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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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Product Name

4-(Dimethylamino)azobenzene-4′-sulfonyl chloride, ≥97.5% (AT)

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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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.

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.

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)
Jansen, E.H.J., et al.
Journal of Chromatography A, 553, 123-123 (1991)
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
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
Hiroshi Abe et al.
Journal of the American Chemical Society, 126(43), 13980-13986 (2004-10-28)
Recent studies have established the utility of oligonucleotide ligation methods in the detection of DNAs and RNAs in solution and in cellular imaging. Notably, the ligated full-length oligonucleotide products commonly bind to the target nucleic acid much more tightly than
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