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39220

Sigma-Aldrich

Dansyl chloride

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

Synonyme(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

Formule empirique (notation de Hill):
C12H12ClNO2S
Numéro CAS:
605-65-2
Poids moléculaire :
269.75
Numéro Beilstein :
2217205
Numéro CE :
210-092-6
Numéro MDL:
MFCD00003985
Code UNSPSC :
12352101
ID de substance PubChem :
329755828
Nomenclature NACRES :
NA.32

Gamme de produits

BioReagent

Niveau de qualité

200

Pureté

≥99.0% (HPLC)

Pf

72-74 °C (lit.)

Solubilité

acetone: 0.2 g/10 mL

Fluorescence

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

Adéquation

suitable for fluorescence

Température de stockage

2-8°C

Chaîne SMILES 

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

Clé InChI

XPDXVDYUQZHFPV-UHFFFAOYSA-N

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Description générale

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.

Pictogrammes

Corrosion
GHS05

Mention d'avertissement

Danger

Mentions de danger

H290,H314

Classification des risques

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

Code de la classe de stockage

8A - Combustible corrosive hazardous materials

Classe de danger pour l'eau (WGK)

WGK 3

Équipement de protection individuelle

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Consulter la Bibliothèque de documents

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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