2',3'-Dideoxyadenosine
Oligonucleotide Synthesis, RNA Raw Materials & Modification
Product summary
Quick view
- Product family
- Oligonucleotide Synthesis, RNA Raw Materials & Modification
- MF
- C10H13N5O2
- MW
- 235.24
- Purity
- >98.0% (HPLC, titration)
2',3'-Dideoxyadenosine (ddA) is a purine 2',3'-dideoxynucleoside with adenine attached to a sugar lacking both the 2'- and 3'-hydroxyl groups. CH64015 is identified by CAS 4097-22-7, molecular formula C10H13N5O2, molecular weight 235.24, and PubChem CID 20039.
After conversion to the corresponding triphosphate, the missing 3'-hydroxyl prevents further DNA-chain extension after polymerase incorporation. That property is the basis for its chain-termination context in DNA-polymerase and dideoxy-sequencing research.
Synonyms
2',3'-Dideoxyadenosine; ddA; 2',3'-dideoxyriboadenosine
Identity and specifications
| Catalog No. | CH64015 |
| CAS No. | 4097-22-7 |
| Molecular Formula | C10H13N5O2 |
| Molecular Weight | 235.24 |
| PubChem CID | 20039 |
| InChIKey | WVXRAFOPTSTNLL-NKWVEPMBSA-N |
| Purity | >98.0% (HPLC, titration) |
Storage conditions
Room temperature; cool and dark place below 15 C
Technical attributes
- Nucleobase
- Adenine
- Sugar
- 2',3'-Dideoxyribose
- Nucleoside class
- Purine dideoxynucleoside
- Research role
- Chain-terminator nucleotide precursor
- Packaging
- 100 mg; Custom packaging on request
- Physical form
- Solid; white to almost white powder to crystal
Application context
- Chain-terminator precursor: the corresponding ddATP is incorporated by DNA polymerase as a chain-terminating nucleotide in dideoxy-sequencing research.
- DNA-polymerase research: ddA provides the adenine dideoxynucleoside identity for polymerase incorporation and chain-termination studies.
- Dideoxynucleoside reference: CH64015 provides the 2',3'-dideoxyadenosine identity for nucleoside chemistry comparisons.
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 20039
PubChem · CID 20039
Frequently Asked Questions
Why is 2',3'-dideoxyadenosine a chain terminator?
It lacks a 3'-hydroxyl, so once the corresponding ddNTP is incorporated by DNA polymerase, no further nucleotide can be added and the chain terminates — the principle behind dideoxy sequencing.
How is ddA different from 2'-deoxyadenosine?
2'-Deoxyadenosine lacks only the 2'-hydroxyl and can extend a chain; 2',3'-dideoxyadenosine lacks both 2'- and 3'-hydroxyls and acts as a chain terminator. 2'-deoxyadenosine is cataloged separately.
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