5'-O-DMT-2'-O-methyluridine
Oligonucleotide Synthesis, RNA Raw Materials & Modification
Product summary
Quick view
- Product family
- Oligonucleotide Synthesis, RNA Raw Materials & Modification
- MF
- C31H32N2O8
- MW
- 560.6
- Purity
- 99.8% (HPLC)
5'-O-DMT-2'-O-methyluridine is 2'-O-methyluridine carrying a 5'-O-(4,4'-dimethoxytrityl) (DMT) group. CH64120 is identified by CAS 103285-22-9, molecular formula C31H32N2O8, molecular weight 560.6, PubChem CID 11039002, and InChIKey MFDHAVFJDSRPKC-YXINZVNLSA-N.
It is a 2'-OMe-modified RNA phosphoramidite precursor context: the acid-labile 5'-DMT group is removed at the start of each chain-elongation cycle. In the cited literature, 2'-O-methyl ribonucleosides/residues are discussed for nuclease resistance and RNA affinity. Because uracil has no exocyclic amine, no base protecting group is required.
Synonyms
5'-O-DMT-2'-O-methyluridine; 5'-O-DMT-2'-OMe-rU; DMT-2'-OMe-rU
Identity and specifications
| Catalog No. | CH64120 |
| CAS No. | 103285-22-9 |
| Molecular Formula | C31H32N2O8 |
| Molecular Weight | 560.6 |
| PubChem CID | 11039002 |
| InChIKey | MFDHAVFJDSRPKC-YXINZVNLSA-N |
| Purity | 99.8% (HPLC) |
Storage conditions
0-8 C
Technical attributes
- Nucleobase
- Uracil
- 5'-O protection
- DMT (dimethoxytrityl)
- Sugar modification
- 2'-O-Methyl
- Base protection
- Unprotected
- Packaging
- 5 mg; 10 mg; 25 mg; 50 mg; 100 mg; 250 mg; 500 mg; 1 g; 5 g; 10 g; 25 g; 50 g; 100 g; 1 mL; Custom packaging on request
- Solution concentration
- 10 mM in DMSO
- Water content
- <=2% Karl Fischer
- Physical form
- white to off-white to faint yellow powder
- Stability
- Powder: 3 years at -20 C; in solvent: 1 year at -80 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'-OMe sugar modification: cited literature discusses 2'-O-methyl residues in relation to nuclease resistance and RNA affinity.
- 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 11039002
PubChem · CID 11039002
Frequently Asked Questions
How does it differ from 5'-O-DMT-2'-O-TBDMS-uridine?
Both are 5'-O-DMT-protected uridines, but this one has a 2'-O-methyl modification (a permanent methyl on the 2'-oxygen), whereas the 2'-O-TBDMS form protects the 2'-hydroxyl with a silyl group that is later removed. The 2'-O-TBDMS form is cataloged separately.
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