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L-Phenylalanylglycylglycine

  • CAS No. 23576-42-3

  • Cat. No. CS-W010061
  • Purity≥97%
  • MDL No.MFCD00037785

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

L-Phenylalanylglycylglycine|CS-W010061

Structure of 23576-42-3

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General Information

  • CAS No. 23576-42-3
  • Cat. No. CS-W010061
  • Purity ≥97%
  • MDL No. MFCD00037785
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₇N₃O₄
  • Molecular Weight 279.30
  • Synonym(s) Phe-Gly-Gly; H-Phe-Gly-Gly-OH
  • SMILES O=C(O)CNC(CNC([C@H](CC1=CC=CC=C1)N)=O)=O

Description

L-Phenylalanylglycylglycine is a tripeptide featuring a phenylalanine residue linked to glycylglycine, offering enhanced stability and solubility in aqueous media. This sequence enables integration into peptide synthesis workflows where resistance to proteolytic cleavage and predictable conformational behavior are critical.

Application

L-Phenylalanylglycylglycine serves as a tripeptide building block for the synthesis of bioactive peptides and protease substrates. Its structure features a phenylalanine residue at the N-terminus, enabling hydrophobic interactions in enzyme binding studies. The glycylglycine C-terminal dipeptide offers high flexibility and stability under standard coupling conditions. This compound facilitates efficient solid-phase peptide synthesis due to its bench-stable nature and compatibility with common activation protocols.

Synthesis

  • Route1

    References

    • Collection of Czechoslovak Chemical Communications, , vol. 54, # 3 p. 784 - 795
  • Route2
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    • In-stock
      β-D-Glucose|CS-0083772
      492-61-5
    • In-stock
      L-Phenylalanylglycylglycine|CS-W010061
      23576-42-3

    References

    • Carbohydrate Research, , vol. 82, p. 31 - 44

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   121.52
  • LogP   -1.1266
  • H_Acceptors   4
  • H_Donors   4
  • Rotatable_Bonds   7

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