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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

Assay

99%

mp

218-221 °C (lit.)

fluorescence

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

functional group

amine

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

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Certificates of Analysis (COA)

Lot/Batch Number
0000406575
0000406575
0000264415
0000191949

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Carbonic Anhydrase from bovine erythrocytes ≥95% (SDS-PAGE), specific activity ≥3,500 W-A units/mg protein, lyophilized powder

Sigma-Aldrich

C2624

Carbonic Anhydrase from bovine erythrocytes

Raymond Ziessel et al.
Organic letters, 5(14), 2397-2400 (2003-07-05)
[structure: see text] 2,6-Disubstituted pyridines, 6-substituted 2,2'-bipyridines, and 6,6'-disubstituted 2,2'-bipyridines are readily prepared under mild conditions from 5-(dimethylamino)-1-naphthalenesulfonamide chloride (DANS-Cl) and chloromethyl-nitronyl nitroxide (CH(2)Cl-NIT) starting materials and adequately functionalized building blocks. The syntheses of the pyridine molecules bearing two radicals
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
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)
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
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