F0896

5-Fluoro-DL-tryptophan

≥95% (HPLC)

• Synonym(s): 5-fluoro-tryptophan
• Empirical Formula (Hill Notation): C₁₁H₁₁FN₂O₂
• CAS Number: 154-08-5
• Molecular Weight: 222.22
• NACRES: NA.26
• PubChem Substance ID: 24894736
• UNSPSC Code: 12352209
• EC Number: 205-822-5
• MDL number: MFCD00005649
• Beilstein/REAXYS Number: 22753

Properties

• Product Name: 5-Fluoro-DL-tryptophan, powder or crystals
• assay: ≥95% (HPLC)
• Quality Segment: 200
• form: powder or crystals
• color: slightly off-white to brown
• application(s): detection; peptide synthesis
• storage temp.: 2-8°C
• SMILES string: NC(Cc1c[nH]c2ccc(F)cc12)C(O)=O
• InChI: 1S/C11H11FN2O2/c12-7-1-2-10-8(4-7)6(5-14-10)3-9(13)11(15)16/h1-2,4-5,9,14H,3,13H2,(H,15,16)
• InChI key: INPQIVHQSQUEAJ-UHFFFAOYSA-N

Description

Application

• Determination of the 19F NMR chemical shielding tensor and crystal structure of 5-fluoro-dl-tryptophan.: This study provides a detailed analysis of the 19F NMR chemical shielding tensor and the crystal structure of 5-Fluoro-dl-tryptophan, offering valuable insights into its electronic environment and molecular interactions. Such detailed structural characterization is crucial for the development of fluorinated drugs and biomolecules, enhancing our understanding of their interactions and functionalities (Sykes BD et al., 2007).

Biochem/physiol Actions

5-Fluoro-DL-tryptophan (5-F-TRP), a fluorine-containing analogue of tryptophan, may be incorporated into proteins such as cyclic AMP receptor protein (CRP) from Escherichia coli to study changes in ligand binding. 5-F-TRP may be used as an internal reference for chromatographic analysis of tryptophan and its derivatives found in whole blood.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)