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CS-W001157 4
Total: USD 88.00

2'-O-MOE-5-Me-rU

  • CAS No. 163759-49-7

  • Cat. No. CS-0100774
  • Purity≥97%
  • MDL No.MFCD02682964

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

2'-O-MOE-5-Me-rU|CS-0100774

Structure of 163759-49-7

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General Information

  • CAS No. 163759-49-7
  • Cat. No. CS-0100774
  • Purity ≥97%
  • MDL No. MFCD02682964
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₂₀N₂O₇
  • Molecular Weight 316.31
  • Synonym(s) None
  • SMILES O[C@H]1[C@@H](OCCOC)[C@H](N2C(NC(C(C)=C2)=O)=O)O[C@@H]1CO

Description

2'-O-MOE-5-Me-rU is a modified ribonucleoside featuring a 2'-O-methoxyethyl group and a methyl substituent at the 5-position of uracil. This combination enhances nuclease resistance and binding affinity while maintaining favorable pharmacokinetic properties. The moiety integrates seamlessly into oligonucleotide sequences for therapeutic applications.

Application

2'-O-MOE-5-Me-rU serves as a robust nucleoside building block for antisense oligonucleotide synthesis, combining the enhanced nuclease resistance of 2'-O-methoxyethyl (MOE) modification with the stabilizing effect of 5-methylcytosine analogs. Its improved pharmacokinetic profile and compatibility with standard phosphoramidite chemistry facilitate efficient incorporation into therapeutic sequences, enabling prolonged target engagement in clinical applications.

Synthesis

  • Route1
    • In-stock
      TK-112690|CS-W008491
      22423-26-3
    • Tris(2-methoxyethyl) borate|CS-0823259
      14983-42-7
    • ~70%
    • In-stock
      2'-O-MOE-5-Me-rU|CS-0100774
      163759-49-7

    References

    • Isis Pharmaceuticals Inc. Patent: US2003/225015 A1, 2003 ; Location in patent: Page 18-19 ;
  • Route2
    • null|null
      947322-40-9
    • Tris(2-methoxyethyl) borate|CS-0823259
      14983-42-7
    • null|null
      109-86-4
    • ~70%
    • In-stock
      2'-O-MOE-5-Me-rU|CS-0100774
      163759-49-7

    References

    • Isis Pharmaceuticals Inc. Patent: US2004/29273 A1, 2004 ; Location in patent: Page/Page column 18-19 ; US 20040029273 A1
  • Route3
    • Tris(2-methoxyethyl) borate|CS-0823259
      14983-42-7
    • null|null
      215713-37-4
    • ~69%
    • In-stock
      2'-O-MOE-5-Me-rU|CS-0100774
      163759-49-7

    References

    • Isis Pharmaceuticals, Inc. Patent: US2004/14699 A1, 2004 ; Location in patent: Page/Page column 18 ;

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-H320-H335
Precautionary Statements : P261-P280-P302+P352

Quality Control

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Computational Chemistry Data

  • TPSA   123.01
  • LogP   -1.87278
  • H_Acceptors   8
  • H_Donors   3
  • Rotatable_Bonds   6

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