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

Product Name: (S)-2-AMINO-3-(5-FLUORO-1H-INDOL-3-YL)-PROPIONIC ACID
CAS No.: 16626-02-1
Chemical Name: (S)-2-AMINO-3-(5-FLUORO-1H-INDOL-3-YL)-PROPIONIC ACID
Synonyms: L-Trp(5-F)-OH;UNII:5IC9663SHW;H-L-Trp(5-F)-OH*H2O;L-5-FLUOROTRYPTOPHAN;5-FLUORO-L-TRYPTOPHAN;H-5-FLUORO-TRP-OH H2O;Tryptophan Impurity 54;5-fluoro-L-tryptophans;L-Tryptophan, 5-fluoro-;5-Fluoro-tryptophan monohydrate
CBNumber: CB1274150
Molecular Formula: C11H11FN2O2
Formula Weight: 222.22
MOL File: 16626-02-1.mol

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

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)
form: powder
color: white
BRN: 5052680
InChI: InChI=1S/C11H11FN2O2/c12-7-1-2-10-8(4-7)6(5-14-10)3-9(13)11(15)16/h1-2,4-5,9,14H,3,13H2,(H,15,16)/t9-/m0/s1
InChIKey: INPQIVHQSQUEAJ-VIFPVBQESA-N
SMILES: C(O)(=O)[C@H](CC1C2=C(C=CC(F)=C2)NC=1)N

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Safety

Safety Statements: 22-24/25
WGK Germany: 3
F: 10
HS Code: 2933998090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: SMB01347
Product name: 5-Fluoro-<SC>L</SC>-tryptophan
Purity: ≥98% (HPLC)
Packaging: 25mg
Price: $149
Updated: 2025/07/31

Sigma-Aldrich

Product number: SMB01347
Product name: 5-Fluoro-<SC>L</SC>-tryptophan
Purity: ≥98% (HPLC)
Packaging: 50mg
Price: $227.5
Updated: 2025/07/31

Sigma-Aldrich

Product number: 47568
Product name: 5-Fluoro-L-tryptophan
Purity: ≥98.0% (HPLC)
Packaging: 25mg
Price: $192
Updated: 2025/07/31

Apolloscientific

Product number: PC530031
Product name: 5-Fluoro-L-tryptophan
Purity: 97%
Packaging: 1g
Price: $600
Updated: 2021/12/16

Activate Scientific

Product number: AS87334
Product name: 5-Fluoro-L-tryptophan
Purity: 95+% ee
Packaging: 5G
Price: $1349
Updated: 2021/12/16

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(S)-2-AMINO-3-(5-FLUORO-1H-INDOL-3-YL)-PROPIONIC ACID Chemical Properties,Usage,Production

Uses

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.

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.]

(S)-2-AMINO-3-(5-FLUORO-1H-INDOL-3-YL)-PROPIONIC ACID Preparation Products And Raw materials

Raw materials

Preparation Products

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

China 80 Germany 1 India 1 Switzerland 3 United Kingdom 4 United States 8 Global 97

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16626-02-1, (S)-2-AMINO-3-(5-FLUORO-1H-INDOL-3-YL)-PROPIONIC ACIDRelated Search:

Azelaic acid 5-Hydroxymethylfurfural Isoimperatorin Phosphatidylserine Soapnut Extract (-)-Huperzine A L-ALPHA-PHOSPHATIDYLSERINES, BRAIN, BOVINE 4-Aminobutyric acid Astaxanthin (2S)-2-Amino-3-(6-fluoro-1H-indol-3-yl)propionic acid,(S)-2-AMINO-3-(6-FLUORO-1H-INDOL-3-YL)-PROPIONIC ACID (S)-2-AMINO-3-(4-FLUORO-1H-INDOL-3-YL)-PROPIONIC ACID 7-CHLORO-L-TRYPTOPHAN (S)-2-AMINO-3-(4-CHLORO-1H-INDOL-3-YL)-PROPIONIC ACID (S)-2-AMINO-3-(5-CHLORO-1H-INDOL-3-YL)-PROPIONIC ACID H-TRP-GLY-OH (2S)-2-amino-3-(5-bromo-1H-indol-3-yl)propanoic acid 6-broMo-L-tryptophan H-TRP(BOC)-OH

5-FLUORO-L-TRYPTOPHAN

5-FLUORO-L-TRYPTOPHAN MONOHYDRATE

H-5-FLUORO-TRP-OH H2O

L-5-FLUOROTRYPTOPHAN

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

5-Fluoro-tryptophan monohydrate

H-L-Trp(5-F)-OH*H2O

L-5-fluorotryptophan monohydrate

(S)-5-Fluoro-α-amino-1H-indole-3-propionic acid

(S)-α-Amino-5-fluoro-1H-indole-3-propionic acid

(S)-2-AMino-3-(5-fluoro-1H-indol-3-yl)propanoic acid

L-Tryptophan, 5-fluoro-

(2S)-2-amino-3-(5-fluoro-1H-indol-3-yl)propanoic acid

5-Fluoro-L-tryptophan >=98.0% (HPLC)

Tryptophan Impurity 54

5-fluoro-L-tryptophans

L-Trp(5-F)-OH

methyl (R)-2-((tert-butoxycarbonyl)amino)-3-(5-fluoro-1H-indol-3-yl)propanoate

UNII:5IC9663SHW

16626-02-1

C11H11FN2O2H2O

Substrate Analogs

Enzymes, Inhibitors, and Substrates

Enzyme Inhibitors by Type

Enzyme Inhibitors

Biochemicals and Reagents

BioChemical

Indoles and derivatives

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Tryptophan Derivatives

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