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CS-W001157 4
Total: USD 88.00

4-Methyl-L-leucine

  • CAS No. 57224-50-7

  • Cat. No. CS-0011700
  • Purity≥97%
  • MDL No.MFCD00066079

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

4-Methyl-L-leucine|CS-0011700

Structure of 57224-50-7

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General Information

  • CAS No. 57224-50-7
  • Cat. No. CS-0011700
  • Purity ≥97%
  • MDL No. MFCD00066079
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₁₅NO₂
  • Molecular Weight None
  • Synonym(s) L-Leucine, 4-methyl- (9CI); L-2-Amino-4,4-dimethylpentanoic acid; L-γ-Methylleucine
  • SMILES O=C(O)[C@@H](N)CC(C)(C)C

Description

4-Methyl-L-leucine is a non-proteinogenic amino acid featuring a branched aliphatic side chain with a methyl group at the γ-position. This structural motif imparts enhanced hydrophobicity and conformational rigidity, making it valuable for peptide engineering and medicinal chemistry applications where metabolic stability and membrane permeability are critical.

Application

4-Methyl-L-leucine serves as a valuable chiral building block in peptide synthesis, offering enhanced hydrophobicity and steric bulk at the side chain. Its well-defined stereochemistry and bench-stable nature facilitate reliable incorporation into bioactive peptides and peptidomimetics, enabling improved metabolic stability and membrane permeability in medicinal chemistry campaigns.

Synthesis

  • Route1
    • null|null
      1239710-18-9
    • ~99%
    • In-stock
      4-Methyl-L-leucine|CS-0011700
      57224-50-7

    References

    • Drummond, Lorna J.; Sutherland, Andrew Tetrahedron, 2010 , vol. 66, # 29 p. 5349 - 5356
  • Route2
    • null|null
      219916-55-9
    • ~%
    • In-stock
      4-Methyl-L-leucine|CS-0011700
      57224-50-7

    References

    • Journal of the Chemical Society - Perkin Transactions 1, , # 22 p. 3657 - 3658
  • Route3
    • (S)-Methyl 2-amino-4,4-dimethylpentanoate|CS-0565873
      113520-44-8
    • ~%
    • In-stock
      4-Methyl-L-leucine|CS-0011700
      57224-50-7

    References

    • Journal of the Chemical Society - Perkin Transactions 1, , # 22 p. 3657 - 3658

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   0.8345
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   2

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