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D2625

Sigma-Aldrich

Dansyl chloride

Dansyl chloride

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

Synonym(s):

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

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€71.60
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€239.00
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€999.00

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1 G
€71.60
5 G
€239.00
25 G
€999.00

About This Item

Empirical Formula (Hill Notation):
C12H12ClNO2S
CAS Number:
Molecular Weight:
269.75
Beilstein:
2217205
EC Number:
MDL number:
UNSPSC Code:
12352101
PubChem Substance ID:
NACRES:
NA.26

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product line

BioReagent

Quality Level

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

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)[1]
  • in the derivatization of plasma samples[2][3]
  • in the quantification of immobilized alkaline phosphatase[4]

Biochem/physiol Actions

Dansyl chloride is a sulfonyl chloride compound. It is used to end tag amino groups of peptides and proteins.[5] Dansyl chloride is used for derivatization of free amino acids and amines[6] in neural samples and biological fluids.[7] It is used to study fluorescent conjugates of albumin, protein conformational changes studies and active site characterization.[7]

Pictograms

Corrosion

Signal Word

Danger

Hazard Statements

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

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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)
Covalent protein immobilization on glass surfaces: Application to alkaline phosphatase
Taylor RH, et al.
Journal of Biotechnology, 118(3), 265-269 (2005)
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)
The effects of different processing conditions on biogenic amine formation and some qualitative properties in pastirma
Hazar FY, et al.
Journal of Food Science and Technology, 54(12), 3892-3898 (2017)

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