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Merck
CN

909580

TIPS-5-Ethynyl-dU-CEP

别名:

TIPS-5-EdU CEP, TIPS-5-Ethynyl dU CEP, TIPS-5-Ethynyl dU phosphoramidite

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关于此项目

经验公式(希尔记法):
C50H67N4O8PSi
分子量:
911.15
UNSPSC Code:
12352200
Form:
powder
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form

powder

reaction suitability

reaction type: click chemistry

manufacturer/tradename

(BCA-25-10g)

mp

>300 °C

storage temp.

−20°C

Application

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).

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

法规信息

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分析证书(COA)

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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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