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CS-W001157 4
Total: USD 88.00

Fmoc-Ac6c-OH

  • CAS No. 162648-54-6

  • Cat. No. CS-0044443
  • Purity≥97%
  • MDL No.MFCD00273464

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

Fmoc-Ac6c-OH|CS-0044443

Structure of 162648-54-6

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General Information

  • CAS No. 162648-54-6
  • Cat. No. CS-0044443
  • Purity ≥97%
  • MDL No. MFCD00273464
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₂H₂₃NO₄
  • Molecular Weight 365.42
  • Synonym(s) 1-(Fmoc-amino)cyclohexanecarboxylic acid
  • SMILES O=C(C1(NC(OCC2C3=C(C4=C2C=CC=C4)C=CC=C3)=O)CCCCC1)O

Description

Fmoc-Ac6c-OH is a protected lysine derivative featuring a six-carbon aliphatic side chain, enabling efficient incorporation into peptide sequences. The Fmoc group ensures orthogonal protection, while the acetyl moiety enhances solubility and stability under standard coupling conditions. This reagent streamlines the synthesis of modified peptides with tailored side-chain functionality.

Application

Fmoc-Ac6c-OH serves as a versatile building block for solid-phase peptide synthesis, enabling the incorporation of a C-terminal acetylated 6-aminocaproic acid side chain. Its stability under standard Fmoc-deprotection conditions and compatibility with diverse coupling protocols facilitate efficient conjugation workflows. The protected amine and carboxylic acid groups allow orthogonal functionalization, supporting modular assembly of peptidomimetics and macrocyclic scaffolds.

Synthesis

  • Route1
    • null|null
      28920-43-6
    • 1-Amino-1-cyclohexanecarboxylic acid hydrochloride|CS-0072398
      39692-17-6
    • ~65%
    • In-stock
      Fmoc-Ac6c-OH|CS-0044443
      162648-54-6

    References

    • Lescrinier, Theo; Hendrix, Chris; Kerremans, Luc; Rozenski, Jef; Link, Andreas; Samyn, Bart; Van Aerschot, Arthur; Lescrinier, Eveline; Eritja, Ramon; Van Beeumen, Jozef; Herdewijn, Piet Chemistry - A European Journal, 1998 , vol. 4, # 3 p. 425 - 433
  • Route2

    References

    • American Home Products Corporation Patent: US5385910 A1, 1995 ;
  • Route3
    • null|null
      28920-43-6
    • In-stock
      1-Amino-1-cyclohexanecarboxylic acid|CS-W016418
      2756-85-6
    • ~71%
    • In-stock
      Fmoc-Ac6c-OH|CS-0044443
      162648-54-6

    References

    • Babu, Vommina V. Suresh; Ananda, Kuppanna Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 2001 , vol. 40, # 1 p. 70 - 74

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   75.63
  • LogP   4.3126
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   4

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