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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:
Molecular Weight:
265.33
Beilstein:
2868662
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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

Signal Word

Warning

Hazard Statements

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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"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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