2′-C-Methyluridine phosphoramidite: A new building block for the preparation of RNA analogues carrying the 2′-hydroxyl group

A new stereoselective synthesis of 2′-C-methyluridine was carried out. The preparation of the corresponding protected phosphoramidite suitable for the automated synthesis of oligonucleotides, including the regioselective protection of the 2′-hydroxyl group, is described here. This new modified nucle...

Descripción completa

Guardado en:

Detalles Bibliográficos
Autores principales:	Gallo, M., Monteagudo, E., Cicero, D.O., Torres, H.N., Iribarren, A.M.
Formato:	JOUR
Materias:	2′-C-alkylnucleotides RNA analogues Sugar conformation 2' c methyluridine 2' c methyluridine phosphoramidite 3',5' di o acetyl 2' c methyluridine 3',5' di o acetyl 2' o tetrahydropyranyl 2' c methyluridine 3',5' o (tetraisopropyldisiloxane 1,3 diyl) 2' c methyluridine 5' o dimethoxytrityl 2' c methyluridine 3 o (2 cyanoethyl n,n diisopropyl phosphoramidite) hydroxyl group oligonucleotide phosphoramidic acid derivative RNA derivative unclassified drug uridine derivative article chemical modification chemical reaction chemical structure priority journal reaction analysis stereochemistry synthesis
Acceso en línea:	http://hdl.handle.net/20.500.12110/paper_00404020_v57_n27_p5707_Gallo
Aporte de:	Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) de Universidad de Buenos Aires

id	todo:paper_00404020_v57_n27_p5707_Gallo
record_format	dspace
spelling	todo:paper_00404020_v57_n27_p5707_Gallo2023-10-03T14:50:39Z 2′-C-Methyluridine phosphoramidite: A new building block for the preparation of RNA analogues carrying the 2′-hydroxyl group Gallo, M. Monteagudo, E. Cicero, D.O. Torres, H.N. Iribarren, A.M. 2′-C-alkylnucleotides RNA analogues Sugar conformation 2' c methyluridine 2' c methyluridine phosphoramidite 3',5' di o acetyl 2' c methyluridine 3',5' di o acetyl 2' o tetrahydropyranyl 2' c methyluridine 3',5' o (tetraisopropyldisiloxane 1,3 diyl) 2' c methyluridine 5' o dimethoxytrityl 2' c methyluridine 3 o (2 cyanoethyl n,n diisopropyl phosphoramidite) hydroxyl group oligonucleotide phosphoramidic acid derivative RNA derivative unclassified drug uridine derivative article chemical modification chemical reaction chemical structure priority journal reaction analysis stereochemistry synthesis A new stereoselective synthesis of 2′-C-methyluridine was carried out. The preparation of the corresponding protected phosphoramidite suitable for the automated synthesis of oligonucleotides, including the regioselective protection of the 2′-hydroxyl group, is described here. This new modified nucleotide is expected to generate RNA analogues potentially useful in applications where proper RNA folding is required since the 2′-hydroxyl is conserved. © 2001 Elsevier Science Ltd. JOUR info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by/2.5/ar http://hdl.handle.net/20.500.12110/paper_00404020_v57_n27_p5707_Gallo
institution	Universidad de Buenos Aires
institution_str	I-28
repository_str	R-134
collection	Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA)
topic	2′-C-alkylnucleotides RNA analogues Sugar conformation 2' c methyluridine 2' c methyluridine phosphoramidite 3',5' di o acetyl 2' c methyluridine 3',5' di o acetyl 2' o tetrahydropyranyl 2' c methyluridine 3',5' o (tetraisopropyldisiloxane 1,3 diyl) 2' c methyluridine 5' o dimethoxytrityl 2' c methyluridine 3 o (2 cyanoethyl n,n diisopropyl phosphoramidite) hydroxyl group oligonucleotide phosphoramidic acid derivative RNA derivative unclassified drug uridine derivative article chemical modification chemical reaction chemical structure priority journal reaction analysis stereochemistry synthesis
spellingShingle	2′-C-alkylnucleotides RNA analogues Sugar conformation 2' c methyluridine 2' c methyluridine phosphoramidite 3',5' di o acetyl 2' c methyluridine 3',5' di o acetyl 2' o tetrahydropyranyl 2' c methyluridine 3',5' o (tetraisopropyldisiloxane 1,3 diyl) 2' c methyluridine 5' o dimethoxytrityl 2' c methyluridine 3 o (2 cyanoethyl n,n diisopropyl phosphoramidite) hydroxyl group oligonucleotide phosphoramidic acid derivative RNA derivative unclassified drug uridine derivative article chemical modification chemical reaction chemical structure priority journal reaction analysis stereochemistry synthesis Gallo, M. Monteagudo, E. Cicero, D.O. Torres, H.N. Iribarren, A.M. 2′-C-Methyluridine phosphoramidite: A new building block for the preparation of RNA analogues carrying the 2′-hydroxyl group
topic_facet	2′-C-alkylnucleotides RNA analogues Sugar conformation 2' c methyluridine 2' c methyluridine phosphoramidite 3',5' di o acetyl 2' c methyluridine 3',5' di o acetyl 2' o tetrahydropyranyl 2' c methyluridine 3',5' o (tetraisopropyldisiloxane 1,3 diyl) 2' c methyluridine 5' o dimethoxytrityl 2' c methyluridine 3 o (2 cyanoethyl n,n diisopropyl phosphoramidite) hydroxyl group oligonucleotide phosphoramidic acid derivative RNA derivative unclassified drug uridine derivative article chemical modification chemical reaction chemical structure priority journal reaction analysis stereochemistry synthesis
description	A new stereoselective synthesis of 2′-C-methyluridine was carried out. The preparation of the corresponding protected phosphoramidite suitable for the automated synthesis of oligonucleotides, including the regioselective protection of the 2′-hydroxyl group, is described here. This new modified nucleotide is expected to generate RNA analogues potentially useful in applications where proper RNA folding is required since the 2′-hydroxyl is conserved. © 2001 Elsevier Science Ltd.
format	JOUR
author	Gallo, M. Monteagudo, E. Cicero, D.O. Torres, H.N. Iribarren, A.M.
author_facet	Gallo, M. Monteagudo, E. Cicero, D.O. Torres, H.N. Iribarren, A.M.
author_sort	Gallo, M.
title	2′-C-Methyluridine phosphoramidite: A new building block for the preparation of RNA analogues carrying the 2′-hydroxyl group
title_short	2′-C-Methyluridine phosphoramidite: A new building block for the preparation of RNA analogues carrying the 2′-hydroxyl group
title_full	2′-C-Methyluridine phosphoramidite: A new building block for the preparation of RNA analogues carrying the 2′-hydroxyl group
title_fullStr	2′-C-Methyluridine phosphoramidite: A new building block for the preparation of RNA analogues carrying the 2′-hydroxyl group
title_full_unstemmed	2′-C-Methyluridine phosphoramidite: A new building block for the preparation of RNA analogues carrying the 2′-hydroxyl group
title_sort	2′-c-methyluridine phosphoramidite: a new building block for the preparation of rna analogues carrying the 2′-hydroxyl group
url	http://hdl.handle.net/20.500.12110/paper_00404020_v57_n27_p5707_Gallo
work_keys_str_mv	AT gallom 2cmethyluridinephosphoramiditeanewbuildingblockforthepreparationofrnaanaloguescarryingthe2hydroxylgroup AT monteagudoe 2cmethyluridinephosphoramiditeanewbuildingblockforthepreparationofrnaanaloguescarryingthe2hydroxylgroup AT cicerodo 2cmethyluridinephosphoramiditeanewbuildingblockforthepreparationofrnaanaloguescarryingthe2hydroxylgroup AT torreshn 2cmethyluridinephosphoramiditeanewbuildingblockforthepreparationofrnaanaloguescarryingthe2hydroxylgroup AT iribarrenam 2cmethyluridinephosphoramiditeanewbuildingblockforthepreparationofrnaanaloguescarryingthe2hydroxylgroup
_version_	1807318460508667904

2′-C-Methyluridine phosphoramidite: A new building block for the preparation of RNA analogues carrying the 2′-hydroxyl group

Ejemplares similares