5'-O-DMT-2'-deoxyinosine
Oligonucleotide Synthesis, RNA Raw Materials & Modification
Product summary
Quick view
- Product family
- Oligonucleotide Synthesis, RNA Raw Materials & Modification
- MF
- C31H30N4O6
- MW
- 554.60
- Purity
- 99.40%
5'-O-DMT-2'-deoxyinosine is 2'-deoxyinosine (hypoxanthine base) carrying a 5'-O-(4,4'-dimethoxytrityl) (DMT) group. CH64106 is identified by CAS 93778-57-5, molecular formula C31H30N4O6, molecular weight 554.60, PubChem CID 136192437, and InChIKey IYNGMVFRUKBGNM-OYUWMTPXSA-N.
It is a 5'-protected precursor for DNA phosphoramidite/oligonucleotide synthesis: the acid-labile 5'-DMT group is removed at the start of each chain-elongation cycle. Because the hypoxanthine base has no exocyclic amine, no base protecting group is required.
Synonyms
5'-O-DMT-2'-deoxyinosine; 5'-O-(4,4'-dimethoxytrityl)-2'-deoxyinosine; DMT-dI
Identity and specifications
| Catalog No. | CH64106 |
| CAS No. | 93778-57-5 |
| Molecular Formula | C31H30N4O6 |
| Molecular Weight | 554.60 |
| PubChem CID | 136192437 |
| InChIKey | IYNGMVFRUKBGNM-OYUWMTPXSA-N |
| Purity | 99.40% |
Storage conditions
-20 C long-term
Technical attributes
- Nucleobase
- Hypoxanthine
- Sugar
- 2'-Deoxyribose
- 5'-O protection
- DMT (dimethoxytrityl)
- Base protection
- Unprotected
- Grade
- N (Normal)
- Packaging
- 5 g; 10 g; 50 g; Custom packaging on request
- Water content
- <=1.0%
- Physical form
- white to faint yellow powder
- Stability
- Prepared stock solution: 6 months at -80 C or 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 oligonucleotide chain-elongation cycle.
- No base protection needed: the hypoxanthine base has no exocyclic amine, so this building block requires no base protecting group.
- Phosphoramidite precursor context: a 5'-protected 2'-deoxyinosine precursor toward DNA phosphoramidite building blocks.
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 136192437
PubChem · CID 136192437
Frequently Asked Questions
Why does 5'-O-DMT-2'-deoxyinosine have no base protecting group?
The hypoxanthine base of 2'-deoxyinosine has no reactive exocyclic amine, so it needs no base protection. Only the 5'-hydroxyl is protected with the acid-labile DMT group, which is removed at the start of each oligonucleotide chain-elongation cycle.
What base does 2'-deoxyinosine contain?
It contains hypoxanthine, the deaminated form of the adenine base. This record is the 5'-O-DMT-protected precursor.
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