A3876
N-Acetyl-D-phenylalanine
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About This Item
Empirical Formula (Hill Notation):
C11H13NO3
CAS Number:
Molecular Weight:
207.23
NACRES:
NA.26
PubChem Substance ID:
UNSPSC Code:
12352200
EC Number:
233-447-7
MDL number:
InChI key
CBQJSKKFNMDLON-SNVBAGLBSA-N
InChI
1S/C11H13NO3/c1-8(13)12-10(11(14)15)7-9-5-3-2-4-6-9/h2-6,10H,7H2,1H3,(H,12,13)(H,14,15)/t10-/m1/s1
SMILES string
CC(=O)N[C@H](Cc1ccccc1)C(O)=O
assay
≥98% (TLC)
form
powder
technique(s)
ligand binding assay: suitable
color
white to off-white
storage temp.
−20°C
Biochem/physiol Actions
N-Acetyl-D-phenylalanine has intrinsic fluorescence that may be used for fluoresence titration. N-Acetyl-D-phenylalanine may be used with other D-aminoacylated amino acids as a substrate for the identification, differentiation and characterization of D-aminoacylase(s)/amidohydrolase(s) and D-amino acid-N-acetyltransferase(s).
Storage Class
13 - Non Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Geok-Yong Yow et al.
Archives of microbiology, 185(1), 39-46 (2005-12-20)
Saccharomyces cerevisiae is sensitive to D-amino acids: those corresponding to almost all proteinous L-amino acids inhibit the growth of yeast even at low concentrations (e.g. 0.1 mM). We have determined that D-amino acid-N-acetyltransferase (DNT) of the yeast is involved in
Akitaka Ito et al.
Physical chemistry chemical physics : PCCP, 12(25), 6641-6649 (2010-04-29)
A novel ratiometric fluorescent sensor 1 having the 4-(N,N-dimethylamino)benzoate (DMAB) group as a twisted intramolecular charge transfer (TICT) dual fluorescence site and the guanidinium group as a binding site for an amino acid at the 12- and 3-positions of cholic
Y C Tsai et al.
Applied and environmental microbiology, 54(4), 984-989 (1988-04-01)
A d-aminoacylase-producing microorganism, strain DA181, isolated from soil was identified as Alcaligenes denitrificans subsp. denitrificans. This strain produced about 29,300 units (micromoles of product formed per hour) of d-aminoacylase and 2,300 units of l-aminoacylase per gram of cells (wet weight)
Anton V Yakovenko et al.
The Journal of organic chemistry, 72(9), 3223-3231 (2007-03-28)
Bisurea calix[4]arenes 1 and 2 possessing L-amino acid moieties at the lower rim were synthesized by reaction of the methyl esters of glycine, L-alanine, or L-isoleucine with the appropriate isocyanate (12 or 13), obtained with a safe and efficient Curtius
Sanghoo Lee et al.
Carbohydrate research, 337(19), 1785-1789 (2002-11-09)
Cyclosophoraoses (cyclic-(1-->2)-beta-D-glucans) produced by Rhizobium meliloti were used as a novel chiral NMR solvating agent. 13C NMR spectroscopic analysis as an enantiodiscriminating tool was carried out where NMR signal splittings were observed on the interactions of cyclosophoraoses with the enantiomers
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