About: Synthesis and properties of ApA analogues with shortened phosphonate internucleotide linkage

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rdf:type	skos:Concept http://linked.opendata.cz/ontology/domain/vavai/Vysledek
Description	A complete series of the 2'–5' and 3'–5' regioisomeric types of r(ApA) and 2'-d(ApA) analogues with the α-hydroxy-phosphonate C3' -O-P-CH(OH)-C4%22 internucleotide linkage, isopolar but non-isosteric with the phosphodiester one, were synthesized and their hybridization properties with polyU studied. Due to chirality on the 5'-carbon atom of the modified internucleotide linkage, each regioisomeric type of ApA dimer is split into epimeric pairs. The role of 5'-hydroxyl of the alpha-hydroxy-phosphonate moiety during hybridization was studied. NMR conformational study on modified sugar-phosphate backbone, along with hybridization measurements and MDS, revealed remarkable differences in the stability of complexes with polyU, depending on the 5'-carbon atom configuration. A complete series of the 2'–5' and 3'–5' regioisomeric types of r(ApA) and 2'-d(ApA) analogues with the α-hydroxy-phosphonate C3' -O-P-CH(OH)-C4%22 internucleotide linkage, isopolar but non-isosteric with the phosphodiester one, were synthesized and their hybridization properties with polyU studied. Due to chirality on the 5'-carbon atom of the modified internucleotide linkage, each regioisomeric type of ApA dimer is split into epimeric pairs. The role of 5'-hydroxyl of the alpha-hydroxy-phosphonate moiety during hybridization was studied. NMR conformational study on modified sugar-phosphate backbone, along with hybridization measurements and MDS, revealed remarkable differences in the stability of complexes with polyU, depending on the 5'-carbon atom configuration. (en)
Title	Synthesis and properties of ApA analogues with shortened phosphonate internucleotide linkage Synthesis and properties of ApA analogues with shortened phosphonate internucleotide linkage (en)
skos:prefLabel	Synthesis and properties of ApA analogues with shortened phosphonate internucleotide linkage Synthesis and properties of ApA analogues with shortened phosphonate internucleotide linkage (en)
skos:notation	RIV/61388963:_____/11:00364307!RIV12-AV0-61388963
http://linked.open...avai/riv/aktivita	P Z
http://linked.open...avai/riv/aktivity	P(GA202/09/0193), P(KAN200520801), P(LC06061), Z(AV0Z40550506), Z(MSM0021620835)
http://linked.open...iv/cisloPeriodika	7/9
http://linked.open...vai/riv/dodaniDat	2012
http://linked.open...aciTvurceVysledku	Rosenberg, Ivan Buděšínský, Miloš Točík, Zdeněk Králíková, Šárka Masojídková, Milena
http://linked.open.../riv/druhVysledku	J - Článek v odborném periodiku
http://linked.open...iv/duvernostUdaju	S - Úplné a pravdivé údaje nepodléhající ochraně podle zvláštních právních předpisů
http://linked.open...titaPredkladatele	Ústav organické chemie a biochemie AV ČR, v. v. i.
http://linked.open...dnocenehoVysledku	233878
http://linked.open...ai/riv/idVysledku	RIV/61388963:_____/11:00364307
http://linked.open...riv/jazykVysledku	eng - angličtina
http://linked.open.../riv/klicovaSlova	alpha-hydroxy-phosphonate linkage; ApA analogues; phosphonate internucleotide bond; NMR conformational study (en)
http://linked.open.../riv/klicoveSlovo	ApA analogues NMR conformational study alpha-hydroxy-phosphonate linkage phosphonate internucleotide bond
http://linked.open...odStatuVydavatele	US - Spojené státy americké
http://linked.open...ontrolniKodProRIV	[C1ACE669CB39]
http://linked.open...i/riv/nazevZdroje	Nucleosides Nucleotides & Nucleic Acids
http://linked.open...in/vavai/riv/obor	CC
http://linked.open...ichTvurcuVysledku	5 (xsd:int)
http://linked.open...cetTvurcuVysledku	6 (xsd:int)
http://linked.open...vavai/riv/projekt	Center of Cell Invasiveness in Embryonic Development and Tumour Metastases Formation and dynamics of nucleic acid motifs involved in regulation of gene expression Targeted expression and transport of bioactive molecules
http://linked.open...UplatneniVysledku	2011
http://linked.open...v/svazekPeriodika	30
http://linked.open...iv/tvurceVysledku	Buděšínský, Miloš Rosenberg, Ivan Barvík, I. Králíková, Šárka Masojídková, Milena Točík, Zdeněk
http://linked.open...ain/vavai/riv/wos	000296072200007
http://linked.open...n/vavai/riv/zamer	Regulace biologických procesů: Chemické modulátory vybraných systémů významných pro medicínu a zemědělství Fyzika molekulárních, makromolekulárních a biologických systémů
issn	1525-7770
number of pages	20 (xsd:int)
http://bibframe.org/vocab/doi	10.1080/15257770.2011.581259

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