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CS-W001157 4
Total: USD 88.00

2'-Amino-2'-deoxyuridine

  • CAS No. 26889-39-4

  • Cat. No. CS-W014134
  • Molecule weight243.22
  • Purity≥97%
  • MDL No.MFCD01317284

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

2'-Amino-2'-deoxyuridine|CS-W014134

Structure of 26889-39-4

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General Information

  • CAS No. 26889-39-4
  • Cat. No. CS-W014134
  • Purity ≥97%
  • MDL No. MFCD01317284
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₃N₃O₅
  • Molecular Weight 243.22
  • Synonym(s) 2'-NH2-dU
  • SMILES O=C(NC(C=C1)=O)N1[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2N

Description

2'-Amino-2'-deoxyuridine features a nucleoside scaffold with a 2'-amino group enhancing solubility and enabling site-specific conjugation. This modification improves binding affinity in oligonucleotide therapeutics and supports efficient incorporation during solid-phase synthesis. The compound exhibits bench-stable handling characteristics and serves as a key building block for functionalized DNA analogs.

Application

2'-Amino-2'-deoxyuridine serves as a valuable nucleoside building block for the synthesis of modified oligonucleotides and antiviral agents. Its 2'-amino functionality enables site-specific conjugation and facilitates incorporation into DNA duplexes with enhanced hybridization affinity. The compound exhibits good bench stability and compatibility with standard phosphoramidite coupling protocols, making it a practical choice for solid-phase synthesis in medicinal chemistry and molecular biology applications.

Synthesis

  • Route1

    References

    • Li, Heting; Jiang, Zhiqin; Wang, Xin; Zheng, Chao Synthetic Communications, 2006 , vol. 36, # 14 p. 1933 - 1940
  • Route2
    • null|null
      725727-88-8
    • ~99%
    • In-stock
      2'-Amino-2'-deoxyuridine|CS-W014134
      26889-39-4

    References

    • Dai, Qing; Piccirilli, Joseph A. Organic Letters, 2004 , vol. 6, # 13 p. 2169 - 2172
  • Route3
    • null|null
      174221-82-0
    • ~86%
    • In-stock
      2'-Amino-2'-deoxyuridine|CS-W014134
      26889-39-4

    References

    • McGee; Sebesta; O'Rourke; Martinez; Jung; Pieken Tetrahedron Letters, 1996 , vol. 37, # 12 p. 1995 - 1998

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   130.57
  • LogP   -2.8855
  • H_Acceptors   7
  • H_Donors   4
  • Rotatable_Bonds   2

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