A4375

N-Acetyl-D-alanine

Name: N-Acetyl-<SC>D</SC>-alanine
Brand: SIGMA

≥98% (TLC), suitable for ligand binding assays

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Fórmula empírica (notación de Hill):

C₅H₉NO₃

Número CAS:

19436-52-3

Peso molecular:

131.13

MDL number:

MFCD00063133

UNSPSC Code:

12352209

eCl@ss:

32160406

PubChem Substance ID:

24890850

NACRES:

NA.26

EC Number:

243-066-8

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Nombre del producto

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

200

Categorías relacionadas

Amino Acids – Building Blocks of Life Science

Biochemicals

Cell Culture Supplements & Reagents

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Este artículo	A0783	A7512	A6376
Sigma-Aldrich A4375 N-Acetyl-D-alanine	Sigma-Aldrich A0783 N-Acetyl-L-proline	Sigma-Aldrich A7512 N-Acetyl-DL-phenylalanine β-naphthyl ester	Sigma-Aldrich A6376 N-Acetyl-L-tryptophan
form powder	form powder	form powder	form powder
assay ≥98% (TLC)	assay ≥98% (TLC)	assay ≥98% (TLC)	assay ≥99% (TLC)
technique(s) ligand binding assay: suitable	technique(s) ligand binding assay: suitable	technique(s) ligand binding assay: suitable	technique(s) ligand binding assay: suitable
storage temp. −20°C	storage temp. 2-8°C	storage temp. 2-8°C	storage temp. 2-8°C
color white to off-white	color white	color white	color white to off-white
Quality Level 200	Quality Level 200	Quality Level 200	Quality Level 200

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.

Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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A ligand-mediated dimerization mode for vancomycin.

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

Displacement study on a vancomycin-based stationary phase using N-acetyl-D-alanine as a competing agent.

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

Crystal structures of the complexes between vancomycin and cell-wall precursor analogs.

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

Substituted hippurates and hippurate analogs as substrates and inhibitors of peptidylglycine alpha-hydroxylating monooxygenase (PHM).

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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