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CS-W001157 4
Total: USD 88.00

α-Methyl-DL-phenylalanine

  • CAS No. 1132-26-9

  • Cat. No. CS-0201627
  • Purity≥98%
  • MDL No.MFCD00010512

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

α-Methyl-DL-phenylalanine|CS-0201627

Structure of 1132-26-9

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General Information

  • CAS No. 1132-26-9
  • Cat. No. CS-0201627
  • Purity ≥98%
  • MDL No. MFCD00010512
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₃NO₂
  • Molecular Weight 179.22
  • Synonym(s) None
  • SMILES CC(CC1=CC=CC=C1)(C(=O)O)N

Description

α-Methyl-DL-phenylalanine features a methyl-substituted alpha carbon that confers enhanced metabolic stability compared to native phenylalanine. This structural modification resists enzymatic degradation while retaining aromatic side-chain interactions, making it valuable for probing peptide backbone dynamics and designing protease-resistant analogs in medicinal chemistry applications.

Application

α-Methyl-DL-phenylalanine serves as a stable, bench-accessible building block for peptide synthesis and heterocyclic scaffold development. Its side chain functionality enables straightforward incorporation into bioactive molecules, while the α-methyl group enhances metabolic stability and resistance to enzymatic degradation. The compound exhibits good solubility and purification compatibility in standard organic protocols, facilitating its use in medicinal chemistry campaigns targeting CNS-active compounds and peptidomimetics.

Synthesis

  • Route1
    • null|null
      100-39-0
    • null|null
      126402-81-1
    • ~91%
    • In-stock
      α-Methyl-DL-phenylalanine|CS-0201627
      1132-26-9

    References

    • Belokon'; Kochetkov; Churkina; Ikonnikov; Chesnokov; Larionov; Kagan Russian Chemical Bulletin, 1999 , vol. 48, # 5 p. 917 - 923
  • Route2
    • 2-((Tert-butoxycarbonyl)amino)-2-methyl-3-phenylpropanoic acid|CS-0457492
      86778-91-8
    • ~89%
    • In-stock
      α-Methyl-DL-phenylalanine|CS-0201627
      1132-26-9

    References

    • Zanardi, Franca; Battistini, Lucia; Rassu, Gloria; Cornia, Mara; Casiraghi, Giovanni Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1995 , # 19 p. 2471 - 2476
  • Route3
    • null|null
      151-50-8
    • null|null
      103-79-7
    • ~%
    • In-stock
      α-Methyl-DL-phenylalanine|CS-0201627
      1132-26-9

    References

    • Journal of the American Chemical Society, , vol. 77, p. 700,702

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-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   3

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