2'-F-Uridine CE Phosphoramidite
Oligonucleotide Synthesis, RNA Raw Materials & Modification
Product summary
Quick view
- Product family
- Oligonucleotide Synthesis, RNA Raw Materials & Modification
- MF
- C39H46FN4O8P
- MW
- 748.8
- Purity
- 99.5%
2'-F-Uridine CE Phosphoramidite is the 2'-fluoro uridine building block for modified-RNA synthesis: 5'-O-(4,4'-dimethoxytrityl)-2'-fluoro-2'-deoxyuridine bearing a 3'-O-(2-cyanoethyl N,N-diisopropyl)phosphoramidite group. CH65029 is identified by CAS 146954-75-8, molecular formula C39H46FN4O8P, molecular weight 748.8, PubChem CID 9810693, and InChIKey HQHQPAYRJJMYQX-DJTPZYMWSA-N.
Nucleoside phosphoramidites are the coupling monomers used in automated solid-phase oligonucleotide synthesis: the 3'-phosphoramidite couples to the growing chain and the acid-labile 5'-DMT is removed each cycle. Because uracil has no exocyclic amine, no base protecting group is required. The cited oligonucleotide literature discusses 2'-fluoro modifications in relation to RNA affinity and nuclease resistance.
Synonyms
DMT-2'-F-rU phosphoramidite; 5'-O-DMT-2'-fluoro-2'-deoxyuridine 3'-CE phosphoramidite
Identity and specifications
| Catalog No. | CH65029 |
| CAS No. | 146954-75-8 |
| Molecular Formula | C39H46FN4O8P |
| Molecular Weight | 748.8 |
| PubChem CID | 9810693 |
| InChIKey | HQHQPAYRJJMYQX-DJTPZYMWSA-N |
| Purity | 99.5% |
Storage conditions
-20 C
Technical attributes
- Monomer class
- 2'-fluoro RNA CE phosphoramidite
- Nucleobase
- Uracil
- Sugar modification
- 2'-Fluoro-2'-deoxy
- Base protection
- Unprotected
- Packaging
- 50 mg; 100 mg; 250 mg; 500 mg; 1 g; 5 g; 10 g; 25 g; 50 g; 100 g; 200 g; 1 mL x 10 mM in DMSO; Custom packaging on request
- Solution concentration
- 10 mM in DMSO
- 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.
- No base protection needed: uracil has no exocyclic amine, so this monomer requires no base protecting group (only the acid-labile 5'-DMT, removed each cycle).
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 9810693
PubChem · CID 9810693
Frequently Asked Questions
Why does the 2'-F-uridine phosphoramidite have no base protecting group?
Uracil has no reactive exocyclic amine, so it needs no base protection. The monomer carries the acid-labile 5'-O-DMT group, removed each cycle, and the 3'-phosphoramidite coupling group.
How does it relate to 5'-O-DMT-2'-fluoro-2'-deoxyuridine?
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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