909580
TIPS-5-Ethynyl-dU-CEP
Synonym(s):
TIPS-5-EdU CEP, TIPS-5-Ethynyl dU CEP, TIPS-5-Ethynyl dU phosphoramidite
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About This Item
Empirical Formula (Hill Notation):
C50H67N4O8PSi
Molecular Weight:
911.15
UNSPSC Code:
12352200
Recommended Products
form
powder
reaction suitability
reaction type: click chemistry
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).
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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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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