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
NACRES:
NA.26
PubChem Substance ID:
UNSPSC Code:
12352209
EC Number:
206-964-0
MDL number:
Product Name
m-Fluoro-DL-tyrosine,
InChI key
VIIAUOZUUGXERI-UHFFFAOYSA-N
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)
SMILES string
NC(Cc1ccc(O)c(F)c1)C(O)=O
assay
≥98%
form
powder
technique(s)
ligand binding assay: suitable
color
white
mp
280 °C (dec.) (lit.)
storage temp.
2-8°C
Quality Level
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.
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
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
S Jordan et al.
Brain research, 750(1-2), 264-276 (1997-03-07)
The tracer 6-[18F]fluoro-L-m-tyrosine (FMT) was studied with regard to its biochemistry and kinetics, as well as its utility in evaluating brain dopaminergic function in primates before and after 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP) treatment using positron emission tomography (PET). Plasma analysis of FMT
Steven Y Reece et al.
Journal of the American Chemical Society, 128(42), 13654-13655 (2006-10-19)
The complex Re(bpy)(CO)3CN is an excited state oxidant of tyrosine upon deprotonation of the tyrosyl phenol. A series of Re(bpy-FnY)(CO)3CN complexes ([Re]-FnY: [Re]-Y, [Re]-3-FY, [Re]-3,5-F2Y, [Re]-2,3-F2Y, [Re]-2,3,5-F3Y, [Re]-2,3,6-F3Y, and [Re]-F4Y) have been prepared so as to vary the FnY*/FnY- reduction
Patrick Quint et al.
Biochemistry, 45(27), 8209-8215 (2006-07-06)
Human manganese superoxide dismutase (MnSOD) is a homotetramer of 22 kDa subunits, a dimer of dimers containing dimeric and tetrameric interfaces. We have investigated conformational mobility at these interfaces by measuring amide hydrogen/deuterium (H/D) exchange kinetics and 19F NMR spectra
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
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