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deaza G (PPG) 7 deaza 8 aza dG

picture of deaza G (PPG) 7 deaza 8 aza dG

Modification : deaza G (PPG) 7 deaza 8 aza dG

Catalog Reference Number
Category
Modification Code
5 Prime
3 Prime
Internal
Molecular Weight (mw)
Extinction Coeficient (ec)
Technical Info (pdf)
Absorbance MAX
Emission MAX
Absorbance EC



26-6654
Minor Bases
deazaG-PPG
Y
Y
Y
329.2
11.5
PS26-6654.pdf
-
-
-


Catalog NoScalePrice
26-6654-0550 nmol$395.00
26-6654-02200 nmol$395.00
26-6654-011 umol$513.50
26-6654-032 umol$770.25
26-6654-1010 umol$4,108.00
26-6654-1515 umol$5,135.00
Discounts are available for deaza G (PPG) 7 deaza 8 aza dG!
Modification* Discount Price Structure
1 site/order List price
2 sites/order 10% discount
3 sites/order 20% discount
4 sites/order 30% discount
5-9 sites/order 50% discount
10+ sites/order 60% discount
*Exceptions apply
Related Modifications
deaza G (7 deaza)

7-deaza-8-aza-deoxyguanosine (deaza G (PPG)) is a deoxyribonucleoside in which the 7-nitrogen and 8-carbon are flipped. The resulting modified dG is unable to form a hydrogen bond at position 7, but can at position 8, of the base. The result is that the 7-deaza-8-aza-G : C base pair increases the stability of the duplex by about 1 degC in Tm compared with the unmodified G : C base pair (1, 2). Similar to 7-deaza-dG, 7-deaza-8-aza-dG can be used to reduce structural problems posed by G-rich and GC-rich regions. Because such regions can form both intra- and inter-strand non-Watson-Crick hydrogen bonds, they can form highly stable secondary structures (such as G-qudraplex) that effectively prevent generation of PCR products (or even readable DNA sequence) from them (3). Because it cannot form hydrogen bonds at position 7, substitution of 7-deaza-8-aza-dG at certain dG positions in G- or GC-rich oligos slated for use in PCR as either PCR primers or templates reduces the prevalence of these secondary structures, resulting in improved PCR product generation (4).

Furthermore, 7-deaza-8-aza-dG is specifically recommended over 7-deaza-dG whenever multiple insertions of a 7-deaza-dG-type modification into an oligo must be done. This is because 7-deaza-8-aza-dG is stable to the iodine-based oxidizer solution used in phosphoramidite-based DNA synthesis, while 7-deaza-dG is sensitive to it (for more information on the 7-deaza-dG modification, please refer to its technical sheet).

In addition to the above application, because the higher thermodynamic stability improves discrimination of G:A, G:G; and G:T mismatches in DNA duplexes, the 7-deaza-8-aza-dG modification makes the use of G-rich DNA probes a viable option for diagnostic assays (4).

References
1. Seela, F.; Driller, H. 8-Aza-7-deaza-2-deoxyguanosine: Phosphoramidite synthesis and properties of octanucleotides. Helv. Chim. Acta. (1988), 71: 1191-1198.
2. Seela, F.; Driller, H. Alternating d(G-C)3 and d(C-G)3 hexanucleotides containing 7-deaza-2-deoxyguanosine or 8-aza-7-deaza-2-deoxyguanosine in place of dG. Nucleic Acids Res. (1989), 17: 901-910.
3. Fernandez-Rachubinski, F.; Murray, W.W.; Blajchman, M.A.; Rachubinski, R.A. Incorporation of 7-deaza dGTP during the amplification step in the polymerase chain reaction procedure improves subsequent DNA sequencing.DNA Seq. (1990), 1: 137-140.
4. Kutyavin, I.V.; Lokhov, S.G.; Afonina, I.A.; Dempcy, R., et al. Reduced aggregation and improved specificity of G-rich oligodeoxyribonucleotides containing pyrazolo[3,4-d]pyrimidine guanine bases.Nucleic Acids Res. (2002), 30: 4952-4959.
- deaza G (PPG) 7 deaza 8 aza dG

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