F5251

p-Fluoro-DL-phenylalanine

≥98.0% (TLC)

• Synonym(s): 4-fluoro-phenylalanine
• Linear Formula: FC₆H₄CH₂CH(NH₂)COOH
• CAS Number: 51-65-0
• Molecular Weight: 183.18
• NACRES: NA.26
• PubChem Substance ID: 24894885
• eCl@ss: 32160406
• UNSPSC Code: 12352209
• EC Number: 200-113-7
• MDL number: MFCD00002600
• Beilstein/REAXYS Number: 2938793

Properties

• Product Name: p-Fluoro-DL-phenylalanine,
• assay: ≥98.0% (TLC)
• Quality Segment: 100
• 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

Description

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.

Safety Information

• Pictograms: GHS06
• Signal Word: Danger
• Hazard Codes: H300
• Precautionary Statements: P264 - P301 + P310
• Hazard Classifications: Acute Tox. 2 Oral
• Storage Class: 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
• PPE (personal protective equipment): Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges