F4505
m-Fluoro-DL-tyrosine
≥98%, suitable for ligand binding assays
Synonym(s):
3-fluoro-tyrosine
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About This Item
Linear Formula:
FC6H3-4-(OH)CH2CH(NH2)CO2H
CAS Number:
Molecular Weight:
199.18
EC Number:
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.26
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Product Name
m-Fluoro-DL-tyrosine,
Assay
≥98%
Quality Level
form
powder
technique(s)
ligand binding assay: suitable
color
white
mp
280 °C (dec.) (lit.)
storage temp.
2-8°C
SMILES string
NC(Cc1ccc(O)c(F)c1)C(O)=O
InChI
1S/C9H10FNO3/c10-6-3-5(1-2-8(6)12)4-7(11)9(13)14/h1-3,7,12H,4,11H2,(H,13,14)
InChI key
VIIAUOZUUGXERI-UHFFFAOYSA-N
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Biochem/physiol Actions
M-Fluorotyrosine (m-Fluoro-DL-tyrosine) may be substituted for tyrosine in the biosynthesis of proteins such as β-galactosidases (Escherichia coli), bacteriorhodopsin and intestinal microvillar enzymes, eg. aminopeptidase N, to study the effect of halogenated tryosines on the proteins properties.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Julianne L Kitevski-LeBlanc et al.
Journal of biomolecular NMR, 45(3), 255-264 (2009-08-06)
Fluorine NMR is a useful tool to probe protein folding, conformation and local topology owing to the sensitivity of the chemical shift to the local electrostatic environment. As an example we make use of (19)F NMR and 3-fluorotyrosine to evaluate
Julianne L Kitevski-LeBlanc et al.
Journal of the American Chemical Society, 131(6), 2054-2055 (2009-01-29)
Solution NMR studies of protein structure and dynamics using fluorinated amino acid probes are a valuable addition to the repertoire of existing (13)C, (15)N, and (1)H experiments. Despite the numerous advantages of the (19)F nucleus in NMR, protein studies are
Crystallographic evidence for isomeric chromophores in 3-fluorotyrosyl-green fluorescent protein.
Jae Hyun Bae et al.
Chembiochem : a European journal of chemical biology, 5(5), 720-722 (2004-05-04)
Mohammad R Seyedsayamdost et al.
Nature protocols, 2(5), 1225-1235 (2007-06-05)
Expressed protein ligation (EPL) allows semisynthesis of a target protein with site-specific incorporation of probes or unnatural amino acids at its N or C termini. Here, we describe the protocol that our lab has developed for incorporating fluorotyrosines (F(n)Ys) at
Prajna P Pal et al.
Biochemistry, 44(10), 3663-3672 (2005-03-09)
Global replacements of tyrosine by 2- and 3-fluorotyrosine in "enhanced green" and "enhanced yellow" mutants of Aequorea victoria green fluorescent proteins (avGFPs) provided protein variants with novel biophysical properties. While crystallographic and modeled structures of these proteins are indistinguishable from
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