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Fmoc-1,4-trans-achc-oh

  • CAS No. 147900-46-7

  • Cat. No. CS-0226441
  • Purity≥98%
  • MDL No.MFCD01862343

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

Fmoc-1,4-trans-achc-oh|CS-0226441

Structure of 147900-46-7

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General Information

  • CAS No. 147900-46-7
  • Cat. No. CS-0226441
  • Purity ≥98%
  • MDL No. MFCD01862343
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₂H₂₃NO₄
  • Molecular Weight 365.42
  • Synonym(s) Fmoc-trans-4-aminocyclohexane-1-carboxylic acid
  • SMILES OC([C@H](CC1)CC[C@@H]1NC(OCC2C3=CC=CC=C3C4=CC=CC=C42)=O)=O

Description

Fmoc-1,4-trans-achc-oh features a sterically defined trans-1,4-aminocyclohexane scaffold conjugated to the fluorenylmethoxy carbonyl (Fmoc) protecting group. This configuration enables efficient incorporation into peptide sequences with minimal conformational strain, delivering enhanced stability and predictable folding behavior in synthetic peptide applications.

Application

Fmoc-1,4-trans-achc-OH serves as a robust building block for peptide synthesis, enabling the incorporation of constrained trans-4-aminocyclohexanecarboxylic acid motifs. Its stability under standard coupling conditions and compatibility with orthogonal deprotection protocols facilitate efficient assembly of peptidomimetics and cyclic peptides. The Fmoc group allows for convenient monitoring of chain elongation, while the rigid trans-cyclohexane scaffold imparts defined conformational preorganization, enhancing structural precision in bioactive molecule design.

Synthesis

  • Route1
    • null|null
      28920-43-6
    • In-stock
      trans-4-Aminocyclohexanecarboxylic acid hydrochloride|CS-0017964
      27960-59-4
    • ~%
    • In-stock
      Fmoc-1,4-trans-achc-oh|CS-0226441
      147900-46-7

    References

    • Journal of the American Chemical Society, , vol. 127, # 6 p. 1690 - 1704
  • Route2
    • 4-Aminobenzoic acid Conivaptan Impurity|CS-0213989
      150-13-0
    • ~%
    • In-stock
      Fmoc-1,4-trans-achc-oh|CS-0226441
      147900-46-7

    References

    • Journal of Medicinal Chemistry, , vol. 36, # 8 p. 1100 - 1103
  • Route3

    References

    • Journal of Medicinal Chemistry, , vol. 36, # 8 p. 1100 - 1103

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   4.1685
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   4

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