Product

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

CAS No.：16626-02-1

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

Product Name:	(S)-2-AMINO-3-(5-FLUORO-1H-INDOL-3-YL)-PROPIONIC ACID
Synonyms:	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
CAS:	16626-02-1
MF:	C11H11FN2O2
MW:	222.22
EINECS:
Product Categories:	Indoles and derivatives;FA - FLEnzyme Inhibitors;Substrate AnalogsPeptide Synthesis;Alphabetic;Enzyme Inhibitors by Type;F;Tryptophan Derivatives;Unnatural Amino Acid Derivatives
Mol File:	16626-02-1.mol

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

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

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

MSDS Information

Provider	Language
SigmaAldrich	English

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

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

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