5'-O-DMT-2'-fluoro-N2-isobutyryl-2'-deoxyguanosine
Oligonucleotide Synthesis, RNA Raw Materials & Modification
Product summary
Quick view
- Product family
- Oligonucleotide Synthesis, RNA Raw Materials & Modification
- MF
- C35H36FN5O7
- MW
- 657.7
- Purity
- >=99%
5'-O-DMT-2'-fluoro-N2-isobutyryl-2'-deoxyguanosine is 2'-fluoro-2'-deoxyguanosine carrying a 5'-O-(4,4'-dimethoxytrityl) (DMT) group and an N2-isobutyryl base-protecting group. CH64123 is identified by CAS 144089-96-3, molecular formula C35H36FN5O7, molecular weight 657.7, PubChem CID 135453718, and InChIKey QQQXVSXVBFQISZ-UNVYQVKTSA-N.
It is a 2'-F-modified RNA phosphoramidite precursor context: the acid-labile 5'-DMT group is removed at the start of each chain-elongation cycle, and the N2-isobutyryl group masks the guanine exocyclic amine and is removed at final deprotection. The cited oligonucleotide literature discusses 2'-fluoro modifications in relation to RNA affinity and nuclease resistance.
Synonyms
5'-O-DMT-2'-fluoro-N2-isobutyryl-2'-deoxyguanosine; 5'-O-DMT-2'-F-rG(iBu); DMT-2'-F-rG(iBu)
Identity and specifications
| Catalog No. | CH64123 |
| CAS No. | 144089-96-3 |
| Molecular Formula | C35H36FN5O7 |
| Molecular Weight | 657.7 |
| PubChem CID | 135453718 |
| InChIKey | QQQXVSXVBFQISZ-UNVYQVKTSA-N |
| Purity | >=99% |
Storage conditions
2-8 C, tightly closed, protected from light and humidity
Technical attributes
- Nucleobase
- Guanine
- 5'-O protection
- DMT (dimethoxytrityl)
- Sugar modification
- 2'-Fluoro-2'-deoxy
- Base protection
- N2-Isobutyryl
- Grade
- N (Normal)
- Packaging
- 100 mg; 250 mg; 500 mg; 1 g; 2 g; 5 g; 10 g; 25 g; 50 g; 100 g; 1 kg; Custom packaging on request
- Water content
- <=1.0%
- Physical form
- white, off-white to faint yellow powder
- Stability
- Powder: 3 years at -20 C; 2 years at 4 C; in solvent: 6 months at -80 C; 1 month at -20 C
Application context
- 5'-DMT 5'-OH protection: the acid-labile 4,4'-dimethoxytrityl group protects the 5'-hydroxyl and is removed at the start of each RNA chain-elongation cycle.
- 2'-Fluoro sugar modification: cited oligonucleotide literature discusses 2'-fluoro modifications in relation to RNA affinity and nuclease resistance.
- N2-isobutyryl base protection: the isobutyryl group masks the guanine 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 135453718
PubChem · CID 135453718
Frequently Asked Questions
How does it differ from N2-isobutyryl-2'-fluoro-2'-deoxyguanosine?
Both carry an N2-isobutyryl-protected 2'-fluoro guanosine, but this one also has a 5'-O-DMT group on the 5'-hydroxyl (as a phosphoramidite precursor). The non-DMT form is cataloged separately.
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