47568
5-Fluoro-L-tryptophan
≥98.0% (HPLC)
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About This Item
Fórmula empírica (notación de Hill):
C11H11FN2O2
Número de CAS:
Peso molecular:
222.22
Beilstein/REAXYS Number:
5052680
MDL number:
UNSPSC Code:
12352202
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.77
Productos recomendados
assay
≥98.0% (HPLC)
form
powder
optical purity
enantiomeric ratio: ≥99.5:0.5 (HPLC)
mp
270-280 °C
storage temp.
2-8°C
SMILES string
N[C@@H](Cc1c[nH]c2ccc(F)cc12)C(O)=O
InChI
1S/C11H11FN2O2/c12-7-1-2-10-8(4-7)6(5-14-10)3-9(13)11(15)16/h1-2,4-5,9,14H,3,13H2,(H,15,16)/t9-/m0/s1
InChI key
INPQIVHQSQUEAJ-VIFPVBQESA-N
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Application
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.
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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G S Rule et al.
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In this study we demonstrate the potential of combining fluorine-19 nuclear magnetic resonance (NMR) spectroscopy with molecular genetics. We are using the membrane-bound enzyme D-lactate dehydrogenase of Escherichia coli as a model system to characterize interactions between proteins and lipids.
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We are exploring the active site and the mechanism of the pyridoxal phosphate dependent reactions of the bacterial tryptophan synthase alpha 2 beta 2 complex by use of substrate analogues and of reaction intermediate analogues. Fluorine-19 nuclear magnetic resonance studies
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