2'-F-Inosine CE Phosphoramidite
Oligonucleotide Synthesis, RNA Raw Materials & Modification
Product summary
Quick view
- Product family
- Oligonucleotide Synthesis, RNA Raw Materials & Modification
- MF
- C40H46FN6O7P
- MW
- 772.8
- Purity
- >=98.0% (HPLC)
2'-F-Inosine CE Phosphoramidite is the 2'-fluoro inosine building block for modified-RNA synthesis: 5'-O-(4,4'-dimethoxytrityl)-2'-fluoro-2'-deoxyinosine (hypoxanthine base) bearing a 3'-O-(2-cyanoethyl N,N-diisopropyl)phosphoramidite group. CH65032 is identified by CAS 2245842-16-2, molecular formula C40H46FN6O7P, molecular weight 772.8, PubChem CID 136240748, and InChIKey GNQYQPLUWSYXRR-YRGZVQMCSA-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 the hypoxanthine base 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-rI phosphoramidite; 5'-O-DMT-2'-fluoro-2'-deoxyinosine 3'-CE phosphoramidite
Identity and specifications
| Catalog No. | CH65032 |
| CAS No. | 2245842-16-2 |
| Molecular Formula | C40H46FN6O7P |
| Molecular Weight | 772.8 |
| PubChem CID | 136240748 |
| InChIKey | GNQYQPLUWSYXRR-YRGZVQMCSA-N |
| Purity | >=98.0% (HPLC) |
Storage conditions
-20 C
Technical attributes
- Monomer class
- 2'-fluoro RNA CE phosphoramidite
- Nucleobase
- Hypoxanthine
- Sugar modification
- 2'-Fluoro-2'-deoxy
- Base protection
- Unprotected
- Packaging
- 100 mg; 250 mg; 500 mg; 1 g; 100 µmol; Custom packaging on request
- Physical form
- solid
- Stability
- >=4 years
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: the hypoxanthine base 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 136240748
PubChem · CID 136240748
Frequently Asked Questions
Why does the 2'-F-inosine phosphoramidite have no base protecting group?
The hypoxanthine base of inosine 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 differ from the 2'-OMe- or 2'-O-TBDMS-inosine phosphoramidites?
All three are inosine RNA amidites, but this one has a 2'-fluoro modification, whereas the others have a 2'-O-methyl or 2'-O-TBDMS group. Each is cataloged separately.
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