2'-Deoxyguanosine (iBu) CE Phosphoramidite
Oligonucleotide Synthesis, RNA Raw Materials & Modification
Product summary
Quick view
- Product family
- Oligonucleotide Synthesis, RNA Raw Materials & Modification
- MF
- C44H54N7O8P
- MW
- 839.9
- Purity
- >=99% (HPLC, NMR)
2'-Deoxyguanosine (iBu) CE Phosphoramidite is the fully protected 2'-deoxyguanosine building block for DNA synthesis: 5'-O-(4,4'-dimethoxytrityl)-N2-isobutyryl-2'-deoxyguanosine bearing a 3'-O-(2-cyanoethyl N,N-diisopropyl)phosphoramidite group. CH65003 is identified by CAS 93183-15-4, molecular formula C44H54N7O8P, molecular weight 839.9, PubChem CID 135447702, and InChIKey FDRMKYVTIFSDPR-MMROLVBFSA-N.
Nucleoside phosphoramidites are the coupling monomers used in automated solid-phase oligonucleotide synthesis: the 3'-phosphoramidite is the reactive group that couples to the growing chain, the acid-labile 5'-DMT is removed at the start of each cycle, and the N2-isobutyryl base group is removed at final deprotection.
Synonyms
DMT-dG(iBu) phosphoramidite; N2-isobutyryl-5'-O-DMT-2'-deoxyguanosine 3'-CE phosphoramidite
Identity and specifications
| Catalog No. | CH65003 |
| CAS No. | 93183-15-4 |
| Molecular Formula | C44H54N7O8P |
| Molecular Weight | 839.9 |
| PubChem CID | 135447702 |
| InChIKey | FDRMKYVTIFSDPR-MMROLVBFSA-N |
| Purity | >=99% (HPLC, NMR) |
Storage conditions
-20 C
Technical attributes
- Monomer class
- DNA CE phosphoramidite
- Nucleobase
- Guanine
- 5'-O protection
- DMT (dimethoxytrityl)
- Base protection
- N2-Isobutyryl
- Grade
- TheraPure; Standard grade
- Packaging
- 250 mg; 500 mg; 1 g; 2 g; 5 g; 10 g; 25 g; 50 g; 100 g; 200 g; 210.1 g; 500 g; 1 kg; 10 kg; 20 x 40 g; 6 x 10 g; 6 x 20 g; Custom packaging on request
- Water content
- <=0.3%
- Coupling efficiency
- spec >=98.0%; observed 98.8%
- Physical form
- white to pale yellow powder
- Stability
- moisture sensitive; heat sensitive
Application context
- DNA coupling monomer: the 3'-O-(2-cyanoethyl N,N-diisopropyl)phosphoramidite is the reactive group that couples to the growing oligonucleotide chain in automated solid-phase synthesis.
- 5'-DMT 5'-OH protection: the acid-labile 4,4'-dimethoxytrityl group is removed at the start of each chain-elongation cycle.
- N2-isobutyryl base protection: the isobutyryl group masks the guanine exocyclic amine during synthesis and is removed at final deprotection.
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 135447702
PubChem · CID 135447702
Frequently Asked Questions
What makes this a phosphoramidite building block?
It carries a 3'-O-(2-cyanoethyl N,N-diisopropyl)phosphoramidite group — the reactive coupling group used in automated solid-phase DNA synthesis. It also has an acid-labile 5'-O-DMT group (removed each cycle) and an N2-isobutyryl base protection (removed at final deprotection).
How does it relate to 5'-O-DMT-N2-isobutyryl-2'-deoxyguanosine?
It is the phosphoramidite of that nucleoside: the 3'-hydroxyl has been converted to a 2-cyanoethyl N,N-diisopropyl phosphoramidite. The 5'-O-DMT-N2-isobutyryl-2'-deoxyguanosine precursor is cataloged separately.
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