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F4505

Sigma-Aldrich

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:
403-90-7
Molecular Weight:
199.18
EC Number:
206-964-0
MDL number:
MFCD00063075
UNSPSC Code:
12352209
PubChem Substance ID:
24894865
NACRES:
NA.26

product name

m-Fluoro-DL-tyrosine,

Assay

≥98%

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.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302 + H312 + H332

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
R N Armstrong
Current opinion in chemical biology, 2(5), 618-623 (1998-11-18)
Several significant advances in the understanding of the catalytic mechanisms, structures and evolution of glutathione transferases have occurred in the past year. These advances include new mechanistic information concerning the canonical soluble enzymes, the finding that the fosfomycin-specific enzyme, FosA
Idelisa Ayala et al.
Biophysical journal, 89(6), 4171-4179 (2005-09-10)
Incorporation of 3-fluorotyrosine and site-specific mutagenesis has been utilized with Fourier transform infrared (FTIR) spectroscopy and x-ray crystallography to elucidate active-site structure and the role of an active-site residue Tyr34 in human manganese superoxide dismutase (MnSOD). Calculated harmonic frequencies at
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