
Tetrahedron p. 3933 - 3938 (1996)
Update date:2022-08-11
Topics:
Garcia-Echeverri, Carlos
Haener, Robert
Oligodeoxyribonucleotides (4-, 5-, and 11-mer) bearing a 5′-phosphate group have been synthesized using 2-n-decylthioethyl as protecting group of the 5′-terminaI phosphate function. The lipophilic protecting group, which is easily available from 1-bromo-n-decane and 2-mercaptoethanol, allows a simple and efficient purification of the oligonucleotides. It is quantitatively removed by oxidation of the sulfide to the sulfoxide, followed by β-elimination in aqueous base media.
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