The protection of uracil and guanine residues in oligonucleotide synthesis
โ Scribed by Simon S. Jones; Colin B. Reese; Samson Sibanda; Aiko Ubasawa
- Publisher
- Elsevier Science
- Year
- 1981
- Tongue
- French
- Weight
- 272 KB
- Volume
- 22
- Category
- Article
- ISSN
- 0040-4039
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โฆ Synopsis
The protection of uracil and 2-E-acyl guanine residues with 4-G-phenyl [or 4-c-(2,4dimethylphenyl)]
and 6-g-(Z-nitrophenyl) groups as in 7a [or 7bl and 2, respectively, is described.
These g-aryl protecting groups, which appearto withstand the usual conditions of oligonucleotide synthesis, may readily be removed by treatment with 2-nitrobenzaldoximate ions.
๐ SIMILAR VOLUMES
The protection of the 06-amide and N2-amino groups of guanosine with the (butylthio)carbonyl group is described. This group could be rapidly introduced in good yields and removed very easily under the conventional deprotective condition for the exo-amino acyl groups of other nucleoside bases.
Symmary: Protection of the guanine residue with the 06-diphenylcarbamoyl and N -propionyl groups is described. These protecting groups could be readily introduced and removed simultaneously. They were used to demonstrate the synthesis of the deoxyguanylate dimer in high yield.
It has been observed that the use of U6-protected deoxyguanosine phosphoramidites leads to a significant improvement in the automated synthesis of oligonucleotides on an insoluble support. The introduction of deoxyribonucleoside-3'-phosphoKamidite derivatives by Caruthers and Beaucagel has lead to