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5-Fluoro-L-tryptophan_Molecular_structure_CAS_16626-02-1)
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5-Fluoro-L-tryptophan

Catalog No. 47568 Name Sigma Aldrich
CAS Number 16626-02-1 Website http://www.sigmaaldrich.com
M. F. C11H11FN2O2 Telephone 1-800-521-8956
M. W. 222.2156432 Fax
Purity ≥98.0% (HPLC) Email
Storage Chembase ID: 3004

SYNONYMS

IUPAC name
(2S)-2-amino-3-(5-fluoro-1H-indol-3-yl)propanoic acid
IUPAC Traditional name
fluorotryptophane

DATABASE IDS

PubChem SID 24871158
CAS Number 16626-02-1
MDL Number MFCD00066470
Beilstein Number 5052680

PROPERTIES

Empirical Formula (Hill Notation) C11H11FN2O2
Optical Purity enantiomeric ratio: ≥99.5:0.5 (HPLC)
Purity ≥98.0% (HPLC)
MSDS Link Download
Personal Protective Equipment Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
Storage Temperature 2-8°C
German water hazard class 3

DETAILS

Description (English)
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
Description (简体中文)
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

REFERENCES