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Dansyl chloride

for HPLC derivatization, LiChropur™, ≥99.0% (HPLC)

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Synonym(s):
5-(Dimethylamino)naphthalene-1-sulfonyl chloride, DNSCl
Empirical Formula (Hill Notation):
C12H12ClNO2S
CAS Number:
605-65-2
Molecular Weight:
269.75
Beilstein:
2217205
EC Number:
210-092-6
MDL number:
MFCD00003985
PubChem Substance ID:
329747747
NACRES:
NA.22

grade

for HPLC derivatization

Quality Level

100

Assay

≥99.0% (HPLC)

form

powder or crystals

quality

LiChropur™

technique(s)

HPLC: suitable

mp

72-74 °C (lit.)

solubility

acetone: 0.2 g/10 mL, clear to slightly turbid, yellow to very dark yellow-orange

storage temp.

2-8°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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General description

Dansyl chloride is a fluorogenic reagent which is typically employed for the derivatization of amino acids.

Application

Dansyl chloride has been used for the fluorogenic labeling of xenoestrogens, 4-nonylphenol and bisphenol A prior to their determination by high-performance liquid chromatography (HPLC) with fluorescence detection. It has also been used for the derivatization of icariin in human serum samples after oral administration of Epimedium decoction, followed by its determination using ultrasensitive LC-tandem mass spectrometry (LC-MS) and for the derivatization of antitumoral agent ES-285 in dog plasma followed by its analysis by HPLC equipped with ultraviolet and fluorescence detection.
A fluorogenic reagent for fluorescent N-terminal derivatization of amino acids and peptides and detection by reverse phase HPLC.

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Legal Information

LiChropur is a trademark of Merck KGaA, Darmstadt, Germany

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H290 - H314

Hazard Classifications

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

Storage Class Code

8A - Combustible, corrosive hazardous materials

WGK

WGK 3

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Phenylisothiocyanate and dansyl chloride precolumn derivatizations for the high-performance liquid chromatography analysis of the antitumoral agent ES-285 in dog plasma.
Maraschiello, et al.
Journal of Chromatography. B, Analytical Technologies in the Biomedical and Life Sciences, 791(1-2), 1-11 (2003)
Trace analysis of icariin in human serum with dansyl chloride derivatization after oral administration of Epimedium decoction by liquid chromatography tandem mass spectrometry.
Gong, et al.
Journal of Chromatography. B, Analytical Technologies in the Biomedical and Life Sciences, 860(2), 166-172 (2007)
Tomofumi Santa
Biomedical chromatography : BMC, 25(1-2), 1-10 (2010-11-09)
Liquid chromatography/electrospray ionization tandem mass spectrometry (LC/ESI-MS/MS) is one of the most prominent analytical techniques owing to its inherent selectivity and sensitivity. In LC/ESI-MS/MS, chemical derivatization is often used to enhance the detection sensitivity. Derivatization improves the chromatographic separation, and
Determination of the xenoestrogens 4-nonylphenol and bisphenol A by high-performance liquid chromatography and fluorescence detection after derivatisation with dansyl chloride.
Naassner, et al.
Journal of Chromatography A, 945(1-2), 133-138 (2002)
Miguel López-Gómez et al.
Phytochemistry, 107, 32-41 (2014-09-16)
Polyamines (PAs) are low molecular weight aliphatic compounds that have been shown to be an important part of plant responses to salt stress. For that reason in this work we have investigated the involvement of PAs in the response to
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