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CS-W001157 4
Total: USD 88.00

N4-Acetyl-2'-O-methylcytidine

  • CAS No. 113886-71-8

  • Cat. No. CS-0172018
  • Purity≥97%
  • MDL No.MFCD15145149

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

N4-Acetyl-2'-O-methylcytidine|CS-0172018

Structure of 113886-71-8

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General Information

  • CAS No. 113886-71-8
  • Cat. No. CS-0172018
  • Purity ≥97%
  • MDL No. MFCD15145149
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₇N₃O₆
  • Molecular Weight 299.28
  • Synonym(s) None
  • SMILES OC[C@@H]1[C@@H](O)[C@@H](OC)[C@H](N2C(N=C(NC(C)=O)C=C2)=O)O1

Description

N4-Acetyl-2'-O-methylcytidine features a cytidine scaffold with dual modifications: an acetyl group at the N4 position and a methyl ether at the 2' hydroxyl. This combination enhances metabolic stability and resistance to enzymatic degradation. The compound serves as a key building block for synthesizing modified oligonucleotides used in therapeutic and diagnostic applications.

Application

N4-Acetyl-2'-O-methylcytidine serves as a valuable nucleoside building block for the synthesis of modified RNA analogs, particularly in antisense oligonucleotide and siRNA development. Its N4-acetyl and 2'-O-methyl modifications enhance nuclease resistance and binding affinity, while maintaining compatibility with standard phosphoramidite coupling protocols. The compound exhibits excellent bench stability and facilitates efficient solid-phase synthesis, enabling precise incorporation of sterically hindered, bioactive motifs into therapeutic oligonucleotide sequences.

Synthesis

  • Route1
    • null|null
      199593-14-1
    • ~61%
    • In-stock
      N4-Acetyl-2'-O-methylcytidine|CS-0172018
      113886-71-8

    References

    • Reddy; Hanna, Naeem B.; Farooqui, Firdous Nucleosides and Nucleotides, 1997 , vol. 16, # 7-9 p. 1589 - 1598
  • Route2
    • null|null
      10212-28-9
    • ~%
    • In-stock
      N4-Acetyl-2'-O-methylcytidine|CS-0172018
      113886-71-8

    References

    • Beigelman, Leonid; Haeberli, Peter; Sweedler, David; Karpeisky, Alexander Tetrahedron, 2000 , vol. 56, # 8 p. 1047 - 1056
  • Route3
    • null|null
      108-24-7
    • In-stock
      2'-O-Methylcytidine|CS-W012550
      2140-72-9
    • ~%
    • In-stock
      N4-Acetyl-2'-O-methylcytidine|CS-0172018
      113886-71-8

    References

    • Beigelman, Leonid; Haeberli, Peter; Sweedler, David; Karpeisky, Alexander Tetrahedron, 2000 , vol. 56, # 8 p. 1047 - 1056

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

Quality Control

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Computational Chemistry Data

  • TPSA   122.91
  • LogP   -1.5327
  • H_Acceptors   8
  • H_Donors   3
  • Rotatable_Bonds   4

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