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635928

Sigma-Aldrich

Dansylhydrazine

98%

Synonym(s):

5-(Dimethylamino)-1-naphthalenesulfonic hydrazide, 5-(Dimethylamino)naphthalene-1-sulfono­hydra­zide, Dns-Hz

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About This Item

Linear Formula:
(CH3)2NC10H6SO2NHNH2
CAS Number:
33008-06-9
Molecular Weight:
265.33
Beilstein:
2868662
EC Number:
251-337-7
MDL number:
MFCD00003986
UNSPSC Code:
12352100
PubChem Substance ID:
24882742
NACRES:
NA.22

Assay

98%

mp

126-130 °C (lit.)

functional group

amine
hydrazine

SMILES string

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

InChI

1S/C12H15N3O2S/c1-15(2)11-7-3-6-10-9(11)5-4-8-12(10)18(16,17)14-13/h3-8,14H,13H2,1-2H3

InChI key

KPQYDVAFRDWIBW-UHFFFAOYSA-N

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Application

Dansylhydrazine can exhibit fluorescence, which can be used for the following:
  • monitoring air pollution by detection of the hydrazones formed by acid-catalyzed derivatization of the carbonyl compounds
  • detection of the separated glycoproteins via sodium dodecyl sulfate polyacrylamide gel electrophoresis(SDS-PAGE)

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCK1025
MKCB0140V
MKBN6405V
MKBB4919V
MKBB4919

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"Optimizing a dansylhydrazine (DNSH) based method for measuring airborne acrolein and other unsaturated carbonyls"
Herrington J, et al.
Journal of Environmental Monitoring, 7(10), 969- 976 (2005)
"Prestaining of glycoproteins in sodium dodecyl sulfate polyacrylamide gels by dansylhydrazine"
Wang Y, et al.
Proteomics, 14(11), 1322-1327 (2014)
"Analytical reliability of carbonyl compound determination using 1, 5-dansylhydrazine-derivatization"
Binding N, et al.
Fresenius Journal of Analytical Chemistry, 362(03), 270-273 (1998)
Wenbin Zeng et al.
Bioorganic & medicinal chemistry letters, 18(12), 3573-3577 (2008-05-21)
To develop a small molecule-based tracer for in vivo apoptosis imaging, dansylhydrazone (DFNSH) was synthesized in 93% yield in less than 30 min. The biological evaluation showed that DFNSH selectively binds to paclitaxel-induced apoptotic cancer cells. The high magnification fluorescent
M Tillian et al.
Arzneimittel-Forschung, 46(6), 640-642 (1996-06-01)
A selective cytostatic effect is demonstrated for systemic application of the Michael adduct of crotonal (CAS 4170-30-3) with cysteine (CAS 52-90-4). As in earlier studies, our initial model was the Ehrlich ascites tumor (EAT) in mouse. Tablets containing 150 mg
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