2'-O-TBDMS-Cytidine (Bz) CE Phosphoramidite
Oligonucleotide Synthesis, RNA Raw Materials & Modification
Product summary
Quick view
- Product family
- Oligonucleotide Synthesis, RNA Raw Materials & Modification
- MF
- C52H66N5O9PSi
- MW
- 964.2
- Purity
- >98.5% (HPLC)
2'-O-TBDMS-Cytidine (Bz) CE Phosphoramidite is the fully protected cytidine building block for RNA synthesis: 5'-O-(4,4'-dimethoxytrityl)-2'-O-(tert-butyldimethylsilyl)-N4-benzoylcytidine bearing a 3'-O-(2-cyanoethyl N,N-diisopropyl)phosphoramidite group. CH65014 is identified by CAS 118380-84-0, molecular formula C52H66N5O9PSi, molecular weight 964.2, PubChem CID 11029435, and InChIKey VWNXEDLLHIFAOL-YOVDOAOFSA-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 N4-benzoyl base group is removed at final deprotection.
Synonyms
DMT-2'-O-TBDMS-rC(Bz) phosphoramidite; 5'-O-DMT-2'-O-TBDMS-N4-benzoylcytidine 3'-CE phosphoramidite
Identity and specifications
| Catalog No. | CH65014 |
| CAS No. | 118380-84-0 |
| Molecular Formula | C52H66N5O9PSi |
| Molecular Weight | 964.2 |
| PubChem CID | 11029435 |
| InChIKey | VWNXEDLLHIFAOL-YOVDOAOFSA-N |
| Purity | >98.5% (HPLC) |
Technical attributes
- Monomer class
- RNA CE phosphoramidite
- Nucleobase
- Cytosine
- 2'-O protection
- TBDMS (tert-butyldimethylsilyl)
- Base protection
- N4-Benzoyl
- Packaging
- 100 mg; 250 mg; 1 g; 10 g; 100 g; 500 g; Custom packaging on request
- Physical form
- solid
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.
- N4-benzoyl base protection: the benzoyl group masks the cytosine 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 11029435
PubChem · CID 11029435
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 N4-benzoyl base protection (removed at final deprotection).
How does it differ from the 2'-O-TBDMS-rC(Ac) phosphoramidite?
Both are 2'-O-TBDMS cytidine RNA amidites, but this one uses an N4-benzoyl base protection rather than acetyl. The acetyl amidite is cataloged separately.
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