5'-O-DMT-2'-O-TBDMS-uridine
Oligonucleotide Synthesis, RNA Raw Materials & Modification
Product summary
Quick view
- Product family
- Oligonucleotide Synthesis, RNA Raw Materials & Modification
- MF
- C36H44N2O8Si
- MW
- 660.8
- Purity
- >=98% (HPLC)
5'-O-DMT-2'-O-TBDMS-uridine is uridine carrying a 5'-O-(4,4'-dimethoxytrityl) (DMT) group and a 2'-O-(tert-butyldimethylsilyl) (TBDMS) group. CH64113 is identified by CAS 81246-80-2, molecular formula C36H44N2O8Si, molecular weight 660.8, PubChem CID 11017778, and InChIKey KVHQIELPHWJPSY-WXQJYUTRSA-N.
It is an RNA phosphoramidite precursor: the acid-labile 5'-DMT group is removed at the start of each chain-elongation cycle, and the 2'-O-TBDMS group protects the ribose 2'-hydroxyl during RNA synthesis. Because uracil has no exocyclic amine, no base protecting group is required.
Synonyms
5'-O-DMT-2'-O-TBDMS-uridine; 5'-O-DMT-2'-O-tert-butyldimethylsilyl-rU; DMT-2'-TBDMS-rU
Identity and specifications
| Catalog No. | CH64113 |
| CAS No. | 81246-80-2 |
| Molecular Formula | C36H44N2O8Si |
| Molecular Weight | 660.8 |
| PubChem CID | 11017778 |
| InChIKey | KVHQIELPHWJPSY-WXQJYUTRSA-N |
| Purity | >=98% (HPLC) |
Storage conditions
2-8 C
Technical attributes
- Nucleobase
- Uracil
- 5'-O protection
- DMT (dimethoxytrityl)
- 2'-O protection
- TBDMS (tert-butyldimethylsilyl)
- Base protection
- Unprotected
- Packaging
- 1 g; 2 g; 5 g; 10 g; 25 g; Custom packaging on request
- Water content
- <=1.0%
- Physical form
- white to off-white powder
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'-O-TBDMS 2'-OH protection: the tert-butyldimethylsilyl group protects the ribose 2'-hydroxyl during solid-phase RNA synthesis.
- No base protection needed: uracil has no exocyclic amine, so this building block requires no base protecting group.
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 11017778
PubChem · CID 11017778
Frequently Asked Questions
Why does 5'-O-DMT-2'-O-TBDMS-uridine have no base protecting group?
Uracil has no reactive exocyclic amine, so it needs no base protection. Only the 5'-hydroxyl (acid-labile DMT, removed each cycle) and the ribose 2'-hydroxyl (TBDMS, for RNA synthesis) are protected.
How does it differ from 5'-O-DMT-2'-deoxyuridine?
This is the ribonucleoside form with a 2'-hydroxyl protected as a 2'-O-TBDMS ether (for RNA synthesis), whereas the deoxy version has no 2'-OH. The 2'-deoxy form is cataloged separately.
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