SIMPLIFIED AND COST-EFFECTIVE SYNTHESES OF FULLY PROTECTED PHOSPHORAMIDITE MONOMERS SUITABLE FOR THE ASSEMBLY OF OLIGO(2'-O-ALLYLRIBONUCLEOTIDES)

被引：21

作者：

BEIJER, B ^{[1
]}

GROTLI, M ^{[1
]}

DOUGLAS, ME ^{[1
]}

SPROAT, BS ^{[1
]}

机构：

[1] EUROPEAN MOLEC BIOL LAB, D-69117 HEIDELBERG, GERMANY

来源：

NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS | 1994年 / 13卷 / 09期

关键词：

D O I：

10.1080/15257779408010672

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：

Simplified, high yielding syntheses of suitably protected 2'-O-allylribonucleoside-3'-O-phosphoramidites starting from standard ribonucleosides have been elucidated. Specific 2'-O-allylation is readily achieved using amidine protection of the exocyclic amino groups of adenosine and cytidine and in the case of guanosine the allylation is carried out on an easily prepared intermediate bearing transient protection of the lactam function.

引用

页码：1905 / 1927

页数：23

共 26 条

[1] ANTISENSE PROBES TARGETED TO AN INTERNAL DOMAIN IN U2 SNRNP SPECIFICALLY INHIBIT THE 2(D STEP OF PRE-MESSENGER-RNA SPLICING
BARABINO, SML
SPROAT, BS
LAMOND, AI
[J]. NUCLEIC ACIDS RESEARCH, 1992, 20 (17) : 4457 - 4464
[2] SYNTHESIS AND APPLICATIONS OF OLIGORIBONUCLEOTIDES WITH SELECTED 2'-O-METHYLATION USING THE 2'-O-[1-(2-FLUOROPHENYL)-4-METHOXYPIPERIDIN-4-YL] PROTECTING GROUP
BEIJER, B
SULSTON, I
SPROAT, BS
RIDER, P
LAMOND, AI
NEUNER, P
[J]. NUCLEIC ACIDS RESEARCH, 1990, 18 (17) : 5143 - 5151
[3] SYNTHESIS OF THE 3'-TERMINAL HALF OF YEAST ALANINE TRANSFER RIBONUCLEIC-ACID (TRANSFER RNAALA) BY THE PHOSPHOTRIESTER APPROACH IN SOLUTION .1. PREPARATION OF THE NUCLEOSIDE BUILDING-BLOCKS
BROWN, JM
CHRISTODOULOU, C
JONES, SS
MODAK, AS
REESE, CB
SIBANDA, S
UBASAWA, A
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1989, (10): : 1735 - 1750
[4] INVIVO DETECTION OF SNRNP-RICH ORGANELLES IN THE NUCLEI OF MAMMALIAN-CELLS
CARMOFONSECA, M
PEPPERKOK, R
SPROAT, BS
ANSORGE, W
SWANSON, MS
LAMOND, AI
[J]. EMBO JOURNAL, 1991, 10 (07) : 1863 - 1873
[5] EFFICIENT SYNTHESIS OF 2'-O-ALKYL RIBONUCLEOSIDES USING TRICHLOROACETIMIDATE D-RIBOFURANOSIDES AS RIBOSYL DONORS
CHANTELOUP, L
THUONG, NT
[J]. TETRAHEDRON LETTERS, 1994, 35 (06) : 877 - 880
[6] INTRACELLULAR DISPOSITION AND METABOLISM OF FLUORESCENTLY-LABELED UNMODIFIED AND MODIFIED OLIGONUCLEOTIDES MICROINJECTED INTO MAMMALIAN-CELLS
FISHER, TL
TERHORST, T
CAO, XD
WAGNER, RW
[J]. NUCLEIC ACIDS RESEARCH, 1993, 21 (16) : 3857 - 3865
[7] REGIOSELECTIVE 2'/3'-O-ALLYLATION OF PYRIMIDINE RIBONUCLEOSIDES USING PHASE-TRANSFER CATALYSIS
GOPALAKRISHNAN, V
KUMAR, V
GANESH, KN
[J]. NUCLEOSIDES & NUCLEOTIDES, 1992, 11 (06): : 1263 - 1273
[8] 2'-O-ALKYL OLIGORIBONUCLEOTIDES AS ANTISENSE PROBES
IRIBARREN, AM
SPROAT, BS
NEUNER, P
SULSTON, I
RYDER, U
LAMOND, AI
[J]. PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1990, 87 (19) : 7747 - 7751
[9] REVERSE TRANSCRIPTION USING NUCLEASE RESISTANT PRIMERS
JOHANSSON, HE
SPROAT, BS
MELEFORS, O
[J]. NUCLEIC ACIDS RESEARCH, 1993, 21 (09) : 2275 - 2276
[10] A GENERAL-METHOD FOR THE SYNTHESIS OF 2'-O-MODIFIED RIBONUCLEOSIDES
KELLER, TH
HANER, R
[J]. HELVETICA CHIMICA ACTA, 1993, 76 (02) : 884 - 892

← 1 2 3 →