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CS-W001157 4
Total: USD 88.00

DL-β-Homophenylalanine

  • CAS No. 15099-85-1

  • Cat. No. CS-0156332
  • Purity≥95%
  • MDL No.MFCD02090626

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

DL-β-Homophenylalanine|CS-0156332

Structure of 15099-85-1

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General Information

  • CAS No. 15099-85-1
  • Cat. No. CS-0156332
  • Purity ≥95%
  • MDL No. MFCD02090626
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₃NO₂
  • Molecular Weight 179.22
  • Synonym(s) beta-Homophenylalanine
  • SMILES C1=CC=C(C=C1)CC(CC(=O)O)N

Description

DL-β-Homophenylalanine features a β-phenylalanine scaffold with enhanced metabolic stability compared to α-amino acid analogs. This stereoisomeric mixture integrates readily into peptide sequences, offering structural rigidity and improved resistance to enzymatic degradation in bioactive peptide design.

Application

DL-β-Homophenylalanine serves as a valuable building block in the synthesis of β-aryl amino acids and peptidomimetics, offering enhanced metabolic stability compared to natural α-amino acids. Its well-defined stereochemistry and bench-stable nature facilitate straightforward incorporation into diverse peptide architectures. The compound functions effectively in standard coupling protocols and enables access to bioactive scaffolds relevant to medicinal chemistry and enzyme inhibitor development.

Synthesis

  • Route1
    • null|null
      211618-75-6
    • ~92%
    • In-stock
      DL-β-Homophenylalanine|CS-0156332
      15099-85-1

    References

    • Yoakim, Christiane; Ogilvie, William W.; Cameron, Dale R.; Chabot, Catherine; Guse, Ingrid; Hache, Bruno; Naud, Julie; O'Meara, Jeff A.; Plante, Raymond; Deziel, Robert Journal of Medicinal Chemistry, 1998 , vol. 41, # 15 p. 2882 - 2891
  • Route2

    References

    • WO2009/11880 A2, ; Page/Page column 136 ; WO 2009/011880 A2
  • Route3
    • null|null
      15196-02-8
    • ~%
    • In-stock
      DL-β-Homophenylalanine|CS-0156332
      15099-85-1

    References

    • Journal of Medicinal Chemistry, , vol. 41, # 15 p. 2882 - 2891

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   63.32
  • LogP   1.0311
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   4

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