Universal and reusable solide support thanks to a H-phosphonate diester linkage for the synthesis of single or multiple oligonucleotides

被引：0

作者：

Ferreira, F ^{[1
]}

Meyer, A ^{[1
]}

Vasseur, JJ ^{[1
]}

Morvan, F ^{[1
]}

机构：

[1] Univ Montpellier 2, Lab Chim Organ Biomol Synth, F-34095 Montpellier, France

来源：

Chemistry of Nucleic Acid Components | 2005年 / 7卷

关键词：

D O I：

暂无

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

An universal and reusable solid support exhibiting a hydroxyl function was prepared. Thanks to a first H-phosphonate diester linkage which was kept non-oxidized all along the elongation, 3'-hydroxyl oligonucleotides were released by a transesterification mechanism. The transesterification was performed within few minutes with either ethanolamine or K2CO3/methanol and the solid support was recycled by a simple washing and drying.

引用

页码：149 / 152

页数：4

共 21 条

[1] Universal solid supports for the synthesis of oligonucleotides via a transesterification of H-phosphonate diester linkage
Ferreira, F
Meyer, A
Vasseur, JJ
Morvan, F
JOURNAL OF ORGANIC CHEMISTRY, 2005, 70 (23): : 9198 - 9206
[2] Reactive intermediates in the H-phosphonate synthesis of oligonucleotides
Powles, Nicholas
Atherton, John
Page, Michael I.
ORGANIC & BIOMOLECULAR CHEMISTRY, 2012, 10 (30) : 5940 - 5947
[3] Synthesis of phosphorodiamidate morpholino oligonucleotides by H-phosphonate method
Bhadra, Jhuma
Kundu, Jayanta
Ghosh, Keshab Ch.
Sinha, Surajit
TETRAHEDRON LETTERS, 2015, 56 (31) : 4565 - 4568
[4] THE APPLICATION OF H-PHOSPHONATE CHEMISTRY IN THE HELP SYNTHESIS OF OLIGONUCLEOTIDES
ZARAMELLA, S
BONORA, GM
NUCLEOSIDES & NUCLEOTIDES, 1995, 14 (3-5): : 809 - 812
[5] DEOXYNUCLEOSIDE H-PHOSPHONATE DIESTER INTERMEDIATES IN THE SYNTHESIS OF INTERNUCLEOTIDE PHOSPHATE ANALOGS
FROEHLER, BC
TETRAHEDRON LETTERS, 1986, 27 (46) : 5575 - 5578
[6] The H-phosphonate approach to the synthesis of oligonucleotides and their phosphorothioate analogues in solution
Reese, CB
Song, QL
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1999, (11): : 1477 - 1486
[7] APPLICATION OF DIPENTAFLUOROPHENYL CARBONATE FOR THE SYNTHESIS OF OLIGONUCLEOTIDES BY THE H-PHOSPHONATE METHOD
EFIMOV, VA
KALINKINA, AL
CHAKHMAKHCHEVA, OG
BIOORGANICHESKAYA KHIMIYA, 1994, 20 (03): : 323 - 326
[8] Convergent synthesis of phosphorodiamidate morpholino oligonucleotides (PMOs) by the H-phosphonate approach
Taiki Tsurusaki
Kazuki Sato
Hiroki Imai
Kunihiro Hirai
Daisuke Takahashi
Takeshi Wada
Scientific Reports, 13
[9] Convergent synthesis of phosphorodiamidate morpholino oligonucleotides (PMOs) by the H-phosphonate approach
Tsurusaki, Taiki
Sato, Kazuki
Imai, Hiroki
Hirai, Kunihiro
Takahashi, Daisuke
Wada, Takeshi
SCIENTIFIC REPORTS, 2023, 13 (01)
[10] MODIFICATION OF THE H-PHOSPHONATE OLIGONUCLEOTIDE SYNTHESIS ON POLYMER SUPPORT
EFIMOV, VA
DUBEY, IY
BIOORGANICHESKAYA KHIMIYA, 1990, 16 (02): : 211 - 218

← 1 2 3 →