Dansyl chloride

• 5 - ( dimethylamino ) naphthalene -1 -sulfonyl chloride

Yellow solid

Fixed

69-71 ° C

Poorly in water (10 g · l-1 at 20 ° C)

Risk

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Dansyl chloride, chemically 5 - (dimethylamino ) naphthalene -1 -sulfonyl chloride is used as the reagent to the primary aliphatic and aromatic amino groups. It is with these stable blue - green or blue fluorescent sulfonamides. Dansyl chloride is a much-used tool in the terminal groups of peptides and amino acid analysis.

Application principle in the terminal group of peptides

Dansyl chloride reacts with terminal amino groups in peptides and forms adducts of high hydrolytic stability. Therefore, the subsequent hydrolysis of the Peptidaddukte results in the cleavage of the peptide bonds, wherein the adduct of the end amino acid and dansyl chloride is retained and can be characterized by chromatography.

Application in the study of proteins flexibility

Sulfonamides formed with amino acids, are generally good acceptors for fluorescence resonance energy transfer (FRET ) in combination with the amino acid tryptophan, which makes the labeling with dansyl chloride to a suitable means to investigate the flexibility of proteins. The addition of β -cyclodextrin ( cycloheptaamylose ) will increase the resonance of the sulfonamide adducts.

Chemical Properties

Dansyl chloride is unstable in dimethyl sulfoxide ( DMSO), which is therefore not suitable as a solvent for the reagent.