5'-O-DMT-N2-dmf-2'-deoxyguanosine
Oligonucleotide Synthesis, RNA Raw Materials & Modification
Product summary
Quick view
- Product family
- Oligonucleotide Synthesis, RNA Raw Materials & Modification
- MF
- C34H36N6O6
- MW
- 624.69
- Purity
- >=98.5%
5'-O-DMT-N2-dmf-2'-deoxyguanosine is 2'-deoxyguanosine carrying a 5'-O-(4,4'-dimethoxytrityl) (DMT) group and an N2-dimethylformamidine (dmf) base-protecting group. CH64107 is identified by CAS 40094-22-2, molecular formula C34H36N6O6, molecular weight 624.69, PubChem CID 136407412, and InChIKey YTRIMRXIMVGPAL-ZGIBFIJWSA-N.
It is a doubly protected precursor for DNA phosphoramidite/oligonucleotide synthesis: the acid-labile 5'-DMT group is removed at the start of each chain-elongation cycle, while the N2-dmf group masks the guanine exocyclic amine and is removed at final deprotection.
Synonyms
5'-O-DMT-N2-dmf-2'-deoxyguanosine; 5'-O-(4,4'-dimethoxytrityl)-N2-(dimethylaminomethylene)-dG; DMT-dG(dmf)
Identity and specifications
| Catalog No. | CH64107 |
| CAS No. | 40094-22-2 |
| Molecular Formula | C34H36N6O6 |
| Molecular Weight | 624.69 |
| PubChem CID | 136407412 |
| InChIKey | YTRIMRXIMVGPAL-ZGIBFIJWSA-N |
| Purity | >=98.5% |
Storage conditions
2-8 C
Technical attributes
- Nucleobase
- Guanine
- Sugar
- 2'-Deoxyribose
- 5'-O protection
- DMT (dimethoxytrityl)
- Base protection
- N2-Dimethylaminomethylene (dmf)
- Packaging
- 1 mL; Custom packaging on request
- Solution concentration
- 10 mM in DMSO
- Water content
- <=4.0%
- Physical form
- white to off-white powder
- Stability
- 6 months 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.
- N2-dmf base protection: the dimethylformamidine group masks the guanine exocyclic amine during synthesis and is removed at final deprotection.
- Phosphoramidite precursor context: a doubly protected 2'-deoxyguanosine 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 136407412
PubChem · CID 136407412
Frequently Asked Questions
What do the two protecting groups on this deoxyguanosine do?
The 5'-O-DMT (dimethoxytrityl) group is an acid-labile protection on the 5'-hydroxyl that is removed at the start of each oligonucleotide chain-elongation cycle; the N2-dimethylformamidine (dmf) group protects the guanine exocyclic amine during synthesis and is removed at final deprotection.
How does it differ from 5'-O-DMT-N2-isobutyryl-2'-deoxyguanosine?
Both are 5'-O-DMT-protected 2'-deoxyguanosines with a protected guanine N2-amine, but this one uses a dimethylformamidine (dmf) group rather than isobutyryl. The isobutyryl form is cataloged separately.
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