The prooligonucleotide approach: Synthesis of mixed phosphodiester and SATE phosphotriester prooligonucleotides using H-phosphonate and phosphoramidite chemistries

Citation
Jc. Bologna et al., The prooligonucleotide approach: Synthesis of mixed phosphodiester and SATE phosphotriester prooligonucleotides using H-phosphonate and phosphoramidite chemistries, EUR J ORG C, (9), 1999, pp. 2353-2358
Citations number
17
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
1434193X → ACNP
Issue
9
Year of publication
1999
Pages
2353 - 2358
Database
ISI
SICI code
1434-193X(199909):9<2353:TPASOM>2.0.ZU;2-W
Abstract
The synthesis of mixed SATE-phosphotriester and phosphodiester prooligonucl eotides using both phosphoramidite and H-phosphonate chemistries is describ ed. The key step is the selective oxidation of phosphite triester and H-pho sphonate linkages to yield thiono- or oxo-triester SATE and thiono- or oxo- diester Linkages. This approach allows the synthesis of any desired mixed p rooligos bearing either tBu- or Me-SATE enzymolabile protecting groups.