7-Deaza-dA-CE Phosphoramidite

5'-Dimethoxytrityl-N-benzoyl-7-deaza-2'-deoxyAdenosine,3'-[(2-cyanoethyl)-(N,N-diisopropyl)]-phosphoramidite

Product Specifications

Formula:
C48H53N6O7P
M.W.:
856.96
F.W.:
312.22
CAS Number:
107134-59-8
To Retrieve a Catalog Number, Select a Pack Size and Format:

Description

Several products may be used to investigate the effect on the activity of an oligonucleotide when key structural elements are changed. The 7-deaza purine monomers lack groups critical for hydrogen bonding. 7-Deaza-8-aza-A and 7-deaza-8-aza-G (PPG) monomers are isomers of A and G and have similar electron density. Their presence in oligos is slightly stabilizing relative to A and G. Unlike G, PPG does not lead to aggregation and G-rich oligos can be easily prepared and isolated. 5'-Fluorescein oligos with PPG at the 5'-terminus are much less quenched than the equivalent G oligos. As a purine analogue of Thymidine, 7-deaza-2'-deoxyXanthosine (7-deaza-dX) promises to have interesting effects on DNA structure of triplexes. 7-Deaza-dX also forms a non-standard base pair with a 2,4-diaminopyrimidine nucleoside analogue. Standard nucleobases have an unshared pair of electrons that project into the minor groove of duplex DNA. Enzymes that interact with DNA, polymerases, reverse transcriptases, restriction enzymes, etc., may use a hydrogen bond donating group to contact the hydrogen bond acceptor in the minor groove. 3-Deaza-2'-deoxyadenosine is very interesting in that it maintains the ability for regular Watson-Crick hydrogen bonding to T but is lacking the electron pair at the 3-position normally provided by N3.

Details

Usage

  • Coupling: No changes needed from standard method recommended by synthesizer manufacturer.
  • Deprotection: No changes needed from standard method recommended by synthesizer manufacturer.
Specifications
Diluent Anhydrous Acetonitrile
Storage Refrigerated storage, maximum of 2-8°C, dry
Stability Similar to dA,C,G,T-CE Phosphoramidites


Dilution/Coupling Data

The table below show pack size data and, for solutions, dilution and approximate coupling based on normal priming procedures.

ABI 392/394

Catalog # Pack Size Grams/Pack 0.1M Dil. (mL) Approximate Number of Additions
LV40 LV200 40nm 0.2μm 1μm 10μm
10-1001-02 0.25 g .25grams 2.92 84 50.4 31.5 22.91 16.8 4.2
10-1001-90 100 µmol .086grams 1 20 12 7.5 5.45 4 1
10-1001-95 50 µmol .043grams 0.5 3.33 2 1.25 0.91 0.67 0.17

Expedite

Catalog # Pack Size Grams/Pack Dilution (mL) Approximate Number of Additions
Molarity 50nm 0.2μm 1μm 15μm
10-1001-02 0.25 g .25grams 4.35 0.07 80.6 50.38 36.64 5.04
10-1001-90 100 µmol .086grams 1.5 0.07 23.6 14.75 10.73 1.48
10-1001-95 50 µmol .043grams 0.75 0.07 8.6 5.38 3.91 0.54

References

REFERENCE(S)| 1 I.V. Kutyavin, et al., Nucleic Acids Res., 2002, 30, 4952-4959.