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A3876

Sigma-Aldrich

N-Acetyl-D-phenylalanine

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About This Item

Empirical Formula (Hill Notation):
C11H13NO3
CAS Number:
10172-89-1
Molecular Weight:
207.23
EC Number:
233-447-7
MDL number:
MFCD00002664
UNSPSC Code:
12352200
PubChem Substance ID:
24890820
NACRES:
NA.26

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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

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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
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)
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
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
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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Chromatograms

application for HPLC

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