(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: 2026-05-27 23:28:20
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. |
Computed Descriptors for (S)-2-AMINO-3-(5-FLUORO-1H-INDOL-3-YL)-PROPIONIC ACID
New Products
2-Bromo-4-hydroxypyridine Dibenzoyl-L-tartaric acid Anhydrous (Resolution Reagent) Dibenzo[b,f][1,4]thiazepin-11(10H)-one 1,2,3,9-Tetrahydro-9-Methyl-4H-Carbazole-4-One Cis-Tosylate 1-(4-methoxyphenyl)-4-(4-Nitrophenyl)Piperazine (IT-1) 1-aminocyclobutanecarbonitrile hydrochloride AMINO-O-TOLYL-ACETIC ACID 1-Aminocyclobutanecarboxylic Acid Hydrochloride AMINO(2-BROMOPHENYL)ACETIC ACID 6-BROMOTETRAZOLO[1,5-A]PYRIDINE 3-Oxocyclobutanecarboxylic acid METHANOL-D1(OD) TERTIARY BUTANOL-D9 N-ETHYL-D5-AMINE HYDROCHLORIDE BENZOIC ACID-D CHLOROFORM-D TOLUENE-D3 2-(2-Bromophenyl)ethanol Boc-D-Glu(OMe)-OMe 2,5 Dibromopyridine Ethyl 4-hydroxy-3-oxobutanoate Dimethyl (2S)-2-((tert-butoxycarbonyl)amino)-4-(cyanomethyl)pentanedioate 1-(3-Chlorophenyl)piperazine hydrochlorideRelated products of tetrahydrofuran






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