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Merck

39220

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
UNSPSC Code:
12352101
NACRES:
NA.32
PubChem Substance ID:
329755828
EC Number:
210-092-6
Beilstein/REAXYS Number:
2217205
MDL number:
MFCD00003985

Key Documents

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SMILES string

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

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

product line

BioReagent

assay

≥99.0% (HPLC)

Quality Level

200

form

powder

mol wt

269.75 g/mol

composition

Carbon Content, 53.57% , Hydrogen Content, 4.49% , Nitrogen Content, 5.00%

concentration

≤100% (5-dimethylaminonaphthalene-1-sulphonyl chloride)

color

orange-yellow, light yellow to dark yellow, yellow-orange, light yellow-orange to dark orange

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

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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

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

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

39220-5G-F: + 39220-1G-F: + 39220-INTR-F: + 39220-50G-F: + 39220-BULK-F: + 39220-VAR-F:

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM9498
BCCN1165
BCCH0297
BCCL1089
BCCG9444

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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
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
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)
Sarah A Goretta et al.
Bioorganic & medicinal chemistry, 20(13), 4012-4019 (2012-06-08)
Sphingomyelin (SM) and cholesterol form microdomains called lipid rafts in cellular membranes. To develop a versatile fluorescent lipid probe, chemical modifications to both the hydrophobic and hydrophilic portions of SM are essential. Few reports describing SM probes with a fluorophore
Shaodong Jia et al.
Journal of chromatography. A, 1218(51), 9174-9182 (2011-11-15)
A novel liquid chromatography coupled with quadrupole time-of-flight mass spectrometry (LC-Q-TOFMS) method was developed for the simultaneous determination of 23 amino acids and 7 biogenic amines in food samples. These analytes were pre-column derivatized with dansyl chloride and then separated
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