2',3'-Dideoxyadenosine
Oligonucleotide Synthesis, RNA Raw Materials & Modification
Produktübersicht
Kurzüberblick
- Produktfamilie
- Oligonucleotide Synthesis, RNA Raw Materials & Modification
- MF
- C10H13N5O2
- MW
- 235.24
- Reinheit
- >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.
Synonyme
2',3'-Dideoxyadenosine; ddA; 2',3'-dideoxyriboadenosine
Identität und Spezifikationen
| 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) |
Lagerbedingungen
Room temperature; cool and dark place below 15 C
Technische Merkmale
- 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
Anwendungskontext
- 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.
Zugehörige technische Ressourcen
Öffentliche Quellen
- 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-Verbindung 20039
PubChem · CID 20039
Häufig gestellte Fragen
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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