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Salicylhydroxamic acid (CAS 89-73-6)

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Alternate Names:
2-Hydroxybenzohydroxamic acid; N,2-Dihydroxybenzamide
Application:
Salicylhydroxamic acid is an irreversible inhibitor of bacterial and plant urease
CAS Number:
89-73-6
Purity:
≥95%
Molecular Weight:
153.14
Molecular Formula:
C7H7NO3
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Salicylhydroxamic acid is an irreversible inhibitor of bacterial and plant urease. Salicylhydroxamic acid (SHH) holds a role as an organic compound extensively employed in various domains of scientific exploration. Derived from salicylic acid, a naturally occurring plant compound, it stands out for its remarkable capacity to establish robust coordination complexes alongside metal ions. Across the scientific landscape, Salicylhydroxamic acid has found utility in a spectrum of research arenas encompassing biochemistry, physiology, and inorganic chemistry. Within the realm of biochemistry, Salicylhydroxamic acid has enabled the investigation of metal ion-protein interactions and enzyme structural characteristics. In the sphere of physiology, it has illuminated the influence of metal ions on bodily processes and cell signaling pathways. Simultaneously, in the domain of inorganic chemistry, Salicylhydroxamic acid has facilitated an understanding of metal ion coordination in solution and the formation of metal-ion clusters. As a potent chelating agent, Salicylhydroxamic acid demonstrates its prowess by forming resilient coordination complexes with metal ions. Upon binding with a metal ion, a complex is engendered, surpassing the stability of the metal ion in isolation. This heightened stability endows the metal ion with an extended lifespan in solution, thereby simplifying the scrutiny of its properties.


Salicylhydroxamic acid (CAS 89-73-6) References

  1. Salicylhydroxamic acid inhibits delta6 desaturation in the microalga Porphyridium cruentum.  |  Khozin-Goldberg, I., et al. 1999. Biochim Biophys Acta. 1439: 384-94. PMID: 10446425
  2. Metal complexes of salicylhydroxamic acid (H2Sha), anthranilic hydroxamic acid and benzohydroxamic acid. Crystal and molecular structure of [Cu(phen)2(Cl)]Cl x H2Sha, a model for a peroxidase-inhibitor complex.  |  O'Brien, EC., et al. 2000. J Inorg Biochem. 79: 47-51. PMID: 10830846
  3. Phenylboronic acid-salicylhydroxamic acid bioconjugates. 1. A novel boronic acid complex for protein immobilization.  |  Stolowitz, ML., et al. 2001. Bioconjug Chem. 12: 229-39. PMID: 11312684
  4. Phenylboronic acid-salicylhydroxamic acid bioconjugates. 2. Polyvalent immobilization of protein ligands for affinity chromatography.  |  Wiley, JP., et al. 2001. Bioconjug Chem. 12: 240-50. PMID: 11312685
  5. Salicylhydroxamic Acid (SHAM) Inhibition of the Dissolved Inorganic Carbon Concentrating Process in Unicellular Green Algae.  |  Goyal, A. and Tolbert, NE. 1990. Plant Physiol. 92: 630-6. PMID: 16667326
  6. Salicylhydroxamic acid inhibits myeloperoxidase activity.  |  Ikeda-Saito, M., et al. 1991. J Biol Chem. 266: 3611-6. PMID: 1847381
  7. Salicylhydroxamic acid (SHAM) negatively mediates tea herbivore-induced direct and indirect defense against the tea geometrid Ectropis obliqua.  |  Xin, Z., et al. 2014. J Plant Res. 127: 565-72. PMID: 24888389
  8. Inhibition of myeloperoxidase by salicylhydroxamic acid.  |  Davies, B. and Edwards, SW. 1989. Biochem J. 258: 801-6. PMID: 2543361
  9. Research on treatment and mechanism of salicylhydroxamic acid flotation wastewater by O3-BAF process.  |  Zhang, L., et al. 2020. Water Sci Technol. 82: 861-876. PMID: 33031066
  10. Silica Xerogel Doped with Iron(III) as Sensor Material for Salicylhydroxamic Acid Determination in Urine.  |  Morosanova, MA., et al. 2021. Gels. 7: PMID: 34563029
  11. The Toxicity of Salicylhydroxamic Acid and Its Effect on the Sensitivity of Ustilaginoidea virens to Azoxystrobin and Pyraclostrobin.  |  Song, J., et al. 2022. J Fungi (Basel). 8: PMID: 36422052
  12. A comparative study on the metal complexes of an anticancer estradiol-hydroxamate conjugate and salicylhydroxamic acid.  |  Mészáros, JP., et al. 2023. J Inorg Biochem. 244: 112223. PMID: 37084580
  13. Salicylhydroxamic-acid/glycerol in experimental trypanosomiasis.  |  Evans, DA., et al. 1977. Lancet. 2: 769. PMID: 71581

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Salicylhydroxamic acid, 5 g

sc-236849
5 g
$20.00