Open AccessRecent progress in oligonucleotide synthesis.
Author(s) -
Wolfgang Pfleiderer,
Stefan Matysiak,
Frank Bergmann,
Ralf Schnell
Publication year - 1996
Publication title -
acta biochimica polonica
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.452
H-Index - 78
eISSN - 1734-154X
pISSN - 0001-527X
DOI - 10.18388/abp.1996_4515
Subject(s) - acetal , intramolecular force , oligonucleotide , oligomer , combinatorial chemistry , chemistry , protecting group , elongation , cleavage (geology) , function (biology) , catalysis , stereochemistry , organic chemistry , materials science , biochemistry , biology , dna , alkyl , evolutionary biology , fracture (geology) , metallurgy , composite material , ultimate tensile strength
New blocking group combinations for the machine-aided oligoribonucleotide synthesis on solid phase material have been developed and tested regarding their general application. An acetal function for 2'-OH protection offers a series of advantages in the synthetic approach but special conditions have to be fulfilled in order to guarantee a selective cleavage of the temporary 5'-OH blocking group such as the dansylethoxycarbonyl or even the acid-labile dimethoxytrityl group in the chain elongation process. The final removal of the 2'-O-acetal function in the partially deblocked oligomer proceeds unexpectedly well under weak acidic conditions due to a supposed intramolecular acid catalysis.