Substance
ID:351914
Names and Identifiers
IUPAC name
(2S)-2-amino-3-(5-fluoro-1H-indol-3-yl)propanoic acid
Synonyms
5-Fluoro-L-tryptophan
IUPAC Traditional name
fluorotryptophane
Registration numbers
Beilstein Number
PubChem SID
MDL Number
CAS Number
Properties
Product Information
Purity
≥98.0% (HPLC)
Empirical Formula (Hill Notation)
C11H11FN2O2
Optical Purity
enantiomeric ratio: ≥99.5:0.5 (HPLC)
Safety Information
Storage Temperature
2-8°C
Personal Protective Equipment
Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
MSDS Link
German water hazard class
3
Molecule Details
Application
Exogenous 5-fluoro-Trp is incorporated into proteins in normal protein synthesis3. Since 19F is a useful reporter group, this provides a method for studying enzyme mechanisms by NMR4.
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.1 However, at least one case is known where 5-fluoro-Trp substitution leads to significantly greater catalytic activity.2
Exogenous 5-fluoro-Trp is incorporated into proteins in normal protein synthesis3. Since 19F is a useful reporter group, this provides a method for studying enzyme mechanisms by NMR4.
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.1 However, at least one case is known where 5-fluoro-Trp substitution leads to significantly greater catalytic activity.2
Molecular Spectra
No Data Available
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References
No Data Available
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