Thymidine CE Phosphoramidite
Oligonucleotide Synthesis, RNA Raw Materials & Modification
Product summary
Quick view
- Product family
- Oligonucleotide Synthesis, RNA Raw Materials & Modification
- MF
- C40H49N4O8P
- MW
- 744.8
- Purity
- 99.6% (HPLC)
Thymidine CE Phosphoramidite is the thymidine building block for DNA synthesis: 5'-O-(4,4'-dimethoxytrityl)-thymidine bearing a 3'-O-(2-cyanoethyl N,N-diisopropyl)phosphoramidite group. CH65004 is identified by CAS 98796-51-1, molecular formula C40H49N4O8P, molecular weight 744.8, PubChem CID 9940288, and InChIKey UNOTXUFIWPRZJX-CEXSRUIHSA-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, and the acid-labile 5'-DMT is removed at the start of each cycle. Because thymine has no exocyclic amine, no base protecting group is required.
Synonyms
DMT-dT phosphoramidite; 5'-O-DMT-thymidine 3'-CE phosphoramidite
Identity and specifications
| Catalog No. | CH65004 |
| CAS No. | 98796-51-1 |
| Molecular Formula | C40H49N4O8P |
| Molecular Weight | 744.8 |
| PubChem CID | 9940288 |
| InChIKey | UNOTXUFIWPRZJX-CEXSRUIHSA-N |
| Purity | 99.6% (HPLC) |
Storage conditions
-20 C
Technical attributes
- Monomer class
- DNA CE phosphoramidite
- Nucleobase
- Thymine (5-methyluracil)
- 5'-O protection
- DMT (dimethoxytrityl)
- Base protection
- Unprotected
- 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; 1 kg; 10 kg; 20 x 10 g; 6 x 10 g; 6 x 5 g; Custom packaging on request
- Water content
- <=0.3%
- Coupling efficiency
- spec >98.0% and observed 99.3%
- 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.
- No base protection needed: thymine has no exocyclic amine, so this monomer requires no base protecting group.
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 9940288
PubChem · CID 9940288
Frequently Asked Questions
Why does the thymidine phosphoramidite have no base protecting group?
Thymine has no reactive exocyclic amine, so it needs no base protection. The monomer carries only the acid-labile 5'-O-DMT group (removed each cycle) and the 3'-phosphoramidite coupling group.
How does it relate to 5'-O-DMT-thymidine?
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-thymidine precursor is cataloged separately.
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