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CS-W001157 4
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Fmoc-11-aminoundecanoic acid

  • CAS No. 88574-07-6

  • Cat. No. CS-0149752
  • Purity≥98%
  • MDL No.MFCD00235891

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

Fmoc-11-aminoundecanoic acid|CS-0149752

Structure of 88574-07-6

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General Information

  • CAS No. 88574-07-6
  • Cat. No. CS-0149752
  • Purity ≥98%
  • MDL No. MFCD00235891
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₆H₃₃NO₄
  • Molecular Weight 423.54
  • Synonym(s) None
  • SMILES O=C(OCC1C2=CC=CC=C2C3=CC=CC=C31)NCCCCCCCCCCC(O)=O

Description

Fmoc-11-aminoundecanoic acid features a long aliphatic chain terminating in a primary amine, enabling efficient conjugation in peptide synthesis and polymer functionalization. The Fmoc group provides orthogonal protection for the amine, ensuring selective deprotection under mild conditions. This bench-stable reagent facilitates the incorporation of flexible, hydrophilic spacers in bioconjugates and surface-tethered biomolecules.

Application

Fmoc-11-aminoundecanoic acid serves as a versatile bifunctional building block for the synthesis of peptide-polymer conjugates and long-chain spacer systems. The Fmoc group enables efficient solid-phase peptide synthesis, while the terminal primary amine facilitates coupling to diverse functionalities. Its aliphatic 11-carbon chain provides excellent flexibility and solubility, enhancing performance in bioconjugation and macromolecular engineering applications.

Synthesis

  • Route1

    References

    • Galoppini, Claudia; Meini, Stefania; Tancredi, Mariella; Di Fenza, Armida; Triolo, Antonio; Quartara, Laura; Maggi, Carlo A.; Formaggio, Fernando; Toniolo, Claudio; Mazzucco, Silvia; Papini, Annamaria; Rovero, Paolo Journal of Medicinal Chemistry, 1999 , vol. 42, # 3 p. 409 - 414
  • Route2
    • null|null
      191281-06-8
    • ~90%
    • In-stock
      Fmoc-11-aminoundecanoic acid|CS-0149752
      88574-07-6

    References

    • Boumrah, Derradji; Campbell, Malcolm M.; Fenner, Simon; Kinsman, Richard G. Tetrahedron, 1997 , vol. 53, # 20 p. 6977 - 6992
  • Route3
    • In-stock
      11-Aminoundecanoic acid|CS-W015547
      2432-99-7
    • null|null
      28920-43-6
    • ~32%
    • In-stock
      Fmoc-11-aminoundecanoic acid|CS-0149752
      88574-07-6

    References

    • Marston; Hecker 1983 , vol. 38, # 8 p. 1015 - 1021

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

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Computational Chemistry Data

  • TPSA   75.63
  • LogP   6.1206
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   13

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