2'-O-C22-U Phosphoramidite
Oligonucleotide Conjugation & Delivery Ligands
製品概要
クイックビュー
- 製品ファミリー
- Oligonucleotide Conjugation & Delivery Ligands
- 分子式
- C61H91N4O9P
- 分子量
- 1055.4
- 純度
- 99% (HPLC)
2'-O-C22-U Phosphoramidite is a very-long-chain lipophilic 2'-modified RNA building block: 5'-O-(4,4'-dimethoxytrityl)-uridine with a 2'-O-docosyl (C22) group and a 3'-O-(2-cyanoethyl N,N-diisopropyl)phosphoramidite. Its PubChem-backed identity includes CAS 2923115-86-8, molecular formula C61H91N4O9P, molecular weight 1055.4, and PubChem CID 168450402.
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. 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.
別名
5'-O-DMT-2'-O-docosyluridine 3'-CE phosphoramidite; 2'-O-C22 (behenyl-type) uridine amidite
同定情報と仕様
| Catalog No. | CH65114 |
| CAS No. | 2923115-86-8 |
| Molecular Formula | C61H91N4O9P |
| Molecular Weight | 1055.4 |
| PubChem CID | 168450402 |
| InChIKey | UVVBAOHROLTNIE-PGNDMMQRSA-N |
| Purity | 99% (HPLC) |
保管条件
-20 C
技術属性
- Modifier type
- Lipophilic nucleoside phosphoramidite
- Nucleoside scaffold
- Uridine
- 2'-O substituent
- Docosyl (C22)
- Grade
- analytical grade
- Packaging
- 10 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
- powder: 3 years; solution: 1 year
用途情報
- Very-long-chain lipophilic 2'-O-C22 modification: provides a docosyl (C22) chain at the 2'-position, a permanent fatty-acid-type lipophilic substituent.
- 2'-modification context: cited 2'-position sugar-modification literature discusses this modification class in relation to nuclease/metabolic stability.
- Lipophilic-oligonucleotide context: cited fatty-acid/lipophilic oligonucleotide literature discusses lipid-particle and plasma-protein affinity.
- 3'→5' coupling monomer: couples through a 3'-phosphoramidite; 5'-DMT removed each cycle; uracil needs no base protection.
関連技術資料
公開情報源
- 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
- PubChem化合物 168450402
PubChem · CID 168450402
よくある質問
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.
Why does the 2'-O-C22-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-C22 lipophilic chain, and the 3'-phosphoramidite coupling group.
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