2'-O-TBDMS-Adenosine (Bz) CE Phosphoramidite
Oligonucleotide Synthesis, RNA Raw Materials & Modification
Product summary
Quick view
- Product family
- Oligonucleotide Synthesis, RNA Raw Materials & Modification
- MF
- C53H66N7O8PSi
- MW
- 988.2
- Purity
- 100.0% (NMR)
2'-O-TBDMS-Adenosine (Bz) CE Phosphoramidite is the fully protected adenosine building block for RNA synthesis: 5'-O-(4,4'-dimethoxytrityl)-2'-O-(tert-butyldimethylsilyl)-N6-benzoyladenosine bearing a 3'-O-(2-cyanoethyl N,N-diisopropyl)phosphoramidite group. CH65010 is identified by CAS 104992-55-4, molecular formula C53H66N7O8PSi, molecular weight 988.2, PubChem CID 11355126, and InChIKey FFXHNCNNHASXCT-RFMFGJHUSA-N.
Nucleoside phosphoramidites are the coupling monomers used in automated solid-phase RNA synthesis: the 3'-phosphoramidite is the reactive group that couples to the growing chain, the acid-labile 5'-DMT is removed at the start of each cycle, the 2'-O-TBDMS protects the ribose 2'-hydroxyl, and the N6-benzoyl base group is removed at final deprotection.
Synonyms
DMT-2'-O-TBDMS-rA(Bz) phosphoramidite; 5'-O-DMT-2'-O-TBDMS-N6-benzoyladenosine 3'-CE phosphoramidite
Identity and specifications
| Catalog No. | CH65010 |
| CAS No. | 104992-55-4 |
| Molecular Formula | C53H66N7O8PSi |
| Molecular Weight | 988.2 |
| PubChem CID | 11355126 |
| InChIKey | FFXHNCNNHASXCT-RFMFGJHUSA-N |
| Purity | 100.0% (NMR) |
Storage conditions
-20 C, dry inert atmosphere
Technical attributes
- Monomer class
- RNA CE phosphoramidite
- Nucleobase
- Adenine
- 2'-O protection
- TBDMS (tert-butyldimethylsilyl)
- Base protection
- N6-Benzoyl
- Grade
- N (Normal)
- Packaging
- 250 mg; 500 mg; 1 g; 2 g; 5 g; 10 g; 25 g; 50 g; 100 g; 200 g; Custom packaging on request
- Water content
- <=0.3%
- Physical form
- white to faint yellow powder
- Stability
- Manufactured 2024-01-17; retest 2027-07-20; expiry 2028-01-16
Application context
- RNA coupling monomer: the 3'-O-(2-cyanoethyl N,N-diisopropyl)phosphoramidite is the reactive group that couples to the growing oligonucleotide chain in automated solid-phase RNA synthesis.
- 5'-DMT + 2'-O-TBDMS protection: the acid-labile 5'-DMT is removed each cycle, while the 2'-O-TBDMS group protects the ribose 2'-hydroxyl during synthesis.
- N6-benzoyl base protection: the benzoyl group masks the adenine exocyclic amine during synthesis and is removed at final deprotection.
Related technical resources
Oligonucleotide Modification
Sugar, base, backbone, terminal, and conjugation modifications for ASO, siRNA, guide RNA, aptamer, and research or labeling oligo projects.
Oligonucleotide Synthesis
Support for modified monomers, supports, sulfurizing reagents, cap analogs, and related oligo synthesis inputs.
Public references
- Sustainability Challenges and Opportunities in Oligonucleotide Manufacturing
Journal of Organic Chemistry, 2021
Product-family technical context
- Solid-phase supports for oligonucleotide synthesis
Current Protocols in Nucleic Acid Chemistry, 2013
Product-family technical context
- Deoxynucleoside phosphoramidites—A new class of key intermediates for deoxypolynucleotide synthesis
Tetrahedron Letters, 1981
Product-family technical context
- Synthesis of deoxyoligonucleotides on a polymer support
Journal of the American Chemical Society, 1981
Product-family technical context
- PubChem Compound 11355126
PubChem · CID 11355126
Frequently Asked Questions
What are the four functional groups on this RNA amidite?
A 3'-O-(2-cyanoethyl N,N-diisopropyl)phosphoramidite (the reactive coupling group), an acid-labile 5'-O-DMT group (removed each cycle), a 2'-O-TBDMS group (protects the ribose 2'-hydroxyl), and an N6-benzoyl base protection (removed at final deprotection).
How does it relate to 5'-O-DMT-2'-O-TBDMS-N6-benzoyladenosine?
It is the phosphoramidite of that nucleoside: the 3'-hydroxyl has been converted to a 2-cyanoethyl N,N-diisopropyl phosphoramidite. The precursor is cataloged separately.
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