5'-O-DMT-N4-acetyl-2'-deoxycytidine
Oligonucleotide Synthesis, RNA Raw Materials & Modification
Product summary
Quick view
- Product family
- Oligonucleotide Synthesis, RNA Raw Materials & Modification
- MF
- C32H33N3O7
- MW
- 571.62
- Purity
- 99%
5'-O-DMT-N4-acetyl-2'-deoxycytidine is 2'-deoxycytidine carrying a 5'-O-(4,4'-dimethoxytrityl) (DMT) group and an N4-acetyl base-protecting group. CH64103 is identified by CAS 100898-63-3, molecular formula C32H33N3O7, molecular weight 571.62, PubChem CID 11146222, and InChIKey FHZQVUQHQIUSPM-PKZQBKLLSA-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-acetyl group masks the cytosine exocyclic amine and is removed at final deprotection.
Synonyms
5'-O-DMT-N4-acetyl-2'-deoxycytidine; 5'-O-(4,4'-dimethoxytrityl)-N4-acetyl-dC; DMT-dCAc
Identity and specifications
| Catalog No. | CH64103 |
| CAS No. | 100898-63-3 |
| Molecular Formula | C32H33N3O7 |
| Molecular Weight | 571.62 |
| PubChem CID | 11146222 |
| InChIKey | FHZQVUQHQIUSPM-PKZQBKLLSA-N |
| Purity | 99% |
Storage conditions
2-8 C; tightly closed; protect from light and humidity
Technical attributes
- Nucleobase
- Cytosine
- Sugar
- 2'-Deoxyribose
- 5'-O protection
- DMT (dimethoxytrityl)
- Base protection
- N4-Acetyl
- Grade
- N (Normal)
- Packaging
- 1 g; Custom packaging on request
- Water content
- <=1.0%
- Physical form
- white off-white to faint yellow powder
- Stability
- Powder: 2 years at 2-8 C; prepared stock solution: 6 months at -20 C or 1 year at -80 C
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-acetyl base protection: the acetyl 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 11146222
PubChem · CID 11146222
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-acetyl group protects the cytosine exocyclic amine during synthesis and is removed at final deprotection.
How does it differ from 5'-O-DMT-N4-benzoyl-2'-deoxycytidine?
Both are 5'-O-DMT-protected 2'-deoxycytidines with a protected cytosine N4-amine, but this one uses an acetyl group rather than benzoyl. The benzoyl form is cataloged separately.
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