5'-O-DMT-N4-benzoyl-2'-deoxycytidine
Oligonucleotide Synthesis, RNA Raw Materials & Modification
Product summary
Quick view
- Product family
- Oligonucleotide Synthesis, RNA Raw Materials & Modification
- MF
- C37H35N3O7
- MW
- 633.69
- Purity
- >99.0% (HPLC)
5'-O-DMT-N4-benzoyl-2'-deoxycytidine is 2'-deoxycytidine carrying a 5'-O-(4,4'-dimethoxytrityl) (DMT) group and an N4-benzoyl base-protecting group. CH64100 is identified by CAS 67219-55-0, molecular formula C37H35N3O7, molecular weight 633.69, PubChem CID 2724490, and InChIKey MYSNCIZBPUPZMQ-VOTWKOMSSA-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 N4-benzoyl group masks the cytosine exocyclic amine and is removed at final deprotection.
Synonyms
5'-O-DMT-N4-benzoyl-2'-deoxycytidine; 5'-O-(4,4'-dimethoxytrityl)-N4-benzoyl-dC; DMT-dCBz
Identity and specifications
| Catalog No. | CH64100 |
| CAS No. | 67219-55-0 |
| Molecular Formula | C37H35N3O7 |
| Molecular Weight | 633.69 |
| PubChem CID | 2724490 |
| InChIKey | MYSNCIZBPUPZMQ-VOTWKOMSSA-N |
| Purity | >99.0% (HPLC) |
Storage conditions
2-8 C; keep dark and dry
Technical attributes
- Nucleobase
- Cytosine
- Sugar
- 2'-Deoxyribose
- 5'-O protection
- DMT (dimethoxytrityl)
- Base protection
- N4-Benzoyl
- Packaging
- 1 g; 5 g; 1 g in glass bottle with plastic insert; Custom packaging on request
- Water content
- <=1.0%
- Physical form
- white off-white to faint-yellow powder
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.
- N4-benzoyl base protection: the benzoyl group masks the cytosine exocyclic amine during synthesis and is removed at final deprotection.
- Phosphoramidite precursor context: a doubly protected 2'-deoxycytidine 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 2724490
PubChem · CID 2724490
Frequently Asked Questions
What do the two protecting groups on this deoxycytidine 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 N4-benzoyl group protects the cytosine exocyclic amine during synthesis and is removed at final deprotection.
How does it differ from N4-benzoyl-2'-deoxycytidine?
Both carry an N4-benzoyl-protected cytosine, but this one also has a 5'-O-DMT group on the 5'-hydroxyl. N4-benzoyl-2'-deoxycytidine (without DMT) is cataloged separately.
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