H-D-Phe(4-NH2)-OH
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H-D-Phe(4-NH2)-OH

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Category
D-Amino Acids
Catalog number
BAT-001570
CAS number
102281-45-8
Molecular Formula
C9H12N2O2
Molecular Weight
180.2
H-D-Phe(4-NH2)-OH
IUPAC Name
(2R)-2-amino-3-(4-aminophenyl)propanoic acid
Synonyms
D-4-Aminophenylalanine; 2-amino-3-(4-aminophenyl)propanoic acid
Appearance
White powder
Purity
95%
Density
1.289g/cm3
Melting Point
268-270°C
Boiling Point
383.5±32.0°C
Storage
Store at 2-8 °C
InChI
InChI=1S/C9H12N2O2/c10-7-3-1-6(2-4-7)5-8(11)9(12)13/h1-4,8H,5,10-11H2,(H,12,13)/t8-/m1/s1
InChI Key
CMUHFUGDYMFHEI-MRVPVSSYSA-N
Canonical SMILES
C1=CC(=CC=C1CC(C(=O)O)N)N
1.Development of a highly enantioselective capacitive immunosensor for the detection of alpha-amino acids.
Zhang S1, Ding J, Liu Y, Kong J, Hofstetter O. Anal Chem. 2006 Nov 1;78(21):7592-6.
This work describes a highly enantioselective and sensitive immunosensor for the detection of chiral amino acids based on capacitive measurement. The sensor was prepared by first binding mercaptoacetic acid to the surface of a gold electrode, followed by modification with tyramine utilizing carbodiimide activation. The hapten 4-amino-D-phenylalanine was then covalently immobilized onto the electrode by diazotization. Stereoselective binding of an anti-D-amino acid antibody to the hapten-modified sensor surface resulted in capacitance changes that were detected with high sensitivity by a potentiostatic step method. Using capacitance measurement, detection limits of 5 pg of antibody/mL were attained. The exquisite stereoselectivity of the antibody was also utilized in a competitive setup to quantitatively determine the concentration of the analyte d-phenylalanine in nonracemic samples containing both enantiomers of this amino acid. Trace impurities of d-phenylalanine as low as 0.
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