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CS-W001157 4
Total: USD 88.00

4-Nitrophenyl β-D-galactopyranoside

  • CAS No. 3150-24-1

  • Cat. No. CS-0139874
  • Purity≥95%
  • MDL No.MFCD00063256

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

4-Nitrophenyl β-D-galactopyranoside|CS-0139874

Structure of 3150-24-1

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General Information

  • CAS No. 3150-24-1
  • Cat. No. CS-0139874
  • Purity ≥95%
  • MDL No. MFCD00063256
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₅NO₈
  • Molecular Weight 301.25
  • Synonym(s) None
  • SMILES O[C@H]([C@H]([C@H]([C@H](O1)CO)O)O)[C@@H]1OC2=CC=C(C=C2)[N+]([O-])=O

Description

4-Nitrophenyl β-D-galactopyranoside serves as a robust glycoside substrate for monitoring β-galactosidase activity. The electron-deficient nitrophenyl leaving group enables efficient enzymatic cleavage, generating a chromophoric product detectable at 405 nm. This bench-stable compound features high solubility in aqueous buffers and exhibits excellent stability under standard assay conditions.

Synthesis

  • Route1
    • (2R,3S,4S,5R,6S)-2-(acetoxymethyl)-6-(4-nitrophenoxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate|CS-0536228
      2872-66-4
    • ~%
    • In-stock
      4-Nitrophenyl β-D-galactopyranoside|CS-0139874
      3150-24-1

    References

    • Enzymol., , vol. 6, p. 321,323
  • Route2
    • null|null
      100-02-7
    • (2R,3R,4R,5S,6R)-6-(hydroxymethyl)-5-(((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-2,3,4-triol|CS-0535815
      133-99-3
    • ~%
    • In-stock
      4-Nitrophenyl β-D-galactopyranoside|CS-0139874
      3150-24-1

    References

    • Carbohydrate Research, , vol. 298, # 1-2 p. 65 - 73
  • Route3
    • α-D-Galactopyranoside,4-nitrophenyl,2,3,4,6-tetraacetate|CS-0468385
      17042-39-6
    • ~%
    • In-stock
      4-Nitrophenyl β-D-galactopyranoside|CS-0139874
      3150-24-1

    References

    • Journal of Experimental Medicine, , vol. 50, p. 521,528

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   142.52
  • LogP   -1.2265
  • H_Acceptors   8
  • H_Donors   4
  • Rotatable_Bonds   4

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