(S)-2-AMINO-3-(5-FLUORO-1H-INDOL-3-YL)-PROPIONIC ACID

CAS NO.：16626-02-1
Empirical Formula: C11H11FN2O2
Molecular Weight: 222.22
MDL number: MFCD00066470
SAFETY DATA SHEET (SDS)
Update Date: 2025-07-04 16:04:00

What is (S)-2-AMINO-3-(5-FLUORO-1H-INDOL-3-YL)-PROPIONIC ACID?

The Uses of (S)-2-AMINO-3-(5-FLUORO-1H-INDOL-3-YL)-PROPIONIC ACID

Exogenous 5-fluoro-Trp is incorporated into proteins in normal protein synthesis. Since ¹⁹F is a useful reporter group, this provides a method for studying enzyme mechanisms by NMR.

What are the applications of Application

5-Fluoro-L-tryptophan monohydrate is a useful reporter group for enzyme mechanism studies

Biochem/physiol Actions

5-Fluoro-Trp is nonspecifically cytotoxic. It is believed this is due to malfunctioning enzymes that have had replacements of Trp residues by 5-fluoro-Trp. However, at least one case is known where 5-fluoro-Trp substitution leads to significantly greater catalytic activity.

Purification Methods

Recrystallise it from EtOH, aqueous EtOH or AcOH. Also purify it by passage through a Dowex AG1x2 (acetate form) column and recrystallise the L-enantiomer (from enzymic enrichment) from H2O/EtOH, m 158-163o(dec), [] D -8.3o (c 2.5, N NaOH). [Coy et al. Biochemistry 13 3550 1974, Beilstein 22/14 V 116.]

Properties of (S)-2-AMINO-3-(5-FLUORO-1H-INDOL-3-YL)-PROPIONIC ACID

Melting point:	238-239 °C
Boiling point:	450.7±45.0 °C(Predicted)
Density	1.442±0.06 g/cm3(Predicted)
storage temp.	2-8°C
pka	2.21±0.10(Predicted)
BRN	5052680

Safety information for (S)-2-AMINO-3-(5-FLUORO-1H-INDOL-3-YL)-PROPIONIC ACID

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.