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Oligonucleotide Synthesis, RNA Raw Materials & Modification

2'-O-Propargyl-U CE Phosphoramidite

Oligonucleotide Synthesis, RNA Raw Materials & Modification

Produkt-Nr.CH65076CAS-Nr.171486-62-7Reinheit99.98%
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Produktübersicht

Kurzüberblick

Produktfamilie
Oligonucleotide Synthesis, RNA Raw Materials & Modification
MF
C42H49N4O9P
MW
784.8
Reinheit
99.98%

2'-O-Propargyl-U CE Phosphoramidite is a click-handle RNA building block: 5'-O-(4,4'-dimethoxytrityl)-2'-O-(prop-2-yn-1-yl)uridine 3'-O-(2-cyanoethyl N,N-diisopropyl)phosphoramidite. It is identified by CAS 171486-62-7, molecular formula C42H49N4O9P, molecular weight 784.8, PubChem CID 102390146, and InChIKey SKUHDLBLPLSZJC-CYSIDSPMSA-N.

The 2'-O-propargyl group is a permanent 2'-O-ether that carries a terminal alkyne (C≡CH) — it is not a protecting group. That terminal alkyne is a "click" handle: oligonucleotides bearing a terminal alkyne can be labeled after synthesis by the copper-catalyzed azide-alkyne cycloaddition (CuAAC) with azide-bearing reporters. Uracil has no exocyclic amine, so no base protecting group is needed; the monomer couples through a standard 3'-phosphoramidite (3'→5' linkages) and the 5'-DMT is removed each cycle.

Synonyme

5'-O-DMT-2'-O-propargyluridine 3'-CE phosphoramidite; 2'-O-(2-propynyl)-uridine amidite

Identität und Spezifikationen

Catalog No.CH65076
CAS No.171486-62-7
Molecular FormulaC42H49N4O9P
Molecular Weight784.8
PubChem CID102390146
InChIKeySKUHDLBLPLSZJC-CYSIDSPMSA-N
Purity99.98%

Lagerbedingungen

-20 C

Technische Merkmale

Monomer class
2'-O-propargyl CE phosphoramidite
Nucleobase
Uracil
Conjugation handle
Terminal alkyne
Base protection
None required
Packaging
10 mg; 50 mg; 100 mg; 250 mg; 500 mg; 1 g; 5 g; 10 g; 100 g; 1 kg; Custom packaging on request
Physical form
solid
Stability
powder 3 years; in solvent 1 year

Anwendungskontext

  • Internal click handle: the 2'-O-propargyl ether places a terminal alkyne at the 2'-position for post-synthetic conjugation.
  • CuAAC labeling: the terminal alkyne reacts with azide-bearing reporters (dyes, biotin, other tags) by the copper-catalyzed azide-alkyne cycloaddition (click chemistry).
  • 3'→5' coupling monomer: the 3'-phosphoramidite couples to form 3'→5' linkages and the 5'-DMT is removed each cycle. Uracil needs no base protecting group.

Zugehörige technische Ressourcen

Oligonukleotid-Modifikation

Zucker-, Basen-, Backbone-, terminale und Konjugationsmodifikationen für ASO, siRNA, guide RNA, Aptamere und Oligos.

Oligonukleotid-Synthese

Support für modifizierte Monomere, Supports, Sulfurisierungsreagenzien, Cap-Analoga und verwandte Oligo-Syntheseinputs.

Öffentliche Quellen

Häufig gestellte Fragen

What does the 2'-O-propargyl group provide?

It is a permanent 2'-O-ether that carries a terminal alkyne. The alkyne is a 'click' handle: after synthesis, the oligonucleotide can be conjugated to azide-bearing reporters (dyes, biotin, etc.) by the copper-catalyzed azide-alkyne cycloaddition (CuAAC).

Does the 2'-O-propargyl-U amidite need a base protecting group?

No. Uracil has no reactive exocyclic amine, so it needs no base protection. The monomer carries a 5'-O-DMT group (removed each cycle) and a 3'-phosphoramidite coupling group; the 2'-O-propargyl ether stays on the finished oligonucleotide as the click handle.

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