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39068

Sigma-Aldrich

4-(Dimethylamino)azobenzene-4′-sulfonyl chloride

≥97.5% (AT)

Sinónimos:

4-(4-Dimethylaminophenylazo)benzenesulfonyl chloride, DABS-Cl, Dabsyl chloride

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About This Item

Fórmula lineal:
(CH3)2NC6H4N=NC6H4SO2Cl
Número de CAS:
56512-49-3
Peso molecular:
323.80
Beilstein/REAXYS Number:
3064095
EC Number:
260-235-1
MDL number:
MFCD00007444
UNSPSC Code:
12352200
PubChem Substance ID:
329755819
NACRES:
NA.25

Quality Level

200

assay

≥97.5% (AT)

mp

185 °C (dec.) (lit.)

solubility

DMF: soluble
acetonitrile: soluble

SMILES string

CN(C)c1ccc(cc1)\N=N\c2ccc(cc2)S(Cl)(=O)=O

InChI

1S/C14H14ClN3O2S/c1-18(2)13-7-3-11(4-8-13)16-17-12-5-9-14(10-6-12)21(15,19)20/h3-10H,1-2H3/b17-16+

InChI key

VTVWTPGLLAELLI-WUKNDPDISA-N

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General description

Dabsyl chloride (4-dimethylaminoazobenzene-4′-sulfonyl chloride) is a chromophoric labeling reagent used in HPLC for derivatizing amino acids. It reacts freely with all amino acids in order to form dabsyl amino acids, which are photostable and can be seen on a thin-layer chromatographic plate.

Application

For the qualitative and quantitative identification of amino acids and for the determination of N-terminal amino acids. Used in the determination of primary and secondary amines by HPLC.

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificados de análisis (COA)

Lot/Batch Number
BCBQ0090V
BCBQ0090V
BCBK9140V
1308540V
BCBB2403V

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Chromophoric labeling of amino acids with 4-dimethylaminoazobenzene-4'-sulfonyl chloride.
J K Lin et al.
Analytical chemistry, 47(9), 1634-1638 (1975-08-01)
S E Plyte et al.
Biochemistry, 32(14), 3623-3628 (1993-04-13)
The structure of the gene 5 protein of filamentous bacteriophage Pf1 and its interaction with viral DNA have been investigated by a series of limited proteolysis experiments. The ability of purified proteolytic fragments of the Pf1 gene 5 protein to
P A de Witte et al.
Journal of pharmaceutical and biomedical analysis, 14(8-10), 1063-1067 (1996-06-01)
A method has been developed for the analysis of phosphoserine, phosphothreonine and phosphotyrosine in 32P-phosphoprotein hydrolysates. The hydrolysates are treated with dabsyl reagent (28.8 mM) for 10 min at 70 degrees C. After a clean-up using a disposable C18 column
P A de Witte et al.
Analytical biochemistry, 226(1), 1-9 (1995-03-20)
We have developed a new method for the quantification of phosphoserine, phosphothreonine, and phosphotyrosine as dabsyl derivatives in acid-hydrolyzed extracts of 32P-labeled A431 cells. In the first step the phosphamino acids are concentrated using a disposable anion-exchange column. Subsequently, the
Rama Sethuraman et al.
Clinical chemistry, 53(8), 1489-1494 (2007-06-26)
D-Serine is a coagonist for the glycine-binding site of the N-methyl-D-aspartate receptors and has been implicated in various neuropsychiatric functions such as learning, memory, and nociception, as well as schizophrenia and Alzheimer disease. We developed an HPLC method for D-
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