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39220

Sigma-Aldrich

Dansyl chloride

suitable for fluorescence, BioReagent, ≥99.0% (HPLC)

Synonym(s):

1-Dimethylaminonaphthalene-5-sulfonyl chloride, 5-(Dimethylamino) naphthalene-1-sulfonyl chloride, DNS Chloride, DNSCl, 5-(Dimethylamino)naphthalene-1-sulfonyl chloride

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About This Item

Empirical Formula (Hill Notation):
C12H12ClNO2S
CAS Number:
605-65-2
Molecular Weight:
269.75
Beilstein:
2217205
EC Number:
210-092-6
MDL number:
MFCD00003985
UNSPSC Code:
12352101
PubChem Substance ID:
329755828
NACRES:
NA.32

product line

BioReagent

Quality Level

200

Assay

≥99.0% (HPLC)

mp

72-74 °C (lit.)

solubility

acetone: 0.2 g/10 mL

fluorescence

λex 337 nm; λem 492 nm in chloroform (after derivatization with hexylamine)

suitability

suitable for fluorescence

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, also known as 5-dimethylamino naphthalene-1-sulfonyl chloride, is a pre-column derivatization reagent. After the derivatization reaction, the fluorescent derivatives are analyzed using several analytical methods like NMR, IR, UV-vis, and fluorescence microscopy. Dansyl Chloride is a typical aromatic sulphonyl chloride that reacts with various bases, resulting in derivatives with variable stability.

Application

Dansyl Chloride is used as a derivatization reagent to study extensive metabolism and low doses of ethinylestradiol administered during pre-clinical studies. Studies conducted to determine bisphenols in human serum through the HPLC method used Dansyl Chloride to obtain the derivative products. Dansyl Chloride derivatives are suitable for LC/MS determination and characterization of glyphosate, aminomethylphosphonic acid (AMPA), and glufosinate from food samples.
A fluorogenic reagent for fluorescent N-terminal derivatization of amino acids and peptides and detection by reverse phase HPLC.

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Martins Jansons et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 1177, 122779-122779 (2021-06-08)
Glyphosate and other polar and acidic pesticides have been particularly studied due to the concerns over widespread and intensive use. The chemical properties of these compounds necessitate use of customised methods, such as derivatisation or ion exchange chromatography. These approaches
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
Kevin Guo et al.
Journal of the American Society for Mass Spectrometry, 22(2), 339-347 (2011-04-08)
Metabolome analysis of human cerebrospinal fluid (CSF) is challenging because of low abundance of metabolites present in a small volume of sample. We describe and apply a sensitive isotope labeling LC-MS technique for qualitative analysis of the CSF metabolome. After
Cuicui Guo et al.
Journal of separation science, 44(16), 3052-3060 (2021-06-09)
Human exposure to bisphenols has rarely been reported. The most important challenges in this regard are the sensitivity and accuracy of the analytical methods employed. Dansyl chloride derivatization prior to high-performance liquid chromatography-tandem mass spectrometry has been prevalently employed to
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