909505
C8-Alkyne-dU-CEP
Sinónimos:
5-(Octa-1,7-diynyl)-3′-O-[(2-cyanoethoxy)(diisopropylamino)-phosphono)]-5′-O- (4,4′-dimethoxytrityl)-2′-deoxyuridine, 5-Octadiynyl-dU CEP, C8-Alkyne dU phosphoramidite
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About This Item
Fórmula empírica (notación de Hill):
C47H55N4O8P
Número de CAS:
Peso molecular:
834.94
NACRES:
NA.22
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form
powder
reaction suitability
reaction type: click chemistry
storage temp.
−20°C
Application
This functional phosphoramidite is used to introduce click handles univerally (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
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Frank Seela et al.
Chemistry & biodiversity, 3(5), 509-514 (2006-12-29)
The synthesis of a series of oligonucleotides containing 5-substituted pyrimidines as well as 7-substituted 7-deazapurines bearing diyne groups with terminal triple bonds is reported. The modified nucleosides were prepared from the corresponding iodo nucleosides and diynes by the Sonogashira cross-coupling
Dorota I Rozkiewicz et al.
Chembiochem : a European journal of chemical biology, 8(16), 1997-2002 (2007-09-15)
This paper describes a straightforward procedure to immobilize oligonucleotides on glass substrates in well-defined micropatterns by microcontact printing with a dendrimer-modified stamp. The oligonucleotides are efficiently immobilized by "click" chemistry induced by microcontact printing. Acetylene-modified oligonucleotides were treated with an
DNA photography: an ultrasensitive DNA-detection method based on photographic techniques.
David M Hammond et al.
Angewandte Chemie (International ed. in English), 46(22), 4184-4187 (2007-04-27)
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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