N2-(Dimethylaminomethylene)-2'-O-methylguanosine
Oligonucleotide Synthesis, RNA Raw Materials & Modification
Product summary
Quick view
- Product family
- Oligonucleotide Synthesis, RNA Raw Materials & Modification
- MF
- C14H20N6O5
- MW
- 352.35
- Purity
- >=97.0% (HPLC)
N2-(Dimethylaminomethylene)-2'-O-methylguanosine is 2'-O-methylguanosine whose guanine exocyclic N2-amine is protected with a dimethylformamidine (dmf) group. CH64089 is identified by CAS 183737-04-4, molecular formula C14H20N6O5, molecular weight 352.35, PubChem CID 136119103, and InChIKey KDQQTCFKBCWYFL-QYVSTXNMSA-N.
The cited oligonucleotide-synthesis literature discusses dimethylformamidine as a labile guanine base-protecting group and its removal during deprotection. In the cited 2'-O-methyl literature, 2'-O-methyl ribonucleosides/residues are discussed for nuclease resistance and RNA affinity.
Synonyms
N2-(Dimethylaminomethylene)-2'-O-methylguanosine; N2-dmf-2'-OMe-rG; 2'-OMe-rG(dmf)
Identity and specifications
| Catalog No. | CH64089 |
| CAS No. | 183737-04-4 |
| Molecular Formula | C14H20N6O5 |
| Molecular Weight | 352.35 |
| PubChem CID | 136119103 |
| InChIKey | KDQQTCFKBCWYFL-QYVSTXNMSA-N |
| Purity | >=97.0% (HPLC) |
Storage conditions
2-8 C
Technical attributes
- Nucleobase
- Guanine
- Sugar modification
- 2'-O-Methyl
- Base protection
- N2-Dimethylaminomethylene (dmf)
- Synthesis role
- Base-protected 2'-O-methyl nucleoside intermediate
- Packaging
- 10 mg; 50 mg; Custom packaging on request
- Water content
- <=2.0%
- Physical form
- white off-white to faint yellow powder
- Stability
- Powder: 3 years at -20 C; in solvent: 1 year at -80 C
Application context
- Base-protected 2'-OMe building block: the N2-dmf group masks the guanine exocyclic amine in oligonucleotide-synthesis chemistry and is removed during deprotection.
- 2'-OMe sugar modification context: cited 2'-O-methyl literature discusses 2'-OMe residues for nuclease resistance and RNA affinity.
- Nucleoside chemistry reference: CH64089 provides the N2-dmf-2'-O-methylguanosine identity for nucleoside chemistry research.
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 136119103
PubChem · CID 136119103
Frequently Asked Questions
How does it differ from N2-dmf-2'-deoxyguanosine?
Both carry an N2-dmf-protected guanine, but this one is a ribonucleoside with a 2'-O-methyl sugar modification, while N2-dmf-2'-deoxyguanosine is the 2'-deoxy form. That one is cataloged separately.
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