2'-Deoxyadenosine (Bz) CE Phosphoramidite
N-[9-[(2R,4S,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-[2-cyanoethoxy-[di(propan-2-yl)amino]phosphanyl]oxyoxolan-2-yl]purin-6-yl]benzamide
Product summary
Quick view
- Product family
- Oligonucleotide Synthesis, RNA Raw Materials & Modification
- Chemical Name
- N-[9-[(2R,4S,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-[2-cyanoethoxy-[di(propan-2-yl)amino]phosphanyl]oxyoxolan-2-yl]purin-6-yl]benzamide
- MF
- C47H52N7O7P
- MW
- 857.9
- Purity
- 100% (HPLC)
2'-Deoxyadenosine (Bz) CE Phosphoramidite is the fully protected 2'-deoxyadenosine building block for DNA synthesis: 5'-O-(4,4'-dimethoxytrityl)-N6-benzoyl-2'-deoxyadenosine bearing a 3'-O-(2-cyanoethyl N,N-diisopropyl)phosphoramidite group. CH65001 is identified by CAS 98796-53-3, molecular formula C47H52N7O7P, molecular weight 857.9, PubChem CID 9962711, and InChIKey GGDNKEQZFSTIMJ-AKWFTNRHSA-N.
Nucleoside phosphoramidites are coupling monomers used in automated solid-phase oligonucleotide synthesis. In this dA(Bz) amidite, 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 N6-benzoyl base group is removed at final deprotection.
Synonyms
DMT-dA(Bz) Phosphoramidite; DMT-dA(bz)-CE phosphoramidite; N6-benzoyl-5'-O-DMT-2'-deoxyadenosine 3'-CE phosphoramidite
Identity and specifications
| Catalog No. | CH65001 |
| CAS No. | 98796-53-3 |
| Molecular Formula | C47H52N7O7P |
| Molecular Weight | 857.9 |
| PubChem CID | 9962711 |
| InChIKey | GGDNKEQZFSTIMJ-AKWFTNRHSA-N |
| Purity | 100% (HPLC) |
Storage conditions
-20 C
Technical attributes
- Monomer class
- DNA CE phosphoramidite
- Nucleobase
- Adenine
- 5'-O protection
- DMT (dimethoxytrityl)
- Base protection
- N6-Benzoyl
- Grade
- TheraPure; Standard grade
- Packaging
- 2 g; Custom packaging on request
- Water content
- <=0.3%
- Coupling efficiency
- spec >=98.0%; observed 98.6%
- Physical form
- White to pale yellow powder
- Stability
- Manufactured 2022-09-08; retest 2026-03-11; expiry 2026-09-07
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.
- N6-benzoyl base protection: the benzoyl group masks the adenine 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 9962711
PubChem · CID 9962711
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 and N6-benzoyl base protection.
How does it relate to DMT-dA(Bz)?
It is the CE phosphoramidite form of 5'-O-DMT-N6-benzoyl-2'-deoxyadenosine. The 3'-hydroxyl has been converted to a 2-cyanoethyl N,N-diisopropyl phosphoramidite for chain coupling.
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