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Key Documents

F5251

Sigma-Aldrich

p-Fluoro-DL-phenylalanine

≥98.0% (TLC)

Synonym(s):

4-fluoro-phenylalanine

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About This Item

Linear Formula:
FC6H4CH2CH(NH2)COOH
CAS Number:
Molecular Weight:
183.18
Beilstein:
2938793
EC Number:
MDL number:
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.26

Product Name

p-Fluoro-DL-phenylalanine,

Assay

≥98.0% (TLC)

Quality Level

form

powder

color

white to off-white

mp

253-255 °C (dec.) (lit.)

application(s)

peptide synthesis

SMILES string

NC(Cc1ccc(F)cc1)C(O)=O

InChI

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

InChI key

XWHHYOYVRVGJJY-UHFFFAOYSA-N

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Biochem/physiol Actions

Inhibits mitosis and reversibly arrests HeLa cells in G2.
p-Fluoro-DL-phenylalanine (pFPhe), a toxic antimetabolite, is a racemic mixture of a substituted (halogenated) benzoyl D and L phenylalanine useful as a selection marker for wine yeast transformation and with potential use in endomorphin, antiviral, and antimicrobial drug development. Phenylalanine analogue, rho-fluorophenylalanine (pFPhe) is also used to induce apoptosis.

Pictograms

Skull and crossbones

Signal Word

Danger

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 2 Oral

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

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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