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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.)

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

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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"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)
"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)
"Prestaining of glycoproteins in sodium dodecyl sulfate polyacrylamide gels by dansylhydrazine"
Wang Y, et al.
Proteomics, 14(11), 1322-1327 (2014)
N E Fahmi et al.
Carbohydrate research, 330(2), 149-164 (2001-02-24)
A series of glycosylated serine derivatives was synthesized from peracetylated sugars and Fmoc-protected serine; these were chemically esterified with the tris-(tetrabutylammonium) salt of pdCpA. The fully protected and deprotected glycosylated aminoacyl pdCpAs were ligated enzymatically to an abbreviated tRNA (tRNA-C(OH))
L Maestri et al.
Journal of chromatography. B, Biomedical applications, 657(1), 111-117 (1994-07-01)
A sensitive method for the determination of free and total urinary 2,5-hexandione (2,5-HD) using high-performance liquid chromatography with fluorescence detection was developed. After purification of urine with a disposable C18 cartridge, 2,5-HD was derivatized with dansylhydrazine; 1,3-diacetyl benzene (1,3-DAB) was
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