D2625

Sigma-Aldrich

Dansyl chloride

BioReagent, suitable for amino acid labeling, powder and chunks, ≥99% (HPLC)

Synonym(s):
5-(Dimethylamino)naphthalene-1-sulfonyl chloride, DNSCl
Empirical Formula (Hill Notation):
C12H12ClNO2S
CAS Number:
Molecular Weight:
269.75
Beilstein/REAXYS Number:
2217205
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.26

Quality Level

product line

BioReagent

assay

≥99% (HPLC)

form

powder and chunks

color

yellow to yellow-orange

mp

72-74 °C (lit.)

solubility

acetone: 20 mg/mL

suitability

suitable for amino acid labeling

storage temp.

−20°C

SMILES string

CN(C)c1cccc2c(cccc12)S(Cl)(=O)=O

InChI

1S/C12H12ClNO2S/c1-14(2)11-7-3-6-10-9(11)5-4-8-12(10)17(13,15)16/h3-8H,1-2H3

InChI key

XPDXVDYUQZHFPV-UHFFFAOYSA-N

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Application

Dansyl chloride has been used:
  • as a fluorogenic reagent for fluorescent N-terminal derivatization of amino acids and peptides and detection by reverse phase high performance liquid chromatography (HPLC)
  • in the derivatization of plasma samples
  • in the quantification of immobilized alkaline phosphatase

A fluorogenic reagent for fluorescent N-terminal derivatization of amino acids and peptides and detection by reverse phase HPLC.

Packaging

1, 5, 25 g in glass bottle

Biochem/physiol Actions

Dansyl chloride is a sulfonyl chloride compound. It is used to end tag amino groups of peptides and proteins. Dansyl chloride is used for derivatization of free amino acids and amines in neural samples and biological fluids. It is used to study fluorescent conjugates of albumin, protein conformational changes studies and active site characterization.

Pictograms

Corrosion

Signal Word

Danger

Hazard Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

UN 3261 8 / PGII

WGK Germany

WGK 3

Simultaneous separation and quantitation of amino acids and polyamines of forest tree tissues and cell cultures within a single high-performance liquid chromatography run using dansyl derivatization
Minocha R and Long S
Journal of Chromatography A, 1035(1), 63-73 (2004)
The use of dansyl-chloride for the detection of amino acids and serotonin in nervous tissue
Research Methods in Neurochemistry, 443-462 (1975)
Measuring the poise of thiol/disulfide couples in vivo
Jones DP and Liang Y
Free radical biology & medicine, 47(10), 1329-1338 (2009)
Covalent protein immobilization on glass surfaces: Application to alkaline phosphatase
Taylor RH, et al.
Journal of Biotechnology, 118(3), 265-269 (2005)
V Konakovsky et al.
Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment, 28(4), 408-416 (2011-02-22)
Biogenic amines in wine may impair sensory wine quality and cause adverse health effects in susceptible individuals. In this study, histamine and other biogenic amines were determined by HPLC after amine derivatisation to dansyl chloride conjugates in 100 selected high-quality...

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