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Merck
CN

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

Key Documents

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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

200

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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

signalword

Warning

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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Certificates of Analysis (COA)

Lot/Batch Number
BCCL8128
BCCF6670
BCCC6844
BCBV6232
BCBT6325

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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
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
M Ring et al.
Biochemistry and cell biology = Biochimie et biologie cellulaire, 71(3-4), 127-132 (1993-03-01)
An Escherichia coli tyrosine auxotroph (MR1) with an inducible lacZ was generated by mutagenesis. Of several tyrosine derivatives tested, only m-fluorotyrosine supported the growth of this mutant and allowed synthesis of active beta-galactosidase. The pH profiles of the beta-galactosidase that
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
Mohammad R Seyedsayamdost et al.
Journal of the American Chemical Society, 128(5), 1569-1579 (2006-02-02)
A set of N-acylated, carboxyamide fluorotyrosine (F(n)()Y) analogues [Ac-3-FY-NH(2), Ac-3,5-F(2)Y-NH(2), Ac-2,3-F(2)Y-NH(2), Ac-2,3,5-F(3)Y-NH(2), Ac-2,3,6-F(3)Y-NH(2) and Ac-2,3,5,6-F(4)Y-NH(2)] have been synthesized from their corresponding amino acids to interrogate the detailed reaction mechanism(s) accessible to F(n)()Y*s in small molecules and in proteins. These Ac-F(n)()Y-NH(2)
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