2'-O-C22-A (Bz) Phosphoramidite
Oligonucleotide Conjugation & Delivery Ligands
Product summary
Quick view
- Product family
- Oligonucleotide Conjugation & Delivery Ligands
- MF
- C69H96N7O8P
- MW
- 1182.5
- Purity
- 99.98%
2'-O-C22-A (Bz) Phosphoramidite is a very-long-chain lipophilic 2'-modified RNA building block: 5'-O-(4,4'-dimethoxytrityl)-N6-benzoyladenosine with a 2'-O-docosyl (C22) group and a 3'-O-(2-cyanoethyl N,N-diisopropyl)phosphoramidite. Its PubChem-backed identity includes CAS 2923115-67-5, molecular formula C69H96N7O8P, molecular weight 1182.5, PubChem CID 172677328, and InChIKey BCBFIURHCBIJCZ-WMJDEODXSA-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 C22 chain is longer than the C16 analogue. The monomer couples through a standard 3'-phosphoramidite (3'→5' linkages), the 5'-DMT is removed each cycle, and N6-benzoyl protection is removed during final deprotection.
Synonyms
5'-O-DMT-N6-Bz-2'-O-docosyladenosine 3'-CE phosphoramidite; 2'-O-C22 (behenyl-type) adenosine amidite
Identity and specifications
| Catalog No. | CH65111 |
| CAS No. | 2923115-67-5 |
| Molecular Formula | C69H96N7O8P |
| Molecular Weight | 1182.5 |
| PubChem CID | 172677328 |
| InChIKey | BCBFIURHCBIJCZ-WMJDEODXSA-N |
| Purity | 99.98% |
Storage conditions
-20 C
Technical attributes
- Modifier type
- Lipophilic nucleoside phosphoramidite
- Nucleoside scaffold
- Adenosine
- 2'-O substituent
- Docosyl (C22)
- Base protection
- N6-Benzoyl
- Packaging
- 25 mg; 50 mg; 100 mg; 200 mg; 250 mg; 500 mg; 1 g; 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
Application context
- Very-long-chain lipophilic 2'-O-C22 modification: provides a docosyl (C22) chain at the 2'-position — a permanent, fatty-acid-type lipophilic substituent longer than C16.
- 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; N6-benzoyl protection is removed during final deprotection.
Related technical resources
Hepatocyte-Targeted Delivery
GalNAc ligands, oligo conjugation handles, lipid conjugates, and linker choices for liver-directed delivery research.
GalNAc vs Lipid Conjugation
Compare receptor-directed multivalent GalNAc and structure-dependent lipid conjugation as distinct oligonucleotide delivery strategies.
Public references
- 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 Compound 172677328
PubChem · CID 172677328
Frequently Asked Questions
What is the 2'-O-C22 modification, and how does it compare to C16?
It is a 2'-O-docosyl group — a very long, fatty-acid-type lipophilic chain permanently attached at the 2'-position. At 22 carbons it is longer than the C16 (hexadecyl) analogue.
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