Dimethylaminomethylene protected purine H-phosphonates in the synthesis of biologically active RNA (24-mer)

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Title:Dimethylaminomethylene protected purine H-phosphonates in the synthesis of biologically active RNA (24-mer)
Creators:
Arnold, Luboš
Smrt, Jiří
Zajíček, Jaroslav
Ott, Günther
Schiesswohl, Michael
Sprinzl, Mathias
Journal or Publication Title:
Collection of Czechoslovak Chemical Communications, 56, 9, pp. 1948-1956

Abstract

Preparation of 5’-O-(4,4’-dimethoxytrityl)-2’-O-tert-butyldimethylsilyl (tBDMSi) derivatives of N<sup>2</sup>-dimethylaminomethyleneguanosine (<i>IIIa</i>) and N<sup>6</sup>-dimethylaminomethyleneadenosine (<i>IVa</i>) and their 3’-H-phosphonates (<i>IIIb, IVb</i>) is described. The compounds <i>IIIb</i> and <i>IVb</i> together with corresponding derivatives of uridine (<i>Vb</i>) and N<sup>4</sup>-benzoylcytidine (<i>VIb</i>) were used as synthones in machine assisted synthesis of microhelix<sup>Ala</sup> (5’-GGGGCUAUAGCUCUAGCU.CCACCA-3’) (<i>X</i>). The compound <i>X</i> was aminoacylated by means of alanyl-t-RNA synthetase (<i>E.coli</i>).

Title:Dimethylaminomethylene protected purine H-phosphonates in the synthesis of biologically active RNA (24-mer)
Creators:
Arnold, Luboš
Smrt, Jiří
Zajíček, Jaroslav
Ott, Günther
Schiesswohl, Michael
Sprinzl, Mathias
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:56
Number:9
Page Range:pp. 1948-1956
ISSN:0010-0765
E-ISSN:1212-6950
Publisher:Institute of Organic Chemistry and Biochemistry
Related URLs:
URLURL Type
http://dx.doi.org/10.1135/cccc19911948UNSPECIFIED
ID Code:5122
Item Type:Article
Deposited On:22 Feb 2010 11:30
Last Modified:22 Feb 2010 10:31

Citation

Arnold, Luboš; Smrt, Jiří; Zajíček, Jaroslav; Ott, Günther; Schiesswohl, Michael; Sprinzl, Mathias (1991) Dimethylaminomethylene protected purine H-phosphonates in the synthesis of biologically active RNA (24-mer). Collection of Czechoslovak Chemical Communications, 56 (9). pp. 1948-1956. ISSN 0010-0765

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