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CS-W001157 4
Total: USD 88.00

5-BrdU

  • CAS No. 59-14-3

  • Cat. No. CS-3028
  • Purity≥98%
  • MDL No.MFCD00006529

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

5-BrdU|CS-3028

Structure of 59-14-3

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General Information

  • CAS No. 59-14-3
  • Cat. No. CS-3028
  • Purity ≥98%
  • MDL No. MFCD00006529
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₁BrN₂O₅
  • Molecular Weight 307.10
  • Synonym(s) BrdU; 5-Bromo-2'-deoxyuridine; Bromodeoxyuridine
  • SMILES O[C@H]1C[C@H](N2C(NC(C(Br)=C2)=O)=O)O[C@@H]1CO

Description

Heterobifunctional linker enabling the connection of an azide containing compound or biomolecule to one with a carboxylic acid. The amine group can be linked to a carboxylic acid through standard coupling procedures (EDC, product #39391, etc...) and the terminal alkyne will react with azides via copper-catalyzed 1,3-dipolar cycloaddition click chemistry. The hydrophilic PEG spacer adds to the water solubility of this reagent, allowing for easy modification of carboxylic acid containing biomolecules such as antibodies, proteins and peptides with the terminal alkyne. The PEG spacer also reduces aggregation of modified proteins stored in solution by adding hydrophilic character.

Synthesis

  • Route1

    References

    • Kumar, Vineet; Yap, Jeremy; Muroyama, Andrew; Malhotra, Sanjay V. Synthesis, 2009 , # 23 art. no. M01709SS, p. 3957 - 3962
  • Route2

    References

    • Journal of Molecular Catalysis B: Enzymatic, , vol. 95, p. 16 - 22
  • Route3
    • (3-Acetoxy-5-(5-bromo-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl)methyl acetate|CS-0454222
      6161-23-5
    • ~84%
    • In-stock
      5-BrdU|CS-3028
      59-14-3

    References

    • Asakura, Jun-ichi; Robins, Morris J. Journal of Organic Chemistry, 1990 , vol. 55, # 16 p. 4928 - 4933

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS08
Signal Word : Danger
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H340-H361
Precautionary Statements : P280-P405-P501

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Computational Chemistry Data

  • TPSA   104.55
  • LogP   -1.0602
  • H_Acceptors   6
  • H_Donors   3
  • Rotatable_Bonds   2

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