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

Name: (S)-2-Amino-3-(4-fluoro-1H-indol-3-yl)propanoic acid
Brand: ChemScene
Availability: InStock
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CAS No. 106034-22-4
Cat. No. CS-0198851
Purity≥98%
MDL No.None

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FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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(S)-2-Amino-3-(4-fluoro-1H-indol-3-yl)propanoic acid|CS-0198851

Structure of 106034-22-4

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Description

(S)-2-Amino-3-(4-fluoro-1H-indol-3-yl)propanoic acid features a chiral center at the α-position, integrating a sterically compact indole scaffold with a fluorinated aromatic ring. This configuration enhances metabolic stability and facilitates selective interactions in receptor binding studies. The molecule exhibits favorable solubility under physiological conditions and is bench-stable for routine handling in synthetic and biochemical workflows.

Application

(S)-2-Amino-3-(4-fluoro-1H-indol-3-yl)propanoic acid serves as a valuable chiral building block for the synthesis of biologically active indole-containing compounds. Its well-defined stereochemistry and compatibility with standard peptide coupling protocols facilitate efficient incorporation into peptidomimetics and heterocyclic scaffolds. The molecule exhibits bench stability, functional group tolerance, and ease of purification, making it suitable for medicinal chemistry campaigns targeting CNS-directed therapeutics and kinase inhibitors.

General Information

CAS No. 106034-22-4
Cat. No. CS-0198851
Purity ≥98%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₁FN₂O₂
Molecular Weight 222.22
Synonym(s) Tryptophan Impurity 53
SMILES C1=CC(=C2C(=CNC2=C1)C[C@@H](C(=O)O)N)F

Computational Chemistry Data

TPSA 79.11
LogP 1.2614
H_Acceptors 2
H_Donors 3
Rotatable_Bonds 3

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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Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Indole compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Life Science Amino Acids and their Derivatives Tryptophan and derivatives

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Key Words

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

CAS No. 106034-22-4

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