5'-O-DMT-N2-isobutyryl-2'-deoxyguanosine
Oligonucleotide Synthesis, RNA Raw Materials & Modification
Product summary
Quick view
- Product family
- Oligonucleotide Synthesis, RNA Raw Materials & Modification
- MF
- C35H37N5O7
- MW
- 639.70
- Purity
- >99.0% (HPLC)
5'-O-DMT-N2-isobutyryl-2'-deoxyguanosine is 2'-deoxyguanosine carrying a 5'-O-(4,4'-dimethoxytrityl) (DMT) group and an N2-isobutyryl base-protecting group. CH64101 is identified by CAS 68892-41-1, molecular formula C35H37N5O7, molecular weight 639.70, PubChem CID 135445746, and InChIKey RMQXDNUKLIDXOS-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-isobutyryl group masks the guanine exocyclic amine and is removed at final deprotection.
Synonyms
5'-O-DMT-N2-isobutyryl-2'-deoxyguanosine; 5'-O-(4,4'-dimethoxytrityl)-N2-isobutyryl-dG; DMT-dGiBu
Identity and specifications
| Catalog No. | CH64101 |
| CAS No. | 68892-41-1 |
| Molecular Formula | C35H37N5O7 |
| Molecular Weight | 639.70 |
| PubChem CID | 135445746 |
| InChIKey | RMQXDNUKLIDXOS-ZGIBFIJWSA-N |
| Purity | >99.0% (HPLC) |
Storage conditions
-20 C
Technical attributes
- Nucleobase
- Guanine
- Sugar
- 2'-Deoxyribose
- 5'-O protection
- DMT (dimethoxytrityl)
- Base protection
- N2-Isobutyryl
- Packaging
- 1 g; 5 g; 1 g in glass bottle with plastic insert; 5 mL amber glass vial with PTFE-lined cap; Custom packaging on request
- Water content
- <=1.0%
- Physical form
- solid
- Stability
- >=4 years
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-isobutyryl base protection: the isobutyryl 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 135445746
PubChem · CID 135445746
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-isobutyryl group protects the guanine exocyclic amine during synthesis and is removed at final deprotection.
How does it differ from N2-isobutyryl-2'-deoxyguanosine?
Both carry an N2-isobutyryl-protected guanine, but this one also has a 5'-O-DMT group on the 5'-hydroxyl. N2-isobutyryl-2'-deoxyguanosine (without DMT) is cataloged separately.
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