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Merck
CN
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文件

安全信息

909580

Sigma-Aldrich

TIPS-5-Ethynyl-dU-CEP

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别名:
TIPS-5-EdU CEP, TIPS-5-Ethynyl dU CEP, TIPS-5-Ethynyl dU phosphoramidite
经验公式（希尔记法）:
C50H67N4O8PSi
分子量:
911.15

形式

powder

反应适用性

reaction type: click chemistry

mp

>300 °C

储存温度

−20°C

应用

This functional phosphoramidite is used to introduce click handles universally (5′ internal and 3′ end) into oligonucleotides under standard conditions for solid phase synthesis. Afterwards the oligonucleotide (RNA, PNA, DNA) can be efficiently conjugated using a copper catalyzed click reaction to azide functionalized moieties such as fluorescent dye azides and azido amino acids. In contrast to 5-Ethynyl dU CEP, TIPS-5-EdU CEP allows side product free synthesis of highly modified oligonucleotides (>10 modifications).

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

法规信息

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Sachin A Ingale et al.
The Journal of organic chemistry, 78(22), 11271-11282 (2013-10-22)
Clickable oligonucleotides with ethynyl residues in the 5-position of pyrimidines ((eth)dC and (eth)dU) or the 7-position of 7-deazaguanine ((eth)c(7)G(d)) are hydrated during solid-phase oligonucleotide synthesis and workup conditions. The side products were identified as acetyl derivatives by MALDI-TOF mass spectra
Johannes Gierlich et al.
Organic letters, 8(17), 3639-3642 (2006-08-11)
[reaction: see text] We report the development of the Cu(I)-catalyzed Huisgen cycloaddition (click) reaction for the multiple postsynthetic labeling of alkyne-modified DNA. A series of alkyne-modified oligodeoxyribonucleotides (ODNs) of increasing alkyne density were prepared, and the click reaction using various

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