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CS-W001157 4
Total: USD 88.00

H-Tyr(H2PO3)-OH

  • CAS No. 21820-51-9

  • Cat. No. CS-W012494
  • Purity≥98%
  • MDL No.MFCD00002603

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

H-Tyr(H2PO3)-OH|CS-W012494

Structure of 21820-51-9

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General Information

  • CAS No. 21820-51-9
  • Cat. No. CS-W012494
  • Purity ≥98%
  • MDL No. MFCD00002603
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₂NO₆P
  • Molecular Weight 261.17
  • Synonym(s) None
  • SMILES O=C(O)[C@@H](N)CC1=CC=C(OP(O)(O)=O)C=C1

Description

Ethylenediaminetetraacetic acid (EDTA) is a substituted diamine and a versatile compound in household with industrial applications. EDTA chelates metal divalent cations like calcium, magnesium, zinc, copper, manganese by forming metal-EDTA complexes. It finds its application in cleaning products and detergent formulations. In paper and pulp industries, EDTA reduces the adverse effect of metal ions on bleaching. It functions as an antibacterial agent by removing calcium and magnesium divalent cations from the outer membrane and causes loss of lipopolysaccharide from the membrane, making the bacteria susceptible to bactericidal agents. Free EDTA has adverse effect on reproduction and development in mammals. EDTA can chelate ions from deposits that contribute to atherosclerosis, cancers and heart diseases. It can help to overcome cell membrane injury by reducing radical reactions and oxidation processes. It binds to calcium and reduces the risk of hypercalcinemia in cancer patients. Transmembrane ammonium EDTA gradient method aids in drug delivery, increasing drug retention and efficacy of therapeutics and lowers the cytotoxicity levels.EDTA has been used:as a medium supplement in embryo culture using synthetic oviduct fluid culture 1 (SOFC1) mediumin incubation of EpCAM+ cells with fluorescein isothiocyanate (FITC) conjugated antibody for cell sorting analysisin pre-treatment of single cell suspension of dendritic cells from spleen for cell sorting with magnetic beads

Application

H-Tyr(H2PO3)-OH serves as a phosphorylated tyrosine building block for peptide synthesis, enabling site-specific incorporation of phosphotyrosine motifs. The H₂PO₃ group provides a stable, bioisosteric mimic of physiological phosphate, facilitating studies in kinase signaling pathways. Its bench-stable nature and compatibility with standard Fmoc-SPPS protocols simplify purification and integration into complex peptide sequences.

Synthesis

  • Route1
    • L-Tyrosine Levodopa Impurity|CS-0229709
      60-18-4
    • ~51%
    • In-stock
      H-Tyr(H2PO3)-OH|CS-W012494
      21820-51-9

    References

    • Alewood, Paul F.; Johns, R. B.; Valerio, Robert M.; Kemp, Bruce E. Synthesis, 1983 , # 1 p. 30 - 31
  • Route2
    • N-Formyl-L-tyrosine|CS-0201787
      13200-86-7
    • ~%
    • In-stock
      H-Tyr(H2PO3)-OH|CS-W012494
      21820-51-9

    References

    • Journal of Biological Chemistry, , vol. 100, p. 583
  • Route3
    • (S)-Ethyl 2-(((benzyloxy)carbonyl)amino)-3-(4-hydroxyphenyl)propanoate|CS-0713251
      16679-94-0
    • ~%
    • In-stock
      H-Tyr(H2PO3)-OH|CS-W012494
      21820-51-9

    References

    • Helvetica Chimica Acta, , vol. 28, p. 1258,1266

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   130.08
  • LogP   0.1125
  • H_Acceptors   4
  • H_Donors   4
  • Rotatable_Bonds   5

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