Studies on the Interactions of 3,11-Difluoro-6,8,13-trimethyl-8<i>H</i>-quino[4,3,2-<i>kl</i>]acridinium and Insulin with the Quadruplex-Forming Oligonucleotide Sequence a2 from the Insulin-Linked Polymorphic Region

Recently, several quadruplex-DNA-forming sequences have been identified in the insulin-linked polymorphic region (ILPR), which is a guanine-rich oligonucleotide sequence in the promoter region of insulin. The formation of this non-canonical quadruplex DNA (G4-DNA) has been shown to be involved in th...

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Autores principales:	Peter Jonas Wickhorst, Heiko Ihmels, Thomas Paululat
Formato:	article
Lenguaje:	EN
Publicado:	MDPI AG 2021
Materias:	DNA recognition ILPR spectroscopic methods Organic chemistry QD241-441
Acceso en línea:	https://doaj.org/article/f73d9c5a588145f1ae2e619e0e091ca6
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id	oai:doaj.org-article:f73d9c5a588145f1ae2e619e0e091ca6
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spelling	oai:doaj.org-article:f73d9c5a588145f1ae2e619e0e091ca62021-11-11T18:34:14ZStudies on the Interactions of 3,11-Difluoro-6,8,13-trimethyl-8<i>H</i>-quino[4,3,2-<i>kl</i>]acridinium and Insulin with the Quadruplex-Forming Oligonucleotide Sequence a2 from the Insulin-Linked Polymorphic Region10.3390/molecules262165951420-3049https://doaj.org/article/f73d9c5a588145f1ae2e619e0e091ca62021-10-01T00:00:00Zhttps://www.mdpi.com/1420-3049/26/21/6595https://doaj.org/toc/1420-3049Recently, several quadruplex-DNA-forming sequences have been identified in the insulin-linked polymorphic region (ILPR), which is a guanine-rich oligonucleotide sequence in the promoter region of insulin. The formation of this non-canonical quadruplex DNA (G4-DNA) has been shown to be involved in the biological activity of the ILPR, specifically with regard to its interplay with insulin. In this context, this contribution reports on the investigation of the association of the quadruplex-forming ILPR sequence <b>a2</b> with insulin as well as with the well-known G4-DNA ligand 3,11-difluoro-6,8,13-trimethyl-8<i>H</i>-quino[4,3,2-<i>kl</i>]acridinium (<b>1</b>), also named RHPS4, by optical and NMR spectroscopy. CD- and NMR-spectroscopic measurements confirmed the preferential formation of an antiparallel quadruplex structure of <b>a2</b> with four stacked guanine quartets. Furthermore, ligand <b>1</b> has high affinity toward <b>a2</b> and binds by terminal <i>π</i> stacking to the G1–G11–G15–G25 quartet. In addition, the spectroscopic studies pointed to an association of insulin to the deoxyribose backbone of the loops of <b>a2</b>.Peter Jonas WickhorstHeiko IhmelsThomas PaululatMDPI AGarticleDNA recognitionILPRspectroscopic methodsOrganic chemistryQD241-441ENMolecules, Vol 26, Iss 6595, p 6595 (2021)
institution	DOAJ
collection	DOAJ
language	EN
topic	DNA recognition ILPR spectroscopic methods Organic chemistry QD241-441
spellingShingle	DNA recognition ILPR spectroscopic methods Organic chemistry QD241-441 Peter Jonas Wickhorst Heiko Ihmels Thomas Paululat Studies on the Interactions of 3,11-Difluoro-6,8,13-trimethyl-8<i>H</i>-quino[4,3,2-<i>kl</i>]acridinium and Insulin with the Quadruplex-Forming Oligonucleotide Sequence a2 from the Insulin-Linked Polymorphic Region
description	Recently, several quadruplex-DNA-forming sequences have been identified in the insulin-linked polymorphic region (ILPR), which is a guanine-rich oligonucleotide sequence in the promoter region of insulin. The formation of this non-canonical quadruplex DNA (G4-DNA) has been shown to be involved in the biological activity of the ILPR, specifically with regard to its interplay with insulin. In this context, this contribution reports on the investigation of the association of the quadruplex-forming ILPR sequence <b>a2</b> with insulin as well as with the well-known G4-DNA ligand 3,11-difluoro-6,8,13-trimethyl-8<i>H</i>-quino[4,3,2-<i>kl</i>]acridinium (<b>1</b>), also named RHPS4, by optical and NMR spectroscopy. CD- and NMR-spectroscopic measurements confirmed the preferential formation of an antiparallel quadruplex structure of <b>a2</b> with four stacked guanine quartets. Furthermore, ligand <b>1</b> has high affinity toward <b>a2</b> and binds by terminal <i>π</i> stacking to the G1–G11–G15–G25 quartet. In addition, the spectroscopic studies pointed to an association of insulin to the deoxyribose backbone of the loops of <b>a2</b>.
format	article
author	Peter Jonas Wickhorst Heiko Ihmels Thomas Paululat
author_facet	Peter Jonas Wickhorst Heiko Ihmels Thomas Paululat
author_sort	Peter Jonas Wickhorst
title	Studies on the Interactions of 3,11-Difluoro-6,8,13-trimethyl-8<i>H</i>-quino[4,3,2-<i>kl</i>]acridinium and Insulin with the Quadruplex-Forming Oligonucleotide Sequence a2 from the Insulin-Linked Polymorphic Region
title_short	Studies on the Interactions of 3,11-Difluoro-6,8,13-trimethyl-8<i>H</i>-quino[4,3,2-<i>kl</i>]acridinium and Insulin with the Quadruplex-Forming Oligonucleotide Sequence a2 from the Insulin-Linked Polymorphic Region
title_full	Studies on the Interactions of 3,11-Difluoro-6,8,13-trimethyl-8<i>H</i>-quino[4,3,2-<i>kl</i>]acridinium and Insulin with the Quadruplex-Forming Oligonucleotide Sequence a2 from the Insulin-Linked Polymorphic Region
title_fullStr	Studies on the Interactions of 3,11-Difluoro-6,8,13-trimethyl-8<i>H</i>-quino[4,3,2-<i>kl</i>]acridinium and Insulin with the Quadruplex-Forming Oligonucleotide Sequence a2 from the Insulin-Linked Polymorphic Region
title_full_unstemmed	Studies on the Interactions of 3,11-Difluoro-6,8,13-trimethyl-8<i>H</i>-quino[4,3,2-<i>kl</i>]acridinium and Insulin with the Quadruplex-Forming Oligonucleotide Sequence a2 from the Insulin-Linked Polymorphic Region
title_sort	studies on the interactions of 3,11-difluoro-6,8,13-trimethyl-8<i>h</i>-quino[4,3,2-<i>kl</i>]acridinium and insulin with the quadruplex-forming oligonucleotide sequence a2 from the insulin-linked polymorphic region
publisher	MDPI AG
publishDate	2021
url	https://doaj.org/article/f73d9c5a588145f1ae2e619e0e091ca6
work_keys_str_mv	AT peterjonaswickhorst studiesontheinteractionsof311difluoro6813trimethyl8ihiquino432ikliacridiniumandinsulinwiththequadruplexformingoligonucleotidesequencea2fromtheinsulinlinkedpolymorphicregion AT heikoihmels studiesontheinteractionsof311difluoro6813trimethyl8ihiquino432ikliacridiniumandinsulinwiththequadruplexformingoligonucleotidesequencea2fromtheinsulinlinkedpolymorphicregion AT thomaspaululat studiesontheinteractionsof311difluoro6813trimethyl8ihiquino432ikliacridiniumandinsulinwiththequadruplexformingoligonucleotidesequencea2fromtheinsulinlinkedpolymorphicregion
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Studies on the Interactions of 3,11-Difluoro-6,8,13-trimethyl-8<i>H</i>-quino[4,3,2-<i>kl</i>]acridinium and Insulin with the Quadruplex-Forming Oligonucleotide Sequence a2 from the Insulin-Linked Polymorphic Region

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