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F5126

m-Fluoro-DL-phenylalanine

≥98%

Synonym(s):

3-Fluoro-DL-phenylalanine

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About This Item

Linear Formula:
FC6H4CH2CH(NH2)COOH
CAS Number:
456-88-2
Molecular Weight:
183.18
NACRES:
NA.26
PubChem Substance ID:
24894882
UNSPSC Code:
12352209
EC Number:
220-104-1
MDL number:
MFCD00004273
Beilstein/REAXYS Number:
2939807

Key Documents

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Product Name

m-Fluoro-DL-phenylalanine,

InChI

1S/C9H10FNO2/c10-7-3-1-2-6(4-7)5-8(11)9(12)13/h1-4,8H,5,11H2,(H,12,13)

SMILES string

NC(Cc1cccc(F)c1)C(O)=O

InChI key

VWHRYODZTDMVSS-UHFFFAOYSA-N

assay

≥98%

form

powder

color

white to off-white

mp

240-250 °C

application(s)

cell analysis
peptide synthesis

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1 of 4

This Item
F5251159492209503
m-Fluoro-DL-phenylalanine

Sigma-Aldrich

F5126

m-Fluoro-DL-phenylalanine

p-Fluoro-DL-phenylalanine

Sigma-Aldrich

F5251

p-Fluoro-DL-phenylalanine

DL-β-Phenylalanine 98%

Sigma-Aldrich

159492

DL-β-Phenylalanine

2-Fluoro-DL-α-phenylglycine 98%

Sigma-Aldrich

209503

2-Fluoro-DL-α-phenylglycine

form

powder

form

powder

form

powder

form

-

assay

≥98%

assay

≥98.0% (TLC)

assay

98%

assay

98%

Quality Level

200

Quality Level

100

Quality Level

100

Quality Level

200

color

white to off-white

color

white to off-white

color

-

color

-

mp

240-250 °C

mp

253-255 °C (dec.) (lit.)

mp

222 °C (dec.) (lit.)

mp

290 °C (subl.) (lit.)

application(s)

cell analysis
peptide synthesis

application(s)

peptide synthesis

application(s)

peptide synthesis

application(s)

peptide synthesis

Biochem/physiol Actions

m-Fluoro-DL-phenylalanine, a toxic antimetabolite, is a racemic mixture of a substituted (halogenated) benzoyl D and L phenylalanine with potential use in antiviral and antimicrobial drug development.

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
BCCL0305
BCCF3581
BCBW6158
BCBD0760V
BCBR9194V

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Monica N Kinde et al.
Proceedings of the National Academy of Sciences of the United States of America, 113(48), 13762-13767 (2016-11-20)
Voltage-gated sodium channels (NaV) play an important role in general anesthesia. Electrophysiology measurements suggest that volatile anesthetics such as isoflurane inhibit NaV by stabilizing the inactivated state or altering the inactivation kinetics. Recent computational studies suggested the existence of multiple
H Ito et al.
Agricultural and biological chemistry, 54(3), 707-713 (1990-03-01)
Two kinds of 3-deoxy-D-arabino-hepturosonate-7-phosphate (DAHP) synthase genes were cloned from an L-Phe-producing mutant of Brevibacterium lactofermentum, AJ11957, which was resistant to m-fluoro-D,L-phenylalanine (mFP) and p-fluoro-D,L-phenylalanine (pFP) and which had DAHP synthase free from feedback inhibition. Both genes were cloned using
Nick J P Wierckx et al.
Applied and environmental microbiology, 71(12), 8221-8227 (2005-12-08)
Efficient bioconversion of glucose to phenol via the central metabolite tyrosine was achieved in the solvent-tolerant strain Pseudomonas putida S12. The tpl gene from Pantoea agglomerans, encoding tyrosine phenol lyase, was introduced into P. putida S12 to enable phenol production.
Julianne L Kitevski-LeBlanc et al.
Journal of biomolecular NMR, 48(2), 113-121 (2010-08-25)
In protein NMR experiments which employ nonnative labeling, incomplete enrichment is often associated with inhomogeneous line broadening due to the presence of multiple labeled species. We investigate the merits of fractional enrichment strategies using a monofluorinated phenylalanine species, where resolution
Jennifer C Jackson et al.
Journal of the American Chemical Society, 129(5), 1160-1166 (2007-02-01)
19F NMR is a powerful tool for monitoring protein conformational changes and interactions; however, the inability to site-specifically introduce fluorine labels into proteins of biological interest severely limits its applicability. Using methods for genetically directing incorporation of unnatural amino acids
View All Related Papers

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