2-(4-Tolylsulfonyl)ethoxymethyl (TEM)—a new 2′-OH protecting group for solid-supported RNA synthesis

2007 ◽  
Vol 5 (2) ◽  
pp. 333-343 ◽  
Author(s):  
Chuanzheng Zhou ◽  
Dmytro Honcharenko ◽  
Jyoti Chattopadhyaya
Keyword(s):  
Rna Synthesis ◽  
Protecting Group

High-quality oligo-RNA synthesis using the new 2′-O-TEM protecting group by selectively quenching the addition of p-tolyl vinyl sulphone to exocyclic amino functions

2007 ◽  
Vol 85 (4) ◽  
pp. 293-301 ◽  
Author(s):  
Chuanzheng Zhou ◽  
Wimal Pathmasiri ◽  
Dmytro Honcharenko ◽  
Subhrangsu Chatterjee ◽  
Jharna Barman ◽  
...  
Keyword(s):  
Michael Addition ◽  
Chemical Biology ◽  
Rna Synthesis ◽  
Spectroscopic Analysis ◽  
Multiple Bond ◽  
Protecting Group ◽  
High Quality ◽  
Heteronuclear Multiple Bond Correlation ◽  
Michael Adducts

During the F–-promoted deprotection of the oligo–RNA, synthesized using our 2′-O-(4-tolylsulfonyl)ethoxymethyl (2′-O-TEM) group [Org. Biomol. Chem. 5, 333 (2007)], p-tolyl vinyl sulphone (TVS) is formed as a by-product. The TVS formed has been shown to react with the exocyclic amino functions of adenosine (A), guanosine (G), and cytidine (C) of the fully deprotected oligo–RNA to give undesirable adducts, which are then purified by HPLC and unambiguously characterized by 1H, 13C Heteronuclear Multiple Bond Correlation (HMBC) NMR and mass spectroscopic analysis. The relative nucleophilic reactivities of the nucleobases toward TVS have been found to be the following: N6–A > N4–C > N2–G > > N3–U. This reactivity of TVS toward RNA nucleobases to give various Michael adducts could, however, be suppressed by using various amines as scavengers. Among all these amines, morpholine and piperidine are the most efficient scavenger for TVS, which gave highly pure oligo–RNA even in the crude form and can be used directly in RNA chemical biology studies.Key words: RNA synthesis, RNA alkylation, p-tolyl vinyl sulphone, Michael addition.

2′-O-{[2,2-dimethyl-2-(2-nitrophenyl) acetyl] oxy} methyl protecting group for RNA synthesis

2013 ◽  
Vol 54 (32) ◽  
pp. 4281-4284 ◽  
Author(s):  
Ke Chen ◽  
Wei Wang ◽  
Dezhong Qu ◽  
Haoting Zhao ◽  
Wei Xiong ◽  
...  
Keyword(s):  
Rna Synthesis ◽  
Protecting Group

1, 1, 3, 3-Tetraisopropyl-3-(2-(triphenylmethoxy)ethoxy)disiloxane-1-yl group, a potential 5′-O-protecting group for solid-phase RNA synthesis

1998 ◽  
Vol 39 (19) ◽  
pp. 2989-2992 ◽  
Author(s):  
Ichiro Hirao ◽  
Masahiro Koizumi ◽  
Yoshiharu Ishido ◽  
Alex Andrus
Keyword(s):  
Rna Synthesis ◽  
Solid Phase ◽  
Protecting Group ◽  
Group A

A Bioreductive Protecting Group for RNA Synthesis

2021 ◽  
Vol 1 (9) ◽  
Author(s):  
Hisao Saneyoshi ◽  
Kodai Nakamura ◽  
Kazuma Terasawa ◽  
Akira Ono
Keyword(s):  
Rna Synthesis ◽  
Protecting Group

Photochemistry of the O-Nitrobenzyl Protecting Group in RNA Synthesis

1989 ◽  
Vol 8 (5) ◽  
pp. 1071-1072 ◽  
Author(s):  
J. A. Hayes ◽  
G. R. Gough ◽  
P. T. Gilham
Keyword(s):  
Rna Synthesis ◽  
Protecting Group

RNA-Synthesis Using the H-Phosphonate Approach and an Improved Protecting Group Strategy

1995 ◽  
Vol 14 (3) ◽  
pp. 883-887 ◽  
Author(s):  
Erik Westman ◽  
Susannah Sigurdsson ◽  
Helena Almer ◽  
Mats Thelin ◽  
Jacek Stawinski ◽  
...  
Keyword(s):  
Rna Synthesis ◽  
Protecting Group ◽  
Group Strategy

Effect of Some Metabolic Inhibitors on Vinblastine-Induced Ribosomal-Granular Material Complexes

1971 ◽  
Vol 29 ◽  
pp. 548-549
Author(s):  
Awtar Krishan ◽  
Dora Hsu
Keyword(s):  
Granular Material ◽  
Rna Synthesis ◽  
Culture Medium ◽  
Actinomycin D ◽  
Metabolic Inhibitors ◽  
Protein And Rna Synthesis ◽  
Apparent Reduction ◽  
Plant Alkaloids ◽  
In Cells

Cells exposed to antitumor plant alkaloids, vinblastine and vincristine sulfate have large proteinacious crystals and complexes of ribosomes, helical polyribosomes and electron-dense granular material (ribosomal complexes) in their cytoplasm, Binding of H3-colchicine by the in vivo crystals shows that they contain microtubular proteins. Association of ribosomal complexes with the crystals suggests that these structures may be interrelated.In the present study cultured human leukemic lymphoblasts (CCRF-CEM), were incubated with protein and RNA-synthesis inhibitors, p. fluorophenylalanine, puromycin, cycloheximide or actinomycin-D before the addition of crystal-inducing doses of vinblastine to the culture medium. None of these compounds could completely prevent the formation of the ribosomal complexes or the crystals. However, in cells pre-incubated with puromycin, cycloheximide, or actinomycin-D, a reduction in the number and size of the ribosomal complexes was seen. Large helical polyribosomes were absent in the ribosomal complexes of cells treated with puromycin, while in cells exposed to cycloheximide, there was an apparent reduction in the number of ribosomes associated with the ribosomal complexes (Fig. 2).

THE NUCLEAR RNA-SYNTHESIS IN THE ANTERIOR PITUITARY OF RATS

1965 ◽  
Vol 49 (3_Suppl) ◽  
pp. S160 ◽  
Author(s):  
E. Stöcker ◽  
G. Dhom
Keyword(s):  
Anterior Pituitary ◽  
Rna Synthesis ◽  
Nuclear Rna Synthesis ◽  
Nuclear Rna
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