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154-08-5

154-08-5 Structure

154-08-5 Structure
IdentificationMore
[Name]

5-FLUORO-DL-TRYPTOPHAN
[CAS]

154-08-5
[Synonyms]

2-AMINO-3-(5-FLUORO-1H-INDOL-3-YL)PROPANOIC ACID
5-FLUORO-DL-TRYPTOPHAN
DL-2-AMINO-3-(5-FLUOROINDOLYL)PROPIONIC ACID
DL-5-FLUOROTRYPTOPHAN
H-5-FLUORO-DL-TRP-OH
H-DL-TRP(5-F)-OH
TIMTEC-BB SBB003340
5-fluorotryptophan
5-Fluoro-DL-tryptophan, 99+%
5-Fluoro-DL-tryptophan 98%
5-Fluoro-DL-tryptophan98%
5-Fluoro-DL-tryptophane
H-Trp(5-F)-OH
[EINECS(EC#)]

205-822-5
[Molecular Formula]

C11H11FN2O2
[MDL Number]

MFCD00005649
[Molecular Weight]

222.22
[MOL File]

154-08-5.mol
Chemical PropertiesBack Directory
[Appearance]

light beige powder
[Melting point ]

265 °C (dec.)(lit.)
[Boiling point ]

450.7±45.0 °C(Predicted)
[density ]

1.2556 (estimate)
[storage temp. ]

2-8°C
[form ]

powder
[pka]

2.21±0.10(Predicted)
[color ]

white
[Usage]

A metabolic antagonist of tryptophan
[BRN ]

22753
[InChIKey]

INPQIVHQSQUEAJ-UHFFFAOYSA-N
[CAS DataBase Reference]

154-08-5(CAS DataBase Reference)
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

R36/38:Irritating to eyes and skin .
[Safety Statements ]

S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes .
[WGK Germany ]

3
[RTECS ]

YN6825000
[Hazard Note ]

Irritant
[HS Code ]

29339900
Hazard InformationBack Directory
[Chemical Properties]

light beige powder
[Uses]

A metabolic antagonist of tryptophan
[Definition]

ChEBI: A non-proteinogenic alpha-amino acid that is tryptophan in which the hydrogen at position 5 on the indole ring is replaced by a fluoro group.
[Biological Activity]

5-Fluoro-DL-tryptophan (5-F-TRP)a fluorine-containing analogue of tryptophanmay be incorporated into proteins such as cyclic AMP receptor protein (CRP) from Escherichia coli to study changes in ligand binding. 5-F-TRP may be used as an internal reference for chromatographic analysis of tryptophan and its derivatives found in whole blood.
[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.]
Spectrum DetailBack Directory
[Spectrum Detail]

5-FLUORO-DL-TRYPTOPHAN(154-08-5)MS
5-FLUORO-DL-TRYPTOPHAN(154-08-5)1HNMR
5-FLUORO-DL-TRYPTOPHAN(154-08-5)IR1
5-FLUORO-DL-TRYPTOPHAN(154-08-5)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

5-Fluoro-DL-tryptophan, 99+%(154-08-5)
[Sigma Aldrich]

154-08-5(sigmaaldrich)
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