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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

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product line

BioReagent

Quality Level

200

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

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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Application

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

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

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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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)

Measuring the poise of thiol/disulfide couples in vivo

Jones DP and Liang Y

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

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

Research Methods in Neurochemistry, 443-462 (1975)

Covalent protein immobilization on glass surfaces: Application to alkaline phosphatase

Taylor RH, et al.

Journal of Biotechnology, 118(3), 265-269 (2005)

Levels of histamine and other biogenic amines in high-quality red wines.

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

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Global Trade Item Number

SKU	GTIN
D2625-25G	04061835515950
D2625-1G	04061835543885
D2625-5G	04061835543892

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