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β-(4-Hydroxyphenyl)ethyl iodoacetamide (CAS 53527-07-4)

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Alternate Names:
β-(4-Hydroxyphenyl)ethyl iodoacetamide is also known as N-Iodoacetyltyramine.
Application:
β-(4-Hydroxyphenyl)ethyl iodoacetamide is used in the iodine-125 labelling of various molecules for chemical analysis.
CAS Number:
53527-07-4
Molecular Weight:
305.12
Molecular Formula:
C10H12NO2I
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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β-(4-Hydroxyphenyl)ethyl iodoacetamide is a building block used in the iodine-125 labelling of various molecules for chemical analysis. It is a derivative of iodoacetamide, which is used in biochemistry for protein labeling and modification. β-(4-Hydroxyphenyl)ethyl iodoacetamide is a reactive compound that can undergo Michael addition with thiol groups of cysteine residues in proteins. This reaction forms a covalent bond between the compound and the protein, allowing for the specific labeling or modification of the cysteine residues. This property makes it a useful tool in proteomics research for studying protein structure and function.

For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.

Alexa Fluor® is a trademark of Molecular Probes Inc., OR., USA

LI-COR® and Odyssey® are registered trademarks of LI-COR Biosciences


β-(4-Hydroxyphenyl)ethyl iodoacetamide (CAS 53527-07-4) References

  1. N-iodoacetyltyramine: preparation and use in 125I labeling by alkylation of sulfhydryl groups.  |  Lin, CM., et al. 1989. Anal Biochem. 179: 389-95. PMID: 2549809
  2. Production of reactive persulfide species in chronic obstructive pulmonary disease.  |  Numakura, T., et al. 2017. Thorax. 72: 1074-1083. PMID: 28724639
  3. Persulfide synthases that are functionally coupled with translation mediate sulfur respiration in mammalian cells.  |  Fujii, S., et al. 2019. Br J Pharmacol. 176: 607-615. PMID: 29748969
  4. Polysulfide stabilization by tyrosine and hydroxyphenyl-containing derivatives that is important for a reactive sulfur metabolomics analysis.  |  Hamid, HA., et al. 2019. Redox Biol. 21: 101096. PMID: 30634125
  5. Cysteine Trisulfide Protects E. coli from Electrophile-Induced Death through the Generation of Cysteine Hydropersulfide.  |  Henderson, CF., et al. 2020. Chem Res Toxicol. 33: 678-686. PMID: 31977195
  6. The reactions of hydropersulfides (RSSH) with myoglobin.  |  Álvarez, L., et al. 2020. Arch Biochem Biophys. 687: 108391. PMID: 32360749
  7. High-Precision Sulfur Metabolomics Innovated by a New Specific Probe for Trapping Reactive Sulfur Species.  |  Kasamatsu, S., et al. 2021. Antioxid Redox Signal. 34: 1407-1419. PMID: 33198504
  8. The role of glutamate oxaloacetate transaminases in sulfite biosynthesis and H2S metabolism.  |  Mellis, AT., et al. 2021. Redox Biol. 38: 101800. PMID: 33271457
  9. Lipophilic compounds in garlic decrease the toxicity of methylmercury by forming sulfur adducts.  |  Abiko, Y., et al. 2021. Food Chem Toxicol. 150: 112061. PMID: 33587975
  10. Characterization of Endogenous and Extruded H2S and Small Oxoacids of Sulfur (SOS) in Cell Cultures.  |  Scrivner, O., et al. 2021. ACS Chem Biol. 16: 1413-1424. PMID: 34374506
  11. Chemical Biology of Reactive Sulfur Species: Hydrolysis-Driven Equilibrium of Polysulfides as a Determinant of Physiological Functions.  |  Sawa, T., et al. 2022. Antioxid Redox Signal. 36: 327-336. PMID: 34409860
  12. Mass spectrometry-based direct detection of multiple types of protein thiol modifications in pancreatic beta cells under endoplasmic reticulum stress.  |  Li, X., et al. 2021. Redox Biol. 46: 102111. PMID: 34425387
  13. Expanding the Reactive Sulfur Metabolome: Intracellular and Efflux Measurements of Small Oxoacids of Sulfur (SOS) and H2S in Human Primary Vascular Cell Culture.  |  Scrivner, O., et al. 2021. Molecules. 26: PMID: 34885743
  14. Concentrations of nucleophilic sulfur species in small Indian mongoose (Herpestes auropunctatus) in Okinawa, Japan.  |  Horai, S., et al. 2022. Chemosphere. 295: 133833. PMID: 35120952
  15. Gut microbiota reinforce host antioxidant capacity via the generation of reactive sulfur species.  |  Uchiyama, J., et al. 2022. Cell Rep. 38: 110479. PMID: 35263581
  16. Commonly Used Alkylating Agents Limit Persulfide Detection by Converting Protein Persulfides into Thioethers.  |  Schilling, D., et al. 2022. Angew Chem Int Ed Engl. 61: e202203684. PMID: 35506673

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

β-(4-Hydroxyphenyl)ethyl iodoacetamide, 100 mg

sc-473766
100 mg
$346.00

β-(4-Hydroxyphenyl)ethyl iodoacetamide, 250 mg

sc-473766A
250 mg
$600.00