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:
assay
≥98% (TLC)
form
powder
technique(s)
ligand binding assay: suitable
color
white to off-white
storage temp.
−20°C
SMILES string
CC(=O)N[C@H](Cc1ccccc1)C(O)=O
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
InChI key
CBQJSKKFNMDLON-SNVBAGLBSA-N
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)
Emilio J Cocinero et al.
Journal of the American Chemical Society, 133(12), 4548-4557 (2011-03-08)
The physical basis of carbohydrate-peptide interactions has been explored by probing the structures of a series of complexes generated in a solvent-free environment under molecular beam conditions. A combination of double-resonance IR-UV spectroscopy and quantum-chemical calculations has established the structures
Laura Siracusa et al.
Organic letters, 4(26), 4639-4642 (2002-12-20)
[reaction: see text] Cholic acid has been elaborated into three regioisomeric bis-carbamoylureas, which have been investigated as enantioselective receptors for N-acetyl phenylalanine. L/D selectivities, peaking at 5:1, have been determined by a sensitive and rapid MS-based extraction method that should
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