3-(9-Anthryl)-L-alanine
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3-(9-Anthryl)-L-alanine

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Category
L-Amino Acids
Catalog number
BAT-007812
CAS number
100896-08-0
Molecular Formula
C17H15NO2
Molecular Weight
265.31
3-(9-Anthryl)-L-alanine
IUPAC Name
(2S)-2-amino-3-anthracen-9-ylpropanoic acid
Synonyms
3-Ala(9-anthryl)-OH; 3-(9-ANTHRYL)-L-ALANINE; (2S)-2-AMINO-3-(9-ANTHRYL)PROPANOIC ACID; 3-(9-anthryl)l-alanine
Appearance
Pale yellow solid
Purity
≥ 99.5% (Chiral HPLC)
Density
1.289±0.06 g/cm3 (Predicted)
Boiling Point
503.4±38.0 °C (Predicted)
Storage
Store at 2-8 °C
InChI
InChI=1S/C17H15NO2/c18-16(17(19)20)10-15-13-7-3-1-5-11(13)9-12-6-2-4-8-14(12)15/h1-9,16H,10,18H2,(H,19,20)/t16-/m0/s1
InChI Key
MRVJUNXMEDRMRO-INIZCTEOSA-N
Canonical SMILES
C1=CC=C2C(=C1)C=C3C=CC=CC3=C2CC(C(=O)O)N
1.Effects of lipid structure on energy transfer from carbazolyl to anthryl groups in a lipid bilayer.
Taku K1, Sasaki H, Kimura S, Imanishi Y. Biophys Chem. 1992 Oct;44(3):187-98.
Two types of chromophoric amphiphiles were synthesized: one of them possesses a molecular structure of N,N-dialkyl aromatic amino acid (5X18 type, where X is A or Cz), and the other alpha,gamma-dialkylglutamate connected to aromatic amino acid (mXG12 type, where m is an integer). 5-N-Ethylcarbazolyl and 9-anthryl groups were chosen as the chromophore, and introduced to each amino acid derivative. All the amphiphiles formed assembly showing gel-liquid crystalline phase transition. The phase-transition temperature of the assembly composed of mXG12-type amphiphile was higher than that of 5X18-type amphiphile. Absorption and CD spectra of 6-(trimethylammonium)hexanoyl-L-3-(5-N-ethylcarbazolyl) alanine N,N-dioctadecylamide bromide (5Cz18) in the assembly indicated the absence of strong ground-state interactions between the carbazolyl groups, while those of 6-(trimethylammonium)hexanoyl-L-3-(5-N-ethylcarbazolyl)alanyl-L-gl utamic acid alpha,gamma-didodecyl ester (5CzG12) or 11-(trimethylammonium)undecanoyl-L-3-(5-N-ethylcarbazolyl)al anyl-L-glutamic acid alpha,gamma-didodecyl ester (10CzG12) indicated the ground-state interactions based on dimer or higher aggregates.
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