5-Fluoro-L-tryptophan

• Catalog No.: 47568
• CAS Number: 16626-02-1
• M. F.: C11H11FN2O2
• M. W.: 222.2156432
• Purity: ≥98.0% (HPLC)

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)
• 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