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CS-W001157 4
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5'-O-DMT-N2-ibu-dG

  • CAS No. 68892-41-1

  • Cat. No. CS-W011418
  • Purity≥95%
  • MDL No.MFCD00010059

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

5'-O-DMT-N2-ibu-dG|CS-W011418

Structure of 68892-41-1

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General Information

  • CAS No. 68892-41-1
  • Cat. No. CS-W011418
  • Purity ≥95%
  • MDL No. MFCD00010059
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₃₅H₃₇N₅O₇
  • Molecular Weight 639.70
  • Synonym(s) N2-Isobutyryl-5′-O-(4,4′-dimethoxytrityl)-2′-deoxyguanosine
  • SMILES O[C@H]1C[C@H](N2C(N=C(NC(C(C)C)=O)NC3=O)=C3N=C2)O[C@@H]1COC(C4=CC=C(OC)C=C4)(C5=CC=C(OC)C=C5)C6=CC=CC=C6

Description

5'-O-DMT-N2-ibu-dG is a protected deoxyguanosine derivative featuring a 5'-O-dimethoxytrityl group and a N2-isobutyryl modification. This combination enhances stability during oligonucleotide synthesis, enabling efficient incorporation into DNA strands with improved solubility and reduced side reactions under standard conditions.

Application

5'-O-DMT-N2-ibu-dG serves as a key building block for the synthesis of oligonucleotides containing modified guanine residues. The DMT group provides robust protection at the 5'-hydroxyl, enabling efficient purification via reverse-phase chromatography. The N2-isobutyryl modification enhances stability and facilitates selective deprotection during solid-phase synthesis. This derivative enables reliable incorporation of functionalized guanine units into DNA strands, supporting applications in antisense technology and nucleic acid therapeutics.

Synthesis

  • Route1

    References

    • McGee, Danny P. C.; Martin, John C.; Webb, Austin S. Synthesis, 1983 , # 7 p. 540 - 541
  • Route2
    • null|null
      160107-22-2
    • ~73%
    • In-stock
      5'-O-DMT-N2-ibu-dG|CS-W011418
      68892-41-1

    References

    • Brill, Wolfgang K.-D. Tetrahedron Letters, 1994 , vol. 35, # 19 p. 3041 - 3044
  • Route3

    References

    • Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, , vol. 32, # 9 p. 916 - 919

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   149.82
  • LogP   4.3884
  • H_Acceptors   10
  • H_Donors   3
  • Rotatable_Bonds   11

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