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CS-W001157 4
Total: USD 88.00

3-Chloro-L-tyrosine

  • CAS No. 7423-93-0

  • Cat. No. CS-W021911
  • Purity≥95%
  • MDL No.MFCD00045865

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

3-Chloro-L-tyrosine|CS-W021911

Structure of 7423-93-0

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General Information

  • CAS No. 7423-93-0
  • Cat. No. CS-W021911
  • Purity ≥95%
  • MDL No. MFCD00045865
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₀ClNO₃
  • Molecular Weight None
  • Synonym(s) 3-Chlorotyrosine
  • SMILES O=C(O)[C@@H](N)CC1=CC=C(O)C(Cl)=C1

Description

3-Chloro-L-tyrosine is a halogenated analog of L-tyrosine featuring a chlorine atom at the meta position of the aromatic ring. This substitution enhances electron deficiency while maintaining compatibility with enzymatic incorporation pathways. The compound serves as a valuable tool for probing protein structure-function relationships and integrating site-specific halogen handles into peptide architectures under standard biological conditions.

Application

3-Chloro-L-tyrosine serves as a bioisosteric analog of L-tyrosine, enabling the incorporation of a halogenated aromatic moiety into peptides and peptidomimetics. Its chlorine substituent enhances metabolic stability and modulates electronic properties without compromising solubility or synthetic tractability. The compound functions reliably in solid-phase peptide synthesis, offering improved pharmacokinetic profiles in targeted therapeutic candidates.

Synthesis

  • Route1
    • null|null
      95-57-8
    • In-stock
      Pyruvic acid sodium|CS-W016629
      113-24-6
    • ~25%
    • In-stock
      3-Chloro-L-tyrosine|CS-W021911
      7423-93-0

    References

    • Seisser, Birgit; Zinkl, Rene; Gruber, Karl; Kaufmann, Franz; Hafner, Andreas; Kroutil, Wolfgang Advanced Synthesis and Catalysis, 2010 , vol. 352, # 4 p. 731 - 736
  • Route2
    • null|null
      205866-50-8
    • ~%
    • In-stock
      3-Chloro-L-tyrosine|CS-W021911
      7423-93-0

    References

    • Tetrahedron Letters, , vol. 45, # 30 p. 5841 - 5843
  • Route3
    • L-Tyrosine Levodopa Impurity|CS-0229709
      60-18-4
    • ~%
    • In-stock
      3-Chloro-L-tyrosine|CS-W021911
      7423-93-0

    References

    • Hoppe-Seyler's Zeitschrift fuer Physiologische Chemie, , vol. 144, p. 250

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   83.55
  • LogP   1
  • H_Acceptors   3
  • H_Donors   3
  • Rotatable_Bonds   3

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