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Fmoc-(R)-3-amino-3-(4-nitrophenyl)-propionic acid

  • CAS No. 507472-26-6

  • Cat. No. CS-0182707
  • Purity≥97%
  • MDL No.MFCD03428008

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

Fmoc-(R)-3-amino-3-(4-nitrophenyl)-propionic acid|CS-0182707

Structure of 507472-26-6

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General Information

  • CAS No. 507472-26-6
  • Cat. No. CS-0182707
  • Purity ≥97%
  • MDL No. MFCD03428008
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₄H₂₀N₂O₆
  • Molecular Weight 432.43
  • Synonym(s) Fmoc-R-3-Amino-3-(4-nitro-phenyl)-propionic acid
  • SMILES OC(C[C@H](C1=CC=C(C=C1)[N+]([O-])=O)NC(OCC2C3=CC=CC=C3C4=CC=CC=C42)=O)=O

Description

Fmoc-(R)-3-amino-3-(4-nitrophenyl)-propionic acid is a bench-stable, moisture-tolerant building block for peptide synthesis. This amino acid derivative features a para-nitrophenyl group that enhances solubility and facilitates purification via chromatography. The Fmoc protection enables efficient N-terminal capping during solid-phase workflows.

Application

Fmoc-(R)-3-amino-3-(4-nitrophenyl)propionic acid serves as a versatile building block for peptide synthesis and bioconjugation, enabling the incorporation of electron-deficient aromatic side chains. The Fmoc group ensures efficient orthogonal protection during solid-phase peptide synthesis, while the pendant 4-nitrophenyl moiety provides a handle for downstream derivatization via nucleophilic substitution. Its bench-stable nature and compatibility with standard coupling protocols facilitate reliable purification and integration into complex molecular architectures.

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Computational Chemistry Data

  • TPSA   118.77
  • LogP   4.6493
  • H_Acceptors   5
  • H_Donors   2
  • Rotatable_Bonds   7

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