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CS-W001157 4
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Fmoc-Aoa-OH

  • CAS No. 123106-21-8

  • Cat. No. CS-0149763
  • Purity≥98%
  • MDL No.MFCD01076133

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

Fmoc-Aoa-OH|CS-0149763

Structure of 123106-21-8

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General Information

  • CAS No. 123106-21-8
  • Cat. No. CS-0149763
  • Purity ≥98%
  • MDL No. MFCD01076133
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₇H₁₅NO₅
  • Molecular Weight 313.30
  • Synonym(s) Fmoc-AOAc-OH
  • SMILES O=C(O)CONC(OCC1C2=CC=CC=C2C3=CC=CC=C31)=O

Description

Fmoc-Aoa-OH serves as a protected amino acid derivative for peptide synthesis, featuring a fluorenylmethyl (Fmoc) group that enables orthogonal deprotection. The aldehyde functionality at the terminus facilitates efficient coupling and post-modification strategies in solid-phase workflows. This reagent combines stability with high reactivity under standard conditions.

Application

Fmoc-Aoa-OH serves as a versatile building block in peptide synthesis, enabling the incorporation of aminooctanedioic acid side chains with high stability and ease of purification. The Fmoc group provides orthogonal protection for primary amines, while the carboxylic acid functionality facilitates efficient coupling reactions under standard conditions. Its robust bench stability and compatibility with diverse coupling reagents make it ideal for solid-phase and solution-phase peptide extensions.

Synthesis

  • Route1
    • null|null
      28920-43-6
    • In-stock
      Aminooxyacetic acid hemihydrochloride|CS-8158
      2921-14-4
    • ~95%
    • In-stock
      Fmoc-Aoa-OH|CS-0149763
      123106-21-8

    References

    • Trevisiol; Defrancq; Lhomme; Laayoun; Cros Tetrahedron, 2000 , vol. 56, # 35 p. 6501 - 6510
  • Route2
    • null|null
      28920-43-6
    • 2-(Aminooxy)acetic acid hydrochloride|CS-0266367
      20295-82-3
    • ~75%
    • In-stock
      Fmoc-Aoa-OH|CS-0149763
      123106-21-8

    References

    • Cipolla, Laura; Rescigno, Maria; Leone, Antonella; Peri, Francesco; La Ferla, Barbara; Nicotra, Francesco Bioorganic and medicinal chemistry, 2002 , vol. 10, # 5 p. 1639 - 1646

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-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P363-P501

Quality Control

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Computational Chemistry Data

  • TPSA   84.86
  • LogP   2.5413
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   5

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