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CS-W001157 4
Total: USD 88.00

N-Lauroyl-L-alanine

  • CAS No. 52558-74-4

  • Cat. No. CS-W010095
  • Purity≥97%
  • MDL No.MFCD00216726

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

N-Lauroyl-L-alanine|CS-W010095

Structure of 52558-74-4

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General Information

  • CAS No. 52558-74-4
  • Cat. No. CS-W010095
  • Purity ≥97%
  • MDL No. MFCD00216726
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₅H₂₉NO₃
  • Molecular Weight 271.40
  • Synonym(s) None
  • SMILES O=C(CCCCCCCCCCC)N[C@@H](C)C(O)=O

Description

N-Lauroyl-L-alanine is a surfactant-derived amino acid derivative featuring a long hydrophobic lauroyl chain linked to the α-amino group of L-alanine. This amphiphilic structure enables effective micelle formation and enhances solubility in mixed organic-aqueous systems, making it valuable for peptide synthesis and membrane protein studies under standard conditions.

Application

N-Lauroyl-L-alanine serves as a readily accessible chiral building block for peptide synthesis and surfactant development, offering enhanced solubility and stability in organic media. Its lauroyl moiety provides amphiphilic character, facilitating self-assembly applications, while the L-alanine backbone ensures compatibility with standard coupling protocols. The compound exhibits robust bench stability and simplifies purification due to its defined polarity profile, making it suitable for scalable synthetic workflows in medicinal chemistry and materials science.

Synthesis

  • Route1
    • null|null
      112-16-3
    • L-Alanine Enalapril  Impurity|CS-0229434
      56-41-7
    • ~95%
    • In-stock
      N-Lauroyl-L-alanine|CS-W010095
      52558-74-4

    References

    • Sakai; Kawai; Kamishohara; Odagawa; Suzuki; Uchida; Kawasaki; Tsuruo; Otake Journal of Antibiotics, 1995 , vol. 48, # 6 p. 504 - 508
  • Route2
    • null|null
      112-16-3
    • ~98%
    • In-stock
      N-Lauroyl-L-alanine|CS-W010095
      52558-74-4

    References

    • Phoon, Chee Wee; Somanadhan, Brinda; Heng, Sabrina Cher Hui; Ngo, Anna; Ng, Siew Bee; Butler, Mark S.; Buss, Antony D.; Sim, Mui Mui Tetrahedron, 2004 , vol. 60, # 50 p. 11619 - 11628
  • Route3

    References

    • Izar Biochemische Zeitschrift, 1912 , vol. 40, p. 402

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   66.4
  • LogP   3.4966
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   12

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