Preparation of 1'-C Deuterated Synthons for RNA Synthesis by H-Phosphonate Method Aiming at Two-Dimensional NMR Secondary Structure Studies

[img]PDF - Authorized users only
Language: English
91Kb
Title:Preparation of 1'-C Deuterated Synthons for RNA Synthesis by H-Phosphonate Method Aiming at Two-Dimensional NMR Secondary Structure Studies
Creators:
Arnold, Luboš
Pressová, Martina
Šaman, David
Vogtherr, Martin
Limmer, Stefan
Journal or Publication Title:
Collection of Czechoslovak Chemical Communications, 61, 3, pp. 389-403
Uncontrolled Keywords:[1'-<sup>2</sup>H]Ribose, Oligoribonucleotides, deuterated, Nucleoside-H-phosphonates

Abstract

1'-C Deuterated H-phosphonate synthons were prepared via a 12-step procedure starting from [1'-<sup>2</sup>H]ribose. The procedure included nucleosidation of 1'-<i>O</i>-acetyl-2',3',5'-<i>O</i>-tribenzoyl[1'-<sup>2</sup>H]ribose with appropriately protected nucleobases and preparation of nucleoside-H-phosphonates by slightly modified described procedures. The automated RNA synthesis of 5'-G<sup>*</sup>C<sup>*</sup>U<sup>*</sup>A<sup>*</sup>U<sup>*</sup>UUAU-3' and 3'-AC<sup>*</sup>G<sup>*</sup>A<sup>*</sup>U<sup>*</sup>A<sup>*</sup>AAGU-5' was performed on a Gene Assembler Plus DNA-synthesizer. These specifically deuterated oligoribonucleotides were subsequently compared with the corresponding non-deuterated sequences using 2D-NMR NOESY spectra. Specific deuterium incorporation resulted in the expected simplification of spectral pattern.

Title:Preparation of 1'-C Deuterated Synthons for RNA Synthesis by H-Phosphonate Method Aiming at Two-Dimensional NMR Secondary Structure Studies
Creators:
Arnold, Luboš
Pressová, Martina
Šaman, David
Vogtherr, Martin
Limmer, Stefan
Uncontrolled Keywords:[1'-<sup>2</sup>H]Ribose, Oligoribonucleotides, deuterated, Nucleoside-H-phosphonates
Divisions:Life and Chemical Sciences > Institute of Organic Chemistry and Biochemistry > Collection of Czechoslovak Chemical Communications
Journal or Publication Title:Collection of Czechoslovak Chemical Communications
Volume:61
Number:3
Page Range:pp. 389-403
ISSN:0010-0765
E-ISSN:1212-6950
Publisher:Institute of Organic Chemistry and Biochemistry
Related URLs:
URLURL Type
http://dx.doi.org/10.1135/cccc19960389UNSPECIFIED
ID Code:941
Item Type:Article
Deposited On:06 Feb 2009 17:05
Last Modified:06 Feb 2009 16:05

Citation

Arnold, Luboš; Pressová, Martina; Šaman, David; Vogtherr, Martin; Limmer, Stefan (1996) Preparation of 1'-C Deuterated Synthons for RNA Synthesis by H-Phosphonate Method Aiming at Two-Dimensional NMR Secondary Structure Studies. Collection of Czechoslovak Chemical Communications, 61 (3). pp. 389-403. ISSN 0010-0765

Repository Staff Only: item control page