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Merck
CN

39068

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

≥97.5% (AT)

Synonym(s):

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

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About This Item

Linear Formula:
(CH3)2NC6H4N=NC6H4SO2Cl
CAS Number:
56512-49-3
Molecular Weight:
323.80
UNSPSC Code:
12352200
NACRES:
NA.25
PubChem Substance ID:
329755819
EC Number:
260-235-1
Beilstein/REAXYS Number:
3064095
MDL number:
MFCD00007444

Key Documents

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InChI key

VTVWTPGLLAELLI-WUKNDPDISA-N

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+

SMILES string

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

assay

≥97.5% (AT)

mp

185 °C (dec.) (lit.)

solubility

DMF: soluble, acetonitrile: soluble

Quality Level

200

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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

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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Certificates of Analysis (COA)

Lot/Batch Number
BCBQ0090V

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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
A Zaramella et al.
Journal of combinatorial chemistry, 3(5), 410-420 (2001-09-11)
The presence of dansyl or dabsyl chromogenic moieties in a solid-phase analytical construct, an assembly of linkers/spacers/sensitizers for improving analytical characterization, allows the accurate estimation of products from solid-phase synthesis by UV detection during liquid chromatography-mass spectrometry analysis in the
Z Wu et al.
Journal of chromatography. A, 773(1-2), 291-298 (1997-06-27)
Forward-scattering four-wave mixing is demonstrated as a sensitive absorbance detection method for capillary electrophoresis, using an argon ion laser operating at 457.9 nm. Since this four-wave mixing laser technique utilizes only two input laser beams, it offers important advantages, including
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
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