2'-O-C16-U Phosphoramidite
Oligonucleotide Conjugation & Delivery Ligands
Résumé du produit
Aperçu rapide
- Famille de produits
- Oligonucleotide Conjugation & Delivery Ligands
- FM
- C55H79N4O9P
- PM
- 971.2
- Pureté
- 99% (HPLC)
2'-O-C16-U Phosphoramidite is a lipophilic 2'-modified RNA building block: 5'-O-(4,4'-dimethoxytrityl)-uridine with a 2'-O-hexadecyl (C16) group and a 3'-O-(2-cyanoethyl N,N-diisopropyl)phosphoramidite. Its PubChem-backed identity includes CAS 2382942-83-6, molecular formula C55H79N4O9P, molecular weight 971.2, and PubChem CID 168448113.
The 2'-O-C16 chain is a permanent 2'-O-modification — a 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. 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.
Synonymes
5'-O-DMT-2'-O-hexadecyluridine 3'-CE phosphoramidite; 2'-O-C16 (palmityl-type) uridine amidite
Identité et spécifications
| Catalog No. | CH65110 |
| CAS No. | 2382942-83-6 |
| Molecular Formula | C55H79N4O9P |
| Molecular Weight | 971.2 |
| PubChem CID | 168448113 |
| InChIKey | MGKJVGDGCZEJKK-KSNSTLKFSA-N |
| Purity | 99% (HPLC) |
Conditions de stockage
-20 C
Caractéristiques techniques
- Modifier type
- Lipophilic nucleoside phosphoramidite
- Nucleoside scaffold
- Uridine
- 2'-O substituent
- Hexadecyl (C16)
- Grade
- Bio-Ultra Grade
- Packaging
- 10 mg; 25 mg; 50 mg; 100 mg; 250 mg; 500 mg; 1 g; 2 g; 5 g; 10 g; 50 g; 100 g; 500 g; 1 kg; 5 kg; Custom packaging on request
- Water content
- <=0.5%
- Physical form
- white to off-white powder
- Stability
- 1 year
Contexte d’application
- Lipophilic 2'-O-C16 modification: provides a long hexadecyl (C16) 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; uracil needs no base protection.
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 168448113
PubChem · CID 168448113
Questions fréquentes
What is the 2'-O-C16 modification?
It is a 2'-O-hexadecyl group — a long, fatty-acid-type lipophilic chain permanently attached at the 2'-position. It is not a protecting group; it stays on the finished oligonucleotide.
Why does the 2'-O-C16-U amidite need no base protecting group?
Uracil has no reactive exocyclic amine, so it needs no base protection. The monomer carries a 5'-O-DMT group (removed each cycle), the permanent 2'-O-C16 lipophilic chain, and the 3'-phosphoramidite coupling group.
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