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909505

Sigma-Aldrich

C8-Alkyne-dU-CEP

同義詞:

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

經驗公式（希爾表示法）:
C47H55N4O8P
CAS號碼:
938186-76-6
分子量：:
834.94
MDL號碼:
MFCD10687025
分類程式碼代碼:
41116105
NACRES:
NA.22

形狀

powder

反應適用性

reaction type: click chemistry

儲存溫度

−20°C

SMILES 字串

P(N(C(C)C)C(C)C)(OC1[C@H](O[C@H](C1)N2C=C(C(=O)NC2=O)C#CCCCCC#C)COC([3H])[2H])OCCC#N

InChI

1S/C27H39N4O6P/c1-7-8-9-10-11-12-14-22-18-30(27(33)29-26(22)32)25-17-23(24(36-25)19-34-6)37-38(35-16-13-15-28)31(20(2)3)21(4)5/h1,18,20-21,23-25H,8-11,13,16-17,19H2,2-6H3,(H,29,32,33)/t23?,24-,25-,38?/m1/s1/i6TD/t6?,23?,24-,25-,38?

InChI 密鑰

VMEOYXBOBQPPSL-YSJOBRKDSA-N

相關類別

應用

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

儲存類別代碼

11 - Combustible Solids

水污染物質分類（WGK）

WGK 3

閃點（°F）

Not applicable

閃點（°C）

Not applicable

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分析證明 (COA)

Lot/Batch Number

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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
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)
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
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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