Synthesis of Branched Oligonucleotides with Three Different Sequences Using an Oxidatively Removable Tritylthio Group
作者:Eri Utagawa、Akihiro Ohkubo、Mitsuo Sekine、Kohji Seio
DOI:10.1021/jo071173a
日期:2007.10.1
We synthesized a three-way branched oligodeoxynucleotide (ODN) 30-mer using a new branch unit with acid-labile DMTr and oxidatively cleavable TrS groups as orthogonal protecting groups. The branched ODN was successfully synthesized using 5-[3,5-bis(trifluoromethyl)phenyl]-1H-tetrazole and (2R,8aS)-(+)-(camphorylsulfonyl)oxaziridine as the activator of phosphoramidite units and the oxidizing reagent,
我们使用具有酸不稳定的DMTr和可氧化裂解的TrS基团作为正交保护基团的新分支单元,合成了30-mer的三向分支寡聚脱氧核苷酸(ODN)。使用5- [3,5-双(三氟甲基)苯基] -1 H-四唑和(2 R,8a S)-(+)-(樟脑磺酰基)恶二丙啶作为亚磷酰胺单元的活化剂并成功地合成了支链ODN氧化剂。我们还发现TrS组与Lev,TBDMS和Fmoc组正交。这些结果表明,通过组合使用DMTr,TrS,Lev,TBDMS和Fmoc基团,可以合成更复杂的四和五分枝ODN。