7-Deaza-2'-deoxyadenosine, 7-Deaza-dA
7-Deaza-2'-Deoxyadenosine (7-Deaza-dA) is a modified purine nucleoside analog in which the nitrogen atom at the 7-position of the adenine base is replaced by a carbon atom. This subtle structural change preserves the overall size and geometry of adenine while altering its electronic properties and eliminating one potential site for protein and enzyme interactions. As a result, 7-Deaza-dA is widely used to investigate the role of purine ring nitrogens in nucleic acid structure, molecular recognition, and enzymatic activity.
Unlike many nucleotide modifications that significantly alter duplex stability, 7-Deaza-dA retains the ability to form standard Watson-Crick base pairs with thymine (T). Oligonucleotides containing this analog generally maintain native DNA duplex architecture, allowing researchers to probe the effects of electronic changes without introducing substantial steric perturbations.
The replacement of N7 with carbon also removes an important site involved in the binding of many DNA-interacting proteins, restriction enzymes, DNA polymerases, and repair enzymes. Consequently, 7-Deaza-dA is frequently incorporated into synthetic oligonucleotides to investigate sequence-specific protein recognition, enzyme mechanisms, and DNA-ligand interactions.
In addition to fundamental nucleic acid research, 7-Deaza-dA has been employed in studies of DNA replication, transcription, DNA damage and repair, aptamer development, synthetic biology, and structural biology. Its compatibility with standard phosphoramidite chemistry makes it straightforward to incorporate into custom DNA oligonucleotides at precise sequence positions.
Typical applications include:
- DNA structure and conformational studies
- Protein-DNA interaction analysis
- DNA polymerase fidelity studies
- Restriction enzyme recognition
- DNA repair research
- Synthetic biology
- Structural biology
- Aptamer engineering
- Mechanistic enzymology
- Modified nucleic acid research
Bio-Synthesis offers 7-Deaza-2'-Deoxyadenosine phosphoramidite for incorporation into custom DNA oligonucleotides using standard solid-phase synthesis. The modification can be introduced at one or multiple positions and combined with a wide range of additional chemistries, including fluorophores, quenchers, biotin, amino modifiers, thiol modifiers, click chemistry handles, PEG linkers, and other custom conjugates.
Each oligonucleotide is manufactured under stringent quality standards and is available with optional desalting, HPLC purification, or PAGE purification, together with analytical characterization by LC-MS, MALDI-TOF, capillary electrophoresis, and additional quality control testing as required.
Because it preserves normal DNA duplex formation while selectively altering purine chemistry, 7-Deaza-2'-Deoxyadenosine is a valuable modification for investigating nucleic acid recognition, enzyme specificity, and the molecular mechanisms governing DNA function.
| Property |
Typical Value |
| Modification |
7-Deaza-2'-Deoxyadenosine (7-Deaza-dA) |
| Base Analog |
Adenine analog |
| Structural Change |
N7 replaced by carbon |
| Base Pairing |
Pairs with thymine (T) |
| Sugar |
2'-Deoxyribose |
| Compatible Oligos |
DNA and chimeric DNA/RNA oligonucleotides |
| Typical Applications |
DNA structure studies, protein-DNA interactions, enzyme recognition, synthetic biology |
Product Information
7-Deaza-2'-deoxyadenosine, 7-Deaza-dA
-20°C To -70°C
Oligonucleotides are stable in solution at 4°C for up to 2 weeks. Properly reconstituted material stored at -20°C should be stable for at least 6 months. Dried DNA (when kept at -20°C) in a nuclease-free environment should be stable for years.
References/Citations:
- Seela F, Zulauf M. Chemistry and properties of 7-deazapurine nucleosides and oligonucleotides. Nucleosides & Nucleotides.
- Blackburn GM, Gait MJ, Loakes D, Williams DM. Nucleic Acids in Chemistry and Biology. 3rd ed. Royal Society of Chemistry.
- Herdewijn P. Modified Nucleosides in Biochemistry, Biotechnology and Medicine. Wiley-VCH.
- Crooke ST. Antisense Drug Technology: Principles, Strategies, and Applications. 2nd ed. CRC Press.
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