p-Trifluoromethyl-D-phenylalanine
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p-Trifluoromethyl-D-phenylalanine

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Category
Fluorinated Amino Acids
Catalog number
BAT-005718
CAS number
114872-99-0
Molecular Formula
C10H10F3NO2
Molecular Weight
233.19
p-Trifluoromethyl-D-phenylalanine
IUPAC Name
(2R)-2-amino-3-[4-(trifluoromethyl)phenyl]propanoic acid
Synonyms
D-Phe(4-CF3)-OH; H-D-Phe(4-trifluoromethyl)-OH; (R)-2-Amino-3-(4-trifluoromethyl-phenyl)propionic acid
Appearance
White crystalline powder
Purity
≥ 99% (HPLC)
Density
1.364g/cm3
Boiling Point
311.5°C at 760mmHg
Storage
Store at 2-8°C
InChI
InChI=1S/C10H10F3NO2/c11-10(12,13)7-3-1-6(2-4-7)5-8(14)9(15)16/h1-4,8H,5,14H2,(H,15,16)/t8-/m1/s1
InChI Key
CRFFPDBJLGAGQL-MRVPVSSYSA-N
Canonical SMILES
C1=CC(=CC=C1CC(C(=O)O)N)C(F)(F)F
1.Application of 2D-fluorescence spectroscopy for on-line monitoring of pseudoenantiomeric transformations in supercritical carbon dioxide systems.
Knüttel T1, Meyer H, Scheper T. Anal Chem. 2005 Oct 1;77(19):6184-9.
2D-Fluorescence spectroscopy has been shown to be effective for the on-line monitoring of spectroscopic detectable substrates L-phenylalanine-7-amido-4-methylcoumarine (L-PheAMC) and D-phenylalanine-7-amido-4-trifluoromethylcoumarine (D-PheAFC) in supercritical carbon dioxide. Earlier investigations with the coumarine substrates in watery and organic phases showed their potential for on-line enantiomeric evaluations of enzymatic reactions in different reaction media. The solubility of the different substrates and their fluorescence maximums were investigated in SCCO2. The sole hydrolyzations of L-PheAMC and D-PheAFC with alpha-chymotrypsin and the esterase from porcine liver were tracked on-line in the supercritical medium; however, different solubility characteristics of the methyl- and trifluoromethyl-substituted coumarins influence the simultaneous detection of the L- and D-substrate within the applied high-pressure reactor system.
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