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Oligonucleotide Synthesis, RNA Raw Materials & Modification

2'-O-Propargyl-A (Bz) CE Phosphoramidite

Oligonucleotide Synthesis, RNA Raw Materials & Modification

Produkt-Nr.CH65073CAS-Nr.171486-59-2Reinheit>=98%
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Produktübersicht

Kurzüberblick

Produktfamilie
Oligonucleotide Synthesis, RNA Raw Materials & Modification
MF
C50H54N7O8P
MW
912.0
Reinheit
>=98%

2'-O-Propargyl-A (Bz) CE Phosphoramidite is a click-handle RNA building block: 5'-O-(4,4'-dimethoxytrityl)-N6-benzoyl-2'-O-(prop-2-yn-1-yl)adenosine 3'-O-(2-cyanoethyl N,N-diisopropyl)phosphoramidite. It is identified by CAS 171486-59-2, molecular formula C50H54N7O8P, molecular weight 912.0, PubChem CID 102119200, and InChIKey ZNKFQCJEZKZIPC-XOMUZYEBSA-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. The monomer couples through a standard 3'-phosphoramidite (3'→5' linkages), the 5'-DMT is removed each cycle, and the N6-benzoyl base group is removed at final deprotection.

Synonyme

5'-O-DMT-N6-Bz-2'-O-propargyladenosine 3'-CE phosphoramidite; 2'-O-(2-propynyl)-adenosine amidite

Identität und Spezifikationen

Catalog No.CH65073
CAS No.171486-59-2
Molecular FormulaC50H54N7O8P
Molecular Weight912.0
PubChem CID102119200
InChIKeyZNKFQCJEZKZIPC-XOMUZYEBSA-N
Purity>=98%

Lagerbedingungen

-20 C

Technische Merkmale

Monomer class
2'-O-propargyl CE phosphoramidite
Nucleobase
Adenine
Conjugation handle
Terminal alkyne
Base protection
N6-benzoyl
Packaging
5 mg; 10 mg; 25 mg; 50 mg; 100 mg; 200 mg; 250 mg; 500 mg; 1 g; 2 g; 5 g; 10 g; 100 g; Custom packaging on request
Water content
<=0.5%
Physical form
white to off-white powder
Stability
>=4 years

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; the 5'-DMT is removed each cycle and the N6-benzoyl base-protecting group is removed during final deprotection.

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).

Is the propargyl group a protecting group that gets removed?

No. Unlike the 5'-DMT (removed each cycle) or the N6-benzoyl base group (removed at final deprotection), the 2'-O-propargyl ether is a permanent modification that stays on the finished oligonucleotide as the click handle.

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