2'-F-Adenosine (Bz) CE Phosphoramidite
Oligonucleotide Synthesis, RNA Raw Materials & Modification
Product summary
Quick view
- Product family
- Oligonucleotide Synthesis, RNA Raw Materials & Modification
- MF
- C47H51FN7O7P
- MW
- 875.9
- Purity
- 99.17%
2'-F-Adenosine (Bz) CE Phosphoramidite is the 2'-fluoro adenosine building block for modified-RNA synthesis: 5'-O-(4,4'-dimethoxytrityl)-2'-fluoro-N6-benzoyl-2'-deoxyadenosine bearing a 3'-O-(2-cyanoethyl N,N-diisopropyl)phosphoramidite group. CH65026 is identified by CAS 136834-22-5, molecular formula C47H51FN7O7P, molecular weight 875.9, PubChem CID 12042896, and InChIKey VCCMVPDSLHFCBB-MSIRFHFKSA-N.
Nucleoside phosphoramidites are the coupling monomers used in automated solid-phase oligonucleotide synthesis: the 3'-phosphoramidite couples to the growing chain, the acid-labile 5'-DMT is removed each cycle, and the N6-benzoyl base group is removed at final deprotection. The cited oligonucleotide literature discusses 2'-fluoro modifications in relation to RNA affinity and nuclease resistance.
Synonyms
DMT-2'-F-rA(Bz) phosphoramidite; 5'-O-DMT-2'-fluoro-N6-benzoyl-2'-deoxyadenosine 3'-CE phosphoramidite
Identity and specifications
| Catalog No. | CH65026 |
| CAS No. | 136834-22-5 |
| Molecular Formula | C47H51FN7O7P |
| Molecular Weight | 875.9 |
| PubChem CID | 12042896 |
| InChIKey | VCCMVPDSLHFCBB-MSIRFHFKSA-N |
| Purity | 99.17% |
Storage conditions
-20 C
Technical attributes
- Monomer class
- 2'-fluoro RNA CE phosphoramidite
- Nucleobase
- Adenine
- Sugar modification
- 2'-Fluoro-2'-deoxy
- Base protection
- N6-Benzoyl
- Packaging
- 100 mg; 250 mg; 500 mg; 1 g; 2 g; 5 g; 10 g; 25 g; 100 g; 200 g; 500 g; Custom packaging on request
- Water content
- <=0.3%
- Physical form
- white to off-white powder
- Stability
- stable under recommended storage conditions
Application context
- 2'-F 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 synthesis.
- 2'-Fluoro sugar modification: cited oligonucleotide literature discusses 2'-fluoro modifications in relation to RNA affinity and nuclease resistance.
- 5'-DMT + N6-benzoyl protection: the acid-labile 5'-DMT is removed each cycle, and the N6-benzoyl base group 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 12042896
PubChem · CID 12042896
Frequently Asked Questions
What does this 2'-F amidite do in RNA synthesis?
Its 3'-phosphoramidite couples to the growing chain, with 5'-DMT removed each cycle and N6-benzoyl removed at final deprotection. The product provides a 2'-fluoro adenosine phosphoramidite identity.
How does it relate to 5'-O-DMT-2'-fluoro-N6-benzoyl-2'-deoxyadenosine?
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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