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(S)-2-Amino-3-(7-fluoro-1H-indol-3-yl)propanoic acid

  • CAS No. 138514-97-3

  • Cat. No. CS-0063819
  • Purity≥95%
  • MDL No.MFCD09264337

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

(S)-2-Amino-3-(7-fluoro-1H-indol-3-yl)propanoic acid|CS-0063819

Structure of 138514-97-3

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General Information

  • CAS No. 138514-97-3
  • Cat. No. CS-0063819
  • Purity ≥95%
  • MDL No. MFCD09264337
  • Storage 4°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₁FN₂O₂
  • Molecular Weight 222.22
  • Synonym(s) H-Trp(7-F)-OH
  • SMILES N[C@@H](CC1=CNC2=C(F)C=CC=C12)C(O)=O

Description

(S)-2-Amino-3-(7-fluoro-1H-indol-3-yl)propanoic acid features a chiral center at the α-carbon, delivering enantiomerically pure access to bioactive indole-containing peptides. The electron-deficient 7-fluoro substitution enhances metabolic stability and modulates receptor affinity. This amino acid integrates readily into peptide sequences under standard coupling conditions, offering a handle for targeted drug discovery applications in CNS and oncology research.

Application

(S)-2-Amino-3-(7-fluoro-1H-indol-3-yl)propanoic acid serves as a key chiral building block for the synthesis of biologically active indole-containing compounds. Its well-defined stereochemistry and functional group compatibility facilitate incorporation into peptide analogs and heterocyclic scaffolds. The molecule exhibits good bench stability and enables efficient coupling reactions, making it valuable for medicinal chemistry campaigns targeting CNS and oncology therapeutics.

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 : 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   79.11
  • LogP   1.2614
  • H_Acceptors   2
  • H_Donors   3
  • Rotatable_Bonds   3

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