2'-O-C22-C (Ac) Phosphoramidite
Oligonucleotide Conjugation & Delivery Ligands
Résumé du produit
Aperçu rapide
- Famille de produits
- Oligonucleotide Conjugation & Delivery Ligands
- FM
- C63H94N5O9P
- PM
- 1096.4
- Pureté
- 98%
2'-O-C22-C (Ac) Phosphoramidite is a very-long-chain lipophilic 2'-modified RNA building block: 5'-O-(4,4'-dimethoxytrityl)-N4-acetylcytidine with a 2'-O-docosyl (C22) group and a 3'-O-(2-cyanoethyl N,N-diisopropyl)phosphoramidite. Its PubChem-backed identity includes CAS 2923115-93-7, molecular formula C63H94N5O9P, molecular weight 1096.4, PubChem CID 175666971, and InChIKey BXBAOQKSZHWNHE-XPMKKUFSSA-N.
The 2'-O-C22 chain is a permanent 2'-O-modification — a very long, fatty-acid-type lipophilic substituent rather than a protecting group. The cited 2'-modification literature discusses 2'-position sugar modifications in relation to nuclease/metabolic stability, and cited lipophilic-oligonucleotide literature discusses fatty-acid-type moieties in relation to lipid-particle and plasma-protein affinity. The monomer couples through a standard 3'-phosphoramidite (3'→5' linkages), the 5'-DMT is removed each cycle, and N4-acetyl protection is removed during final deprotection.
Synonymes
5'-O-DMT-N4-Ac-2'-O-docosylcytidine 3'-CE phosphoramidite; 2'-O-C22 (behenyl-type) cytidine amidite
Identité et spécifications
| Catalog No. | CH65112 |
| CAS No. | 2923115-93-7 |
| Molecular Formula | C63H94N5O9P |
| Molecular Weight | 1096.4 |
| PubChem CID | 175666971 |
| InChIKey | BXBAOQKSZHWNHE-XPMKKUFSSA-N |
| Purity | 98% |
Conditions de stockage
-20 C
Caractéristiques techniques
- Modifier type
- Lipophilic nucleoside phosphoramidite
- Nucleoside scaffold
- Cytidine
- 2'-O substituent
- Docosyl (C22)
- Base protection
- N4-Acetyl
- Grade
- analytical grade
- Packaging
- 25 mg; 50 mg; 100 mg; 250 mg; 1 g; 5 g; 10 g; 100 g; 1 kg; 5 kg; supplied solution: 1 mL; Custom packaging on request
- Solution concentration
- 10 mM supplied solution; solvent not stated
- Water content
- <=0.5%
- Physical form
- white to off-white powder
- Stability
- solution: 6 months at -80 C; 1 month at -20 C
Contexte d’application
- Very-long-chain lipophilic 2'-O-C22 modification: provides a docosyl (C22) chain at the 2'-position — a permanent, fatty-acid-type lipophilic substituent.
- Cited 2'-modification context: the cited literature discusses 2'-position sugar modifications in relation to nuclease/metabolic stability.
- Cited lipophilic-moiety context: the cited literature discusses fatty-acid-type moieties in relation to lipid-particle and plasma-protein affinity.
- 3'→5' coupling monomer: couples through a 3'-phosphoramidite; 5'-DMT is removed each cycle; N4-acetyl protection is removed during final deprotection.
Ressources techniques associées
Sources publiques
- Targeted delivery of antisense oligonucleotides to hepatocytes using triantennary N-acetyl galactosamine improves potency in mice
Nucleic Acids Research, 2014
Product-family technical context
- Multivalent N-acetylgalactosamine-conjugated siRNA localizes in hepatocytes and elicits RNAi-mediated gene silencing
Journal of the American Chemical Society, 2014
Product-family technical context
- siRNA Conjugates Carrying Sequentially Assembled Trivalent N-Acetylgalactosamine Linked Through Nucleosides Elicit Robust Gene Silencing In Vivo in Hepatocytes
ACS Chemical Biology, 2015
Product-family technical context
- Comparative Characterization of Hepatic Distribution and mRNA Reduction of Antisense Oligonucleotides Conjugated with Triantennary N-Acetyl Galactosamine and Lipophilic Ligands
Journal of Pharmacology and Experimental Therapeutics, 2016
Product-family technical context
- Composé PubChem 175666971
PubChem · CID 175666971
Questions fréquentes
What is the 2'-O-C22 modification?
It is a 2'-O-docosyl group — a very long (22-carbon), fatty-acid-type lipophilic chain permanently attached at the 2'-position. It is not a protecting group; it stays on the finished oligonucleotide.
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