2'-O-TBDMS-Guanosine (dmf) CE Phosphoramidite
Oligonucleotide Synthesis, RNA Raw Materials & Modification
Product summary
Quick view
- Product family
- Oligonucleotide Synthesis, RNA Raw Materials & Modification
- MF
- C49H67N8O8PSi
- MW
- 955.2
- Purity
- >=98.0% (HPLC)
2'-O-TBDMS-Guanosine (dmf) CE Phosphoramidite is the fully protected guanosine building block for RNA synthesis: 5'-O-(4,4'-dimethoxytrityl)-2'-O-(tert-butyldimethylsilyl)-N2-dimethylformamidine-guanosine bearing a 3'-O-(2-cyanoethyl N,N-diisopropyl)phosphoramidite group. CH65015 is identified by CAS 149559-87-5, molecular formula C49H67N8O8PSi, molecular weight 955.2, and supplier-resolved stereochemical InChIKey RQXRLANMGPTUJP-MVEMIKKVSA-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 N2-dmf base group is removed at final deprotection.
Synonyms
DMT-2'-O-TBDMS-rG(dmf) phosphoramidite; 5'-O-DMT-2'-O-TBDMS-N2-dmf-guanosine 3'-CE phosphoramidite
Identity and specifications
| Catalog No. | CH65015 |
| CAS No. | 149559-87-5 |
| Molecular Formula | C49H67N8O8PSi |
| Molecular Weight | 955.2 |
| PubChem CID | 169545671 (non-stereochemical cross-reference) |
| Stereochemical InChIKey | RQXRLANMGPTUJP-MVEMIKKVSA-N |
| Purity | >=98.0% (HPLC) |
Storage conditions
-20 C; dry, inert atmosphere
Technical attributes
- Monomer class
- RNA CE phosphoramidite
- Nucleobase
- Guanine
- 2'-O protection
- TBDMS (tert-butyldimethylsilyl)
- Base protection
- N2-Dimethylaminomethylene (dmf)
- Grade
- N (Normal)
- Packaging
- 100 mg; 250 mg; 500 mg; 1 g; 5 g; 10 g; 25 g; 100 g; 200 g; 1 kg; 5 kg; Custom packaging on request
- Water content
- K.F. <=0.20% w/w
- Physical form
- white to light yellow powder
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.
- N2-dmf base protection: the dimethylformamidine 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
- RNA "G" phosphoramidite | PubChem CID 172907638
- 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
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 N2-dimethylformamidine (dmf) base protection (removed at final deprotection).
How does it differ from the 2'-O-TBDMS-rG(iBu) phosphoramidite?
Both are 2'-O-TBDMS guanosine RNA amidites, but this one uses an N2-dimethylformamidine (dmf) base protection rather than isobutyryl. The isobutyryl amidite is cataloged separately.
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