Record created 2025-04-20, last modified 2025-05-03