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The chemical synthesis of the anticodon loop of an eukaryotic initiator tRNA containing the hypermodified nucleoside N6-/N-threonylcarbonyl/-adenosine/t6A/1
- Source :
- Nucleic Acids Research; June 1978, Vol. 5 Issue: 6 p1889-1889, 1p
- Publication Year :
- 1978
-
Abstract
- In this work, the first example of chemical synthesis of oligoribonucleotide containing the hypermodified nucleoside N6-/N-threonylcarbonyl/-adenosine/t6A/ is presented. Synthesis of the heptamer C-C-C-A-U-t6A-A <unl>IX</unl>, the sequence of which is related to the anticodon loop of the initiator tRNA from yellow lupine, was achieved by: /i/ phosphotriester block synthesis of suitably protected heptamer <unl>VI</unl> containing an adenosine unit with a free exo-NH<inf>2</inf> group, /ii/ highly effective “one-flask” procedure for the transformation of the free exo-NH<inf>2</inf> group of adenosine unit of heptamer <unl>VI</unl> into a N,N′-disubstituted urea system of t<inf>6</inf>A of heptamer <unl>VII</unl> /hypermodification/, and /iii/ final deprotection of <unl>VIII</unl> /32% total yield/ with the use of a new approach for simultaneous hydrogenolysis /Pd0-hydrogen-pyridine/ of the p-nitrobenzyl group and 2,2,2-trichloroethyl groups from carboxyl function of t6A and internucleotide phosphates respectively.
Details
- Language :
- English
- ISSN :
- 03051048 and 13624962
- Volume :
- 5
- Issue :
- 6
- Database :
- Supplemental Index
- Journal :
- Nucleic Acids Research
- Publication Type :
- Periodical
- Accession number :
- ejs18580959
- Full Text :
- https://doi.org/10.1093/nar/5.6.1889