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7-Iodo-7-deaza-2'-deoxyguanosine

  • CAS No. 172163-62-1

  • Cat. No. CS-0100782
  • Purity≥97%
  • MDL No.MFCD07778651

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

7-Iodo-7-deaza-2'-deoxyguanosine|CS-0100782

Structure of 172163-62-1

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General Information

  • CAS No. 172163-62-1
  • Cat. No. CS-0100782
  • Purity ≥97%
  • MDL No. MFCD07778651
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₃IN₄O₄
  • Molecular Weight 392.15
  • Synonym(s) 7-Deaza-7-Iodo-2'-deoxyguanosine
  • SMILES OC[C@H]1O[C@@H](N2C(N=C(N)NC3=O)=C3C(I)=C2)C[C@@H]1O

Description

7-Iodo-7-deaza-2'-deoxyguanosine features a iodinated 7-deazaguanine core paired with a deoxyribose sugar, enabling site-specific incorporation into oligonucleotides. This analog delivers enhanced stability and facilitates efficient conjugation via click chemistry, making it ideal for probing DNA structure and function in biochemical assays.

Application

7-Iodo-7-deaza-2'-deoxyguanosine serves as a versatile building block for the synthesis of modified nucleosides and oligonucleotides. The iodine substituent at the C7 position enables efficient palladium-catalyzed cross-coupling reactions, facilitating site-specific conjugation or incorporation into DNA/RNA scaffolds. Its 7-deaza modification enhances stability and reduces undesired side reactivity compared to natural guanosine analogs. The 2'-deoxy configuration ensures compatibility with standard phosphoramidite chemistry and solid-phase synthesis workflows.

Safety Information

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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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   126.39
  • LogP   -0.4479
  • H_Acceptors   7
  • H_Donors   4
  • Rotatable_Bonds   2

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