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Fmoc-R-3-amino-5-hexynic acid

  • CAS No. 332064-94-5

  • Cat. No. CS-0182727
  • Purity≥95%
  • MDL No.MFCD01860910

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

Fmoc-R-3-amino-5-hexynic acid|CS-0182727

Structure of 332064-94-5

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General Information

  • CAS No. 332064-94-5
  • Cat. No. CS-0182727
  • Purity ≥95%
  • MDL No. MFCD01860910
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₁H₁₉NO₄
  • Molecular Weight 349.38
  • Synonym(s) Fmoc-(R)-3-Amino-5-hexynoic acid
  • SMILES C#CC[C@@H](NC(OCC1C2=C(C3=C1C=CC=C3)C=CC=C2)=O)CC(O)=O

Description

Fmoc-R-3-amino-5-hexynic acid features a terminal alkyne group flanked by a protected amine and a robust Fmoc handle, enabling efficient solid-phase peptide synthesis. This orthogonal functionality facilitates site-specific conjugation via copper-catalyzed azide-alkyne cycloaddition, delivering stable triazoles for bioconjugation applications.

Application

Fmoc-R-3-amino-5-hexynic acid serves as a versatile building block for the synthesis of peptidomimetics and bioconjugates, enabling efficient CuAAC click chemistry via its terminal alkyne group. The Fmoc-protected amine facilitates standard solid-phase peptide synthesis, while the carboxylic acid functionality supports direct coupling or derivatization. Its stability under routine bench conditions and compatibility with orthogonal functional groups make it ideal for modular assembly of complex molecular architectures.

Safety Information

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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-P501

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Computational Chemistry Data

  • TPSA   75.63
  • LogP   3.3917
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   6

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