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CS-W001157 4
Total: USD 88.00

7-Deaza-2'-dG

  • CAS No. 86392-75-8

  • Cat. No. CS-0100854
  • Purity≥97%
  • MDL No.MFCD00672278

*For research and further manufacturing use only, not for direct human use.

7-Deaza-2'-dG|CS-0100854

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General Information

  • CAS No. 86392-75-8
  • Cat. No. CS-0100854
  • Purity ≥97%
  • MDL No. MFCD00672278
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₄N₄O₄
  • Molecular Weight 266.26
  • Synonym(s) 7-Deaza-2'-deoxyguanosine
  • SMILES OC[C@@H]1[C@@H](O)C[C@H](N2C(N=C(N)NC3=O)=C3C=C2)O1

Description

7-Deaza-2'-dG features a modified purine scaffold with nitrogen at position 7 replaced by carbon, enhancing stability and altering electronic properties. This analog integrates readily into oligonucleotides, offering improved resistance to enzymatic degradation while maintaining efficient base pairing. Ideal for probing nucleic acid structure-function relationships and developing robust antisense agents.

Application

7-Deaza-2'-dG serves as a valuable nucleoside building block for the synthesis of modified oligonucleotides, offering enhanced stability and altered base-pairing properties. Its 7-deaza modification reduces susceptibility to oxidative degradation while maintaining compatibility with standard phosphoramidite coupling protocols. The 2'-deoxy configuration supports efficient incorporation into DNA strands, making it particularly useful in antisense and siRNA applications requiring improved nuclease resistance and predictable hybridization behavior.

Synthesis

  • Route1

    References

    • Journal of Heterocyclic Chemistry, , vol. 25, # 6 p. 1893 - 1898
  • Route2
    • (2R,3S)-5-(2-amino-4-methoxy-1H-pyrrolo[2,3-d]pyrimidin-5-yl)-2-(hydroxymethyl)tetrahydrofuran-3-ol|CS-0459242
      86392-74-7
    • ~94%
    • In-stock
      7-Deaza-2'-dG|CS-0100854
      86392-75-8

    References

    • Ramasamy; Imamura; Robins; Revankar Journal of Heterocyclic Chemistry, 1988 , vol. 25, # 6 p. 1893 - 1898
  • Route3

    References

    • Journal of Heterocyclic Chemistry, , vol. 25, # 6 p. 1893 - 1898

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   126.39
  • LogP   -1.0525
  • H_Acceptors   7
  • H_Donors   4
  • Rotatable_Bonds   2

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