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Merck

D2625

Dansyl chloride

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

Synonym(s):

5-(Dimethylamino)naphthalene-1-sulfonyl chloride, DNSCl

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About This Item

Empirical Formula (Hill Notation):
C12H12ClNO2S
CAS Number:
605-65-2
Molecular Weight:
269.75
UNSPSC Code:
12352101
NACRES:
NA.26
PubChem Substance ID:
24893700
EC Number:
210-092-6
Beilstein/REAXYS Number:
2217205
MDL number:
MFCD00003985

Key Documents

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Product Name

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

InChI key

XPDXVDYUQZHFPV-UHFFFAOYSA-N

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

SMILES string

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

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.

2-8°C

Quality Level

200

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Application

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

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
GHS05

signalword

Danger

hcodes

H290,H314

Hazard Classifications

Eye Dam. 1 - Met. Corr. 1 - Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 3

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN1165
BCCM9498
BCCL1089
BCCH0297
BCCG9444

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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)
Fabio Mazzotti et al.
Journal of mass spectrometry : JMS, 47(7), 932-939 (2012-07-14)
5-Dimethylamino-1-sulfonyl naphthalene (DNS, commonly referred as dansyl) is a functionality, bearing well-established properties in directing the fragmentation, by mass spectrometry (MS), of the corresponding ionized sulfonylated derivatives. This property is shared also by its labeled analogs. The use of d(0)/d(6)
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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