D2625

Dansyl chloride

Name: Dansyl chloride
Brand: SIGMA

BioReagent, suitable for amino acid labeling, powder and chunks, ≥99% (HPLC)

Synonym(s):

5-(Dimethylamino)naphthalene-1-sulfonyl chloride, DNSCl

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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.26

PubChem Substance ID:

24893700

EC Number:

210-092-6

Beilstein/REAXYS Number:

2217205

MDL number:

MFCD00003985

Product Name

Dansyl chloride, BioReagent, suitable for amino acid labeling, powder and chunks, ≥99% (HPLC)

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

SMILES string

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

product line

BioReagent

assay

≥99% (HPLC)

form

powder and chunks

color

yellow to yellow-orange

mp

72-74 °C (lit.)

solubility

acetone: 20 mg/mL

suitability

suitable for amino acid labeling

storage temp.

2-8°C

Quality Level

200

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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 has been used:

as a fluorogenic reagent for fluorescent N-terminal derivatization of amino acids and peptides and detection by reverse phase high performance liquid chromatography (HPLC)
in the derivatization of plasma samples
in the quantification of immobilized alkaline phosphatase

Biochem/physiol Actions

Dansyl chloride is a sulfonyl chloride compound. It is used to end tag amino groups of peptides and proteins. Dansyl chloride is used for derivatization of free amino acids and amines in neural samples and biological fluids. It is used to study fluorescent conjugates of albumin, protein conformational changes studies and active site characterization.

pictograms

GHS05

signalword

Danger

hcodes

H290,H314

pcodes

P234 - P260 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338

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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The use of dansyl-chloride for the detection of amino acids and serotonin in nervous tissue

Research Methods in Neurochemistry, 443-462 (1975)

Measuring the poise of thiol/disulfide couples in vivo

Jones DP and Liang Y

Free radical biology & medicine, 47(10), 1329-1338 (2009)

Simultaneous separation and quantitation of amino acids and polyamines of forest tree tissues and cell cultures within a single high-performance liquid chromatography run using dansyl derivatization

Minocha R and Long S

Journal of Chromatography A, 1035(1), 63-73 (2004)

Effects of chemical modification of sphingomyelin ammonium group on formation of liquid-ordered phase.

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

Simultaneous determination of 23 amino acids and 7 biogenic amines in fermented food samples by liquid chromatography/quadrupole time-of-flight mass spectrometry.

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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