A4375
N-Acetyl-D-alanine
≥98% (TLC), suitable for ligand binding assays
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About This Item
Empirical Formula (Hill Notation):
C5H9NO3
CAS Number:
Molecular Weight:
131.13
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.26
EC Number:
243-066-8
MDL number:
Product Name
N-Acetyl-D-alanine,
SMILES string
C[C@@H](NC(C)=O)C(O)=O
InChI key
KTHDTJVBEPMMGL-GSVOUGTGSA-N
InChI
1S/C5H9NO3/c1-3(5(8)9)6-4(2)7/h3H,1-2H3,(H,6,7)(H,8,9)/t3-/m1/s1
assay
≥98% (TLC)
form
powder
technique(s)
ligand binding assay: suitable
color
white to off-white
storage temp.
−20°C
Quality Level
Related Categories
Biochem/physiol Actions
N-Acetyl-D-alanine may be used with other D-aminoacylated amino acids as a substrate for the identification, differentiation and characterization of D-aminoacylase(s)/amidohydrolase(s). N-acetyl-D-alanine may be used to study aglycon pocket specific binding on vancomycin.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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P J Loll et al.
Chemistry & biology, 5(5), 293-298 (1998-05-14)
Vancomycin and related glycopeptide antibiotics exert their antimicrobial effect by binding to carboxy-terminal peptide targets in the bacterial cell wall and preventing the biosynthesis of peptidoglycan. Bacteria can resist the action of these agents by replacing the peptide targets with
Ines Slama et al.
Journal of chromatographic science, 40(2), 83-86 (2002-03-08)
The analysis of the binding data of D,L-dansyl amino acids on a vancomycin stationary phase is investigated in relation to the addition of N-acetyl-D-alanine in the mobile phase. This eluent additive acts as a specific competing agent for the aglycone
Yasushi Nitanai et al.
Journal of molecular biology, 385(5), 1422-1432 (2008-11-04)
The crystal structures of three vancomycin complexes with two vancomycin-sensitive cell-wall precursor analogs (diacetyl-Lys-D-Ala-D-Ala and acetyl-D-Ala-D-Ala) and a vancomycin-resistant cell-wall precursor analog (diacetyl-Lys-D-Ala-D-lactate) were determined at atomic resolutions of 1.80 A, 1.07 A, and 0.93 A, respectively. These structures not
David J Merkler et al.
Bioorganic & medicinal chemistry, 16(23), 10061-10074 (2008-10-28)
Peptidyl alpha-hydroxylating monooxygenase (PHM) functions in vivo towards the biosynthesis of alpha-amidated peptide hormones in mammals and insects. PHM is a potential target for the development of inhibitors as drugs for the treatment of human disease and as insecticides for
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