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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
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
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
Ramakrishna Nirogi et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 913-914, 41-47 (2012-12-29)
A rapid and sensitive liquid chromatography tandem mass spectrometry method for simultaneous quantification of catecholamine neurotransmitters in microdialysates was developed. The catecholamine neurotransmitters dopamine (DA) and norepinephrine (NE) were pre-column derivatized with dansyl chloride and analyzed. A gradient elution method
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