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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

Product Name

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

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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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.

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.

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
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
M Reza Anari et al.
Analytical chemistry, 74(16), 4136-4144 (2002-08-30)
The extensive metabolism and administration of low doses of ethinylestradiol (EE) in preclinical animal species necessitates a sensitive analytical method to quantify the drug at low picogram-per-milliliter concentrations in biological matrixes. A highly sensitive and accurate method based on the
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
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
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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