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Dabsyl chloride

for HPLC derivatization

Synonym(s):

4-(Dimethylamino)azobenzene-4′-sulfonyl chloride, 4-(4-Dimethylaminophenylazo)benzenesulfonyl chloride, DABS-Cl, Dabsyl chloride

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About This Item

Linear Formula:
(CH3)2NC6H4N=NC6H4SO2Cl
CAS Number:
Molecular Weight:
323.80
Beilstein:
3064095
EC Number:
MDL number:
UNSPSC Code:
12000000
PubChem Substance ID:

grade

for HPLC derivatization

form

solid

packaging

pkg of 500 mg

mp

185 °C (dec.) (lit.)

storage temp.

room temp

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.

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Pictograms

Corrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Chromophoric labeling of amino acids with 4-dimethylaminoazobenzene-4'-sulfonyl chloride.
J K Lin and J Y Chang.
Analytical Chemistry, 47 (9), 1634-1638 (1975)
Jansen, E.H.J., et al.
Journal of Chromatography A, 553 (1991)
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
Reversed-phase high-performance liquid chromatography separation of dimethylaminoazobenzene sulfonyl- and dimethylaminoazobenzene thiohydantoin-amino acid derivatives for amino acid analysis and microsequencing studies at the picomole level.
v
Analytical Biochemistry, 178(1), 107-117 (1989)
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.

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