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CS-W001157 4
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(S)-2-Amino-3-(6-fluoro-1H-indol-3-yl)propanoic acid

  • CAS No. 19310-00-0

  • Cat. No. CS-0139675
  • Purity≥98%
  • MDL No.MFCD00137731

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

(S)-2-Amino-3-(6-fluoro-1H-indol-3-yl)propanoic acid|CS-0139675

Structure of 19310-00-0

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General Information

  • CAS No. 19310-00-0
  • Cat. No. CS-0139675
  • Purity ≥98%
  • MDL No. MFCD00137731
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₁FN₂O₂
  • Molecular Weight 222.22
  • Synonym(s) 6-Fluoro-L-Tryptophan
  • SMILES N[C@@H](CC1=CNC2=C1C=CC(F)=C2)C(O)=O

Description

(S)-2-Amino-3-(6-fluoro-1H-indol-3-yl)propanoic acid features a chiral center at the α-carbon, delivering enantiomerically pure access to fluorinated indole-containing peptides. The 6-fluoro substitution enhances electron-withdrawal and metabolic stability, while the carboxylic acid moiety enables direct incorporation into peptide backbones. This compound serves as a key building block for bioactive indole derivatives in medicinal chemistry.

Application

(S)-2-Amino-3-(6-fluoro-1H-indol-3-yl)propanoic acid serves as a key chiral building block for indole-containing peptide analogs and bioactive scaffolds. The molecule combines a sterically defined (S)-α-amino acid backbone with a 6-fluoroindole moiety, enabling direct incorporation into peptidomimetics and CNS-targeted compounds. Its bench-stable crystalline form facilitates handling and purification, while the fluorinated indole enhances metabolic stability and modulates electronic properties for target engagement.

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-H317
Precautionary Statements : P261-P264-P270-P272-P280-P302+P352-P330-P362+P364-P501

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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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