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D2625

Sigma-Aldrich

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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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:
24893700
NACRES:
NA.26

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

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

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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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)
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)
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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