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Sigma-Aldrich

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

≥97.5% (AT)

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Synonym(s):
4-(4-Dimethylaminophenylazo)benzenesulfonyl chloride, DABS-Cl, Dabsyl chloride
Linear Formula:
(CH3)2NC6H4N=NC6H4SO2Cl
CAS Number:
56512-49-3
Molecular Weight:
323.80
Beilstein:
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

Signal Word

Danger

Hazard Statements

H314

Precautionary Statements

P280 - P305 + P351 + P338 - P310

Hazard Classifications

Skin Corr. 1B

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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
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)
M Takahashi et al.
Journal of chromatography. B, Biomedical sciences and applications, 688(2), 197-203 (1997-01-24)
To elucidate the factors involved in dry skin and the skin damage caused by UV light, it is necessary to analyze small amounts of stratum corneum to determine amino acid contents. A new assay method for this purpose is described.
K Sormiachi et al.
Journal of chromatography. B, Biomedical applications, 664(2), 435-439 (1995-02-17)
A high-performance liquid chromatographic method was modified for the determination of hydroxyproline in cultured cells derived from rat liver. First, the primary amino group in the cell hydrolysate was blocked with o-phthalaldehyde, then the secondary amino group was derivatized with
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