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7-deaza-8-aza-dA

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Modification : 7-deaza-8-aza-dA

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



26-6904
Structural Studies
7-deaza dA
Y
Y
Y
313.2
-
PS26-6904.pdf
-
-
-


Catalog NoScalePrice
26-6904-0550 nmol$355.00
26-6904-02200 nmol$355.00
26-6904-011 umol$461.50
26-6904-032 umol$692.25
26-6904-1010 umol$3,692.00
26-6904-1515 umol$4,615.00
26-6904-1515 umol$4,615.00

7-deaza-8-aza-deoxyadenosine (7-deaza-8-aza-dA) is a deoxyribonucleoside in which the 7-nitrogen and 8-carbon are flipped. The resulting modified dA 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-dA : dT base pair has essentially the same duplex stability as that of the unmodified A : T base pair, and is more stable than the 7-deaza-dA : dT base pair (1). Similar to 7-deaza-dA, 7-deaza-8-aza-dA can be used for modulate the amount of structural DNA bending existing within long polyA regions of single- and double-stranded oligonucleotides (2).

Furthermore, 7-deaza-8-aza-dA is specifically recommended over 7-deaza-dA whenever multiple insertions of a 7-deaza-dA-type modification into an oligo must be done. This is because 7-deaza-8-aza-dA is stable to the iodine-based oxidizer solution used in phosphoramidite-based DNA synthesis, while 7-deaza-dA is sensitive to it.

References
1. Seela, F.; Zulauf, M. Synthesis of oligonucleotides containing pyrazola[3,4-d]pyrimidines: The influence of 7-substituted 8-aza-7-deazaadenines on the duplex structure and stability. J. Chem. Soc., Perkin Trans. (1999), 1: 479-488.
2. Seela, F.; Grein, T. 7-Deaza-2-deoxyadenosine and 3-deaza-2-deoxyadenosine replacing dA within d(A6)-tracts: differential bending at 3- and 5-junctions of d(A6)-d(T6) and B-DNA.Nucleic Acids Res. (1992), 20: 2297-2306.
- 7-deaza-8-aza-dA

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