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218898

Sigma-Aldrich

5-(Dimethylamino)-1-naphthalenesulfonamide

99%

Synonym(s):

DNSA, Dansyl amide

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About This Item

Linear Formula:
(CH3)2NC10H6SO2NH2
CAS Number:
1431-39-6
Molecular Weight:
250.32
Beilstein:
2217203
EC Number:
215-854-1
MDL number:
MFCD00004000
UNSPSC Code:
12352100
PubChem Substance ID:
24853099
NACRES:
NA.22

Quality Level

200

Assay

99%

mp

218-221 °C (lit.)

fluorescence

λex 280 nm; λem 470 nm (bound to carbon anhydrase)
λem 580 in ethanol

SMILES string

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

InChI

1S/C12H14N2O2S/c1-14(2)11-7-3-6-10-9(11)5-4-8-12(10)17(13,15)16/h3-8H,1-2H3,(H2,13,15,16)

InChI key

TYNBFJJKZPTRKS-UHFFFAOYSA-N

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Application

5-(Dimethylamino)-1-naphthalenesulfonamide (DNSA) was used as starting reagent in the synthesis of 2,6-disubstituted pyridines, 6-substituted 2,2′-bipyridines and 6,6′-disubstituted 2,2′-bipyridines. It was also used as fluorescent probe in the determination of concentration of human carbonic anhydrase II-DNSA in solutions.

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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Sigma-Aldrich

C2624

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A Jain et al.
Journal of medicinal chemistry, 37(13), 2100-2105 (1994-06-24)
This paper describes inhibitors for human carbonic anhydrase II (HCAII, EC 4.2.1.1) that bind with nanomolar dissociation constants. These inhibitors were developed by exploiting interactions with hydrophobic "patches" in the lip of the active site of this enzyme. These patches
K Yamasaki et al.
Biochimica et biophysica acta, 1432(2), 313-323 (1999-07-17)
The relationship between the two principal ligand binding sites, sites I and II, on human serum albumin (HSA) was quantitatively and qualitatively examined by equilibrium dialysis and fluorescence spectroscopy. Among the three subsite markers to site I, only the binding
N Tanaka et al.
Biochimica et biophysica acta, 1338(1), 13-20 (1997-03-07)
The structure of human serum albumin (HSA) in the pressure-induced denatured state was investigated by fluorescence spectroscopy. HSA undergoes a conformational change in the pressure range from 0.1 MPa to 400 MPa, at 25 degrees C. Several ligands bind to
Yasmina S N Day et al.
Protein science : a publication of the Protein Society, 11(5), 1017-1025 (2002-04-23)
The binding interactions of small molecules with carbonic anhydrase II were used as model systems to compare the reaction constants determined from surface- and solution-based biophysical methods. Interaction data were collected for two arylsulfonamide compounds, 4-carboxybenzenesulfonamide (CBS) and 5-dimethyl-amino-1-naphthalene-sulfonamide (DNSA)
C Gu et al.
Combinatorial chemistry & high throughput screening, 2(6), 353-359 (2000-01-25)
Two approaches were utilized to increase the throughput of pulsed ultrafiltration assays of ligand binding to human serum albumin, reducing the volume of the ultrafiltration chamber and combining pulsed ultrafiltration with high performance liquid chromatography-atmospheric pressure chemical ionization mass spectrometry
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